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PITTSFIELD, MA

So much to love.

There is truly something for everyone in Pittsfield – world class theaters, live music, art shows, museums, unique shopping and a vibrant restaurant scene – all just minutes from spectacular four-season recreation and scenic beauty.

Don’t Miss Events

First fridays at five.

Mark your calendar for live music, dance, art making, family fun and a makers market with great food on the first Friday of every month.

Little Bellas Give it a Whirl Day!

Our Give it a Whirl day aims to introduce girls to mountain biking or expand their enthusiasm for the sport. Participants will enjoy two hours of fun, riding bikes, and […]

Pittsfield High School Artists

Senior AP Art & Design students will present their senior portfolio sustained investigations at the Lichtenstein Center for the Arts, 28 Renne Avenue, for the month of May. There will […]

The Buzz About Pittsfield

“As beautiful as I expected … Pittsfield is a walkable, former mill city with a lively music scene and a growing number of bars, coffee shops and restaurants.”

“Whether you’re looking for gourmet farm-to-table dining, boutique hotels, endless hiking trails, or world-class theater, Pittsfield offers it all just a short train right away from NYC.”

“Very recently, I’d heard that the city was experiencing a rebirth and drove in to see it for myself…this Western Massachusetts city has its own art scene.”

“Pittsfield creates ultimate vacation weekend. … an excellent escape for those of us living in New York City”

“It is truly remarkable all that Pittsfield has to offer. The incredible natural surroundings are just a small part of it. The showcase of culture is outstanding.”

Click on a social image above to visit its post, video, or reel.

Experience The Downtown Cultural District

Head downtown to North Street, a Massachusetts-designated Cultural District, boasting year-round live music, dance, performances, community celebrations, including two award-winning professional theaters and a dynamic visual arts scene.

Find your happy place outdoors!

Year-round outdoor beauty and adventures await! Enjoy hiking with breathtaking vistas, boating and water sports on pristine lakes, snowshoeing, downhill and cross-country skiing and more – all just minutes from downtown.

Free Visitors Welcome Guide

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Home » Travel Guides » United States » Massachusetts (MA) » 15 Best Things to Do in Pittsfield (MA)

15 Best Things to Do in Pittsfield (MA)

The commercial and cultural nucleus for the Berkshires of Western Massachusetts , Pittsfield is an upland city with vistas framed by the Taconic Range to the west and the Berkshire Hills in the east.

Pittsfield had a booming economy at the turn of the 20th century, driven by a forerunner to General Electric.

Along the stately North Street and South Street, the prosperity of that time is obvious, with tall commercial blocks, churches, palatial civic buildings, opulent theaters and a local museum with rich collections.

Since 2005, Pittsfield has been home to the award-winning Barrington Stage Company, renowned for new work like The 25th Annual Putnam County Spelling Bee, which picked up a number of Tony’s in 2004.

1. Herman Melville’s Arrowhead

Author Herman Melville’s (1819-1891) most productive years were spent at this house in the south of Pittsfield.

During his time at Arrowhead from 1850 to 1863, Melville finished Moby-Dick (1851), and wrote Pierre (1852) and The Confidence-Man (1857), before selling up to his brother and moving with his family to New York City.

The house dates back to the 1780s and got its name from Melville because of the arrowheads he would dig up each year during the planting season.

Members of the Melville family owned the property until 1927, and in 1975 it was purchased by the Berkshire County Historical Society, which returned the interiors to Melville’s time.

You can come to Arrowhead from mid-May to mid-October for tours, and there’s rich programming including live performance, readings, artist talks and guided trail walks.

2. Hancock Shaker Village

On 750 acres in the southwest of Pittsfield is a preserved Shaker commune that was active from the late 18th century to 1960.

Now a living history museum, the village is still part of a working farm, the oldest in the Berkshires, with extensive fruit and vegetable gardens and heritage-breed domestic animals.

There are 20 marvelous historic buildings in situ, such as the rare Round Stone Barn, built in 1826, and designed with an ingenious series of four interior rings.

Throughout the village there are upwards of 20,000 artifacts, including beautifully crafted furniture, while interpreters and skilled artisans give a riveting insight into Shaker life.

Summer brings a wealth of events, from workshops to goat yoga, concerts and the annual Summer Gala in early August.

3. Berkshire Museum

Looking like a Roman villa on South Street, the Berkshire Museum was founded by the newspaperman Zenas Crane, opening in 1903.

In the style of museums from that time, this attraction is a multifaceted cabinet of curiosity, zipping from fine art to engineering, natural history, zoology and ancient civilization.

There are more than 40,000 objects from a multitude of fields in the museum’s collections, and one recent addition is the Feigenbaum Hall of Innovation, a contemporary interactive exhibit exploring the past, present and future of bright ideas.

The permanent exhibition, Objects and Their Stories features rotating selections from the museum’s large reserves, like ancient Egyptian mummies, or plaster casts of iconic works of sculpture such as the Winged Nike of Samothrace.

4. Downtown Pittsfield (Upstreet Cultural District)

Mostly along the broad boulevards, North Street and South Street, Downtown Pittsfield has a real sense of scale for a city of 44,000.

Magnificent turn-of-the-century commercial blocks stand six storys or more, accompanied by civic buildings, courthouses, churches, the Berkshire Museum, a masonic temple and splendid entertainment venues like the Colonial Theatre (1903).

Park Square, the go-to site for protests, is home to the city’s Civil War memorial, erected in 1872. A good first stop is the city’s visitor center at 121 South St, where you can grab an armful of brochures for the area.

One should be the Pittsfield Walking Tour, leading you to 60 plaques for historic sites and buildings along South Street, North Street and Park Place, with a version that can be downloaded online.

5. Barrington Stage Company (BSC)

Since 2005, Pittsfield has been the permanent home for this critically acclaimed regional theatre company. When we wrote this article, the Barrington Stage Company had produced almost 40 pieces of new work.

Many of these had transferred to stages in New York, including the Tony Award-winning musical comedy, The 25th Annual Putnam County Spelling Bee (2004).

The company has several properties around downtown Pittsfield, with a 520-seat Mainstage Theatre (30 Union St) at a venue built for vaudeville in 1912.

There are also shows at the St. Germain Stage, in the Sydelle and Lee Blatt Performing Arts Center (36 Linden St).

When we made this list, the season featured two world premieres, as well as productions of Anna in the Tropics, Waiting for Godot and A Little Night Music.

6. Bousquet Mountain

This highly-rated ski area first opened in 1932, and is the oldest still operating in the Berkshires.

You can get to Bousquet Mountain in under ten minutes from downtown Pittsfield, whether you want to ski, snowboard or simply hit the snow tubing hill.

For this family-friendly activity there are eight lanes with 100% snowmaking coverage and a carpet lift to whisk you back to the top in seconds.

Elsewhere the mountain offers 24 runs on 200 skiable acres, with night skiing and the Yokun Terrain Park. In the summer this spot becomes part of a hiking area along the Yokun Ridge, and hosts a series of outdoor concerts.

7. Lake Onota

Set within city limits there’s a 617-acre lake on Pittsfield’s western shoulder, bordered by woods and 19th-century residences.

Lake Onota is one of the best places to take in the majesty of the Taconic Mountains, which look even prettier as the sun goes down.

In the summer you can head to the Onota Boat Livery to rent a lineup of vessels, from motorized fishing boats to canoes, kayaks, pedal boats and rowboats.

Lake Onota is the setting for Pittfield’s Live on the Lake concert series, with performances every Wednesday evening throughout July and August.

8. Colonial Theatre

Among the magnificent landmarks fronting South Street is this Gilded Age theater that opened in 1903.

Some of the many feted performers to appear at the Colonial Theatre in those early days are Sarah Bernhardt, Douglas Fairbanks Sr, George M. Cohan and Eubie Blake.

For the entire second half of the 20th century the building was used as an art supply store, while holding onto its period decor and fittings.

Praised for its acoustics and preserved turn-of-the-century details, the venue was named a National Historic Treasure in 2000, and underwent a $22 million refurbishment that was completed in 2006.

The Colonial Theatre is managed by the Berkshire Theatre Group, staging musicals, drama and concerts for all tastes

9. Pittsfield State Forest

On Pittsfield’s west flank is an immense state forest over some 11,000 acres of upland scenery. There are woods for miles, with streams, waterfalls and scenic bodies of water like Berry Pond.

This is at the top of Berry Mountain, and with an elevation of 2,150 feet it’s the highest natural body of water in Massachusetts.

In the northeast corner of Pittsfield State Forest you’ll happen upon Balance Rock, a limestone boulder, 15 feet by 30 feet, resting on a tiny base.

There are more than 30 miles of trails for hiking, mountain biking and horseback riding, as well as scores of campsites.

One adventure for more rugged hikers is the Taconic Crest Trail, winding along the NY border atop the ridge of the Taconic Range for 37 miles.

10. Ashuwillticook Rail Trail

When we wrote this article, the 13-mile Ashuwillticook Rail Trail had just been extended into Pittsfield. You can pick up this route at the southern trailhead near the intersection of Crane Ave and Dalton Ave.

Much of the path is on the route of the old Pittsfield and North Adams Railroad, completed in 1846 and eventually abandoned in 1990.

The trail has been opened in several phases since 2001, making its way through Adams, Cheshire, Lanesborough and now a portion of Pittsfield.

Some of the landscapes on the route are exhilarating, especially along the shore of the Cheshire Reservoir, and further north beside the Hoosic River, with the Taconic Mountains on the horizon to the west.

11. Beacon Cinema

An entertainment amenity for a revitalized downtown, the Beacon Cinema is a six-screen multiplex in an historic commercial building.

As you might tell from the facade, the building was a S.S. Kresge 5 & 10 cent store, built in 1918 with intricate terra cotta details on the frieze and upper story.

A downtown movie theater had been a long-term goal for Pittsfield, and the Beacon Cinema opened in 2009.

You can catch first run movies, big-screen classics and even live Met opera presentations, at screens with stadium seating and comfy, heated recliners. This is also one of those rare movie theaters serving alcoholic beverages.

12. Springside Park

Pittsfield’s largest municipal park is on the National Register of Historic Places, and was laid out on a former farm in the early 20th century.

One structure that was already here is the Springside House, a mid-19th century Italianate mansion, with Late Victorian additions.

Found in the southwestern section, this building was previously the parks and rec department’s HQ, and hosts outdoor events on the lawn in summer.

Springside Park is known for its winding wooded trails, which were undergoing a rehabilitation process at the time of writing.

Ongoing work around the park also included the restoration of Springside House, and the restoration of Springside Pond.

13. The Common

On the east side of downtown Pittsfield is a central space for recreation and outdoor events. The Common has a stately feel thanks to the grand Beaux-Arts frontage of the Old Central High School to the east.

There’s a pavilion for summer performances, as well as a large splash pad, a sculpture lawn, picnic area, basketball court and playground.

On Saturday mornings, May through October, the Common is also the location for the Pittsfield Farmers’ Market.

This is officially the first teen-run farmers’ market in the region, for seasonal and local fruit and vegetables, along with fresh roasted coffee, baked goods, honey, meat, eggs, flowers, cheese and more.

Every week you can catch live music, chef demonstrations, workshops and activities for kids.

14. Canoe Meadows Wildlife Sanctuary

Less than a mile from downtown Pittsfield there’s 264 acres of woods, meadows and wetlands on the bank of the Housatonic River.

Canoe Meadows is criss-crossed by three miles of easy, flat trails, with two loops to choose from.

Depending on the time of year, you might come across, or spot signs of, wild species like river otters, beavers, wild turkeys and even an occasional black bear, as well as bird species like osprey, bobolink and great blue heron.

15. Pittsfield Fourth of July Parade

The city has long been known for its impressive 4th of July Parade, which has a history that can be traced back to 1801.

One early documented parade in 1824 featured Revolutionary War veterans and political figures in horse-drawn carriages.

Organized by an independent non-profit group, the parade continues to grow by the year, making its way north through downtown along South Street and North Street.

On a typical year there are more than 1,000 marchers from 175 organizations, with special guest stars, several marching bands, drum corps, dance teams, almost two dozen floats and enormous helium balloons overhead.

15 Best Things to Do in Pittsfield (MA):

• Herman Melville’s Arrowhead
• Hancock Shaker Village
• Berkshire Museum
• Downtown Pittsfield (Upstreet Cultural District)
• Barrington Stage Company (BSC)
• Bousquet Mountain
• Colonial Theatre
• Pittsfield State Forest
• Ashuwillticook Rail Trail
• Beacon Cinema
• Springside Park
• Canoe Meadows Wildlife Sanctuary
• Pittsfield Fourth of July Parade

Pittsfield, Massachusetts: 10 Reasons to Visit

By Patricia Harris and David Lyon We’ve been as guilty as anyone of barely slowing down as we’ve driven through Pittsfield on our way from Tanglewood in Lenox to Mass MoCA in North Adams. In years past, Pittsfield seemed to be merely a crossroads with shuttered retail shops and all the untidy business of Berkshire […]

By Yankee Magazine

Oct 15 2007

Sculptor Nicole Peskin ( babelinc.com ) creates custom furnishings from metal, glass, and wood.

1. Even old is new again

2. street life is back, 3. there are fun places to hang out, 4. something’s cooking, 5. the show goes on, 6. artists scout the best turf, 7. the city has curb appeal, 8. it might be the only place in the berkshires where you can find chanel shoes, 9. you can get pampered, 10. there are neat places to sleep.

Yankee Magazine

Discover the Berkshires

Pittsfield, MA

Discover the vibrant city of Pittsfield, MA! As the cultural hub of the Berkshires, Pittsfield offers a rich blend of arts, history, and outdoor activities. Explore renowned museums, enjoy diverse culinary delights, and immerse yourself in the energetic atmosphere of this must-visit Massachusetts city.

Angelina’s Subs – Pittsfield, Dalton Ave

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Berkshire Museum

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Berkshire Museum - All You Need to Know BEFORE You Go (2024)

• Sun - Sun 12:00 PM - 5:00 PM
• Mon - Sat 10:00 AM - 5:00 PM
• (0.09 mi) Welcome to Holiday Inn & Suites Pittsfield-Berkshires
• (0.14 mi) The Central Downtown Inn Suites
• (0.37 mi) Hotel on North
• (0.47 mi) Berkshire Inn
• (0.71 mi) White Horse Inn
• (0.04 mi) Patrick's Pub
• (0.11 mi) District Kitchen & Bar
• (0.07 mi) One West Restaurant
• (0.10 mi) 101 Restaurant & Bar
• (0.11 mi) Otto's

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Berkshire Museum's annual gala to benefit educational programming.

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Berkshire Museum

Explore culture, curiosity, and community at Berkshire Museum. Discover the human experience, tour the Aquarium, and more!

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Deep discoveries, lasting learning

Find yourself swimming between the dark, deep blue walls of the Aquarium face to face with many species of fish, insects, reptiles, amphibians, and more.

Monday to Saturday: 10 AM – 5 PM Sunday: 12 PM – 5 PM

PLEASE NOTE that occasionally weather conditions and special events may affect open hours. Daily hours are noted above in the upper right corner of the page. Contact the museum directly at (413) 443-7171 to confirm our open hours.

Plan Your Visit

39 South Street, Pittsfield, MA 01201

The Berkshire Museum is located in downtown Pittsfield, Massachusetts.

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Members: Free

Adults: $15, seniors: $12, child 4-17: $8, child < 4: free.

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Meet a friend: animal ambassador spotlight.

Every week, an ambassador animal is spotlit at the Aquarium by a Museum Educator. Learn, meet –and even pet!– a…

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Come find yourself swimming between the dark, deep blue walls of our Aquarium, face to face with many species of fish, insects, reptiles, amphibians, and more.

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Pittsfield/Berkshires Travel Guide (Restaurant Guide and Things to Do)

Written by Becca

Updated on April 26th, 2024

Thinking of where to stay and towns to visit in the Berkshires? See the best things to do in Pittsfield, Mass, in this travel guide with what to do during a long weekend trip.

This article may contain affiliate links. We earn a small commissions when you purchase via those links — and it's free for you. It's only us (Becca & Dan) working on this website, so we value your support! Read our privacy policy and learn more about us .

Posted in New England

Table of contents

• Where is Pittsfield, MA?
• The story of Pittsfield
• Where to stay at every budget
• Where to eat
• Where to drink (coffeeshops and bars)
• Where to see some nature
• Where to experience arts and culture
• Where to go shopping in Pittsfield
• How to get to Pittsfield in the Berkshires (and how to get home)

Are you already planning your trip to the Berkshires? Perhaps you haven’t decided yet on which Berkshires town to stay in.

Here’s an easy choice: opt for a stay in Pittsfield, Massachusetts, a central point in the Berkshires region that’ll give you access to all the surrounding towns, great opportunities to see nature, driving distance to theatres and arts events and cool hiking.

On our recent trip to Pittsfield, we were pleasantly surprised with the caliber of the places to stay, restaurants to dine in, proximity to laid-back nature walks and other attractions.

You can use this guide we wrote up based on what we did on our trip, during your travels in the Berkshires of Massachusetts at any time of year!

Where is Pittsfield, MA?

Pittsfield, Massachusetts, is located centrally in the Berkshire Mountains of New England. The city of Pittsfield is located quite centrally between the northernmost towns of Williamstown and North Adams, which sit near the Vermont border, and the famed Berkshire County towns of Lenox , Lee, Great Barrington and Stockbridge.

Pittsfield is located on State Route 7, a road that runs from the top of Massachusetts to the bottom. Pittsfield is less than one hour from Albany, NY, an hour and a half from many points in the Catskills , two and a half hours from Boston and three hours (only!) from New York City.

The story of Pittsfield

Pittsfield had its heyday back as it started to be a growing town in the late 1800s and in the first half of the 20th century. It saw business come in, and the rise of GE as a magnet for workers.

Toward the second half of the 1900s, GE pulled out of the city and with that, much of Pittsfield was left hanging. Things fell into a bit of a post-industrial lull.

By the 2000s, a revitalization or renaissance started, and that is what you’ll see now if you visit Pittsfield, which is a city undergoing change. In fact, you can even be part of the change by supporting the growing businesses, which cater to visitors and travelers.

We really liked some of the restaurants we visited, and would go back in a minute! Additionally, the nature surrounding Pittsfield is relaxing, accessible, and free .

All these things make Pittsfield a cool place to spend a few days without even needing to go far in order to access shopping, farm-to-table cuisine, natural surroundings and arts and culture. You can check out the city’s website at CityOfPittsfield.org .

Our photo gallery of Pittsfield shows what Pittsfield looks like today.

Where to stay at every budget

Pittsfield has several hotels within the city limits, in addition to a small handful of Airbnbs that range from apartment properties to private rooms in hosts’ homes. Here, we’ll share a few top-rated hotel ideas with you.

Splurge: Hotel on North

Hotel on North is not just a hotel, it’s an experience. Located centrally in the town on North Street, Hotel on North gives visitors a stylish travel experience via its unique rooms, vintage touches and modern amenities.

The building itself is a renovated historic set of properties, and inside, you’ll see brick walls, bespoke furniture, clawed-foot bathtubs, common spaces full of books and even a game room. There is an on-site bistro restaurant located right through the lobby, as well as a trendy gift shop downstairs.

We genuinely enjoyed our two-night stay here! You can see all our photos in this review of Hotel on North .

Mid-range: Hilton Garden Inn Lenox Pittsfield

This hotel comes well-rated and is located outside of the center of town, down Route 7. It’s smack between Pittsfield and Lenox , which will give you a chance to visit both towns.

Prices at the Hilton Garden Inn are more moderate, and will vary based on weekday vs. weekend, low season vs. high season, just like at Hotel on North.

Rooms have been renovated and are modern, and the best amenity is probably the indoor pool! You can book the Hilton Garden Inn here.

Budget: Best Western Plus Berkshire Hills Inn & Suites

Staying at a Best Western is never a fancy nor over-the-top experience, but it gets the job done, and that is what is important if you are aiming to save money on a trip .

The Best Western in Pittsfield is located about eight minutes from the center of the city, and is on the way to the Hancock Shaker Village. The hotel is on a nondescript street that leads you out of town and westbound.

Rooms are a little more dated, which is reflected in the price of staying at this hotel. Depending on which night of the week you book and in which season, you can find rates closer to $100 for a standard room, before tax. That’s pretty affordable in the Berkshires.

To see more about the Best Western, check out Booking.com, here .

Where to eat

We were pleasantly surprised with the great cuisines in Pittsfield. Dan and I both have an assortment of dietary restrictions, which has brought us to writing about traveling as a vegetarian and gluten-free travel destinations . Pittsfield checked both boxes!

District Kitchen & Bar

Without further ado, this was the favorite meal we enjoyed together in Pittsfield. We started with a drink for me and a local beer for Dan, and for mains, Dan had an excellent vegetarian burger (those pickles were delicious) and I had an absolutely delightful gluten-free curry with a side of salmon. Truly, we wished this meal would have lasted forever, and the ambiance of District is super cool, with great trendy vibes and a very full bar.

District Kitchen is located here .

Berkshire Palate

Berkshire Palate is more of a bistro-style restaurant with great service and a big menu that’ll suit every traveler.

For mains, Dan had the vegetarian-style ramen, and I had a salad with grilled chicken. We liked the convenient location of Berkshire Palate inside Hotel on North , meaning there was also parking out back (free).

Proprietor’s Lodge

This indoor-outdoor restaurant located on a lake right outside town is a great place to really feel like you’re on vacation! The lodge is an events venue with a restaurant on the ground floor at lake level. The cuisine is American, and we both enjoyed Mediterranean salads with salmon. This was some good food!

Zucco’s Family Restaurant

While located a bit further outside of town, what I appreciated about Zucco’s and what drew me in during a Google search was the restaurant’s gluten-free menu .

Also, I had an order for a gluten-free pizza with a few toppings, and they were so careful with my order that when I picked up my pizza, they were kind enough to tell me that they had foregone the eggplant because it’s breaded and therefore not gluten-free, for my allergy.

Thank you to everyone at Zucco’s for keeping me from harm!

Where to drink (coffeeshops and bars)

Whenever Dan and I travel, we tend to rate cities (in our minds) by the caliber of their cafes and coffeeshops. Pittsfield was no exception! Luckily, we were recommended a few good places to caffeinate.

Dottie’s Coffee Lounge

This is without a doubt the place to have your morning coffee and join other breakfast lovers to enjoy a drink or brunch at Dottie’s . Located on North Street on a corner, there’s lots of seating, both indoor and out.

With a big menu of sandwiches, breakfast goodies, oatmeal bows and more, it was really hard to decide what to get.

Plus, you’ve got to check out Dottie’s “Bear Butter,” which is a fortified super nut butter they can put in your oatmeal. You can also purchase it in the little store.

Lulu’s Tiny Grocery

Lulu’s Tiny Grocery is a little cafe inside a small shopping center and owned by a very friendly guy who will chat with you while you order! We recommend getting a bagel and a latte.

Thistle & Mirth

While we did not have the chance to visit Thistle & Mirth, it looked really cool from the outside, and I put it on my future mental list of bars to visit. Check out the menu at their website .

Where to see some nature

What we liked about staying in Pittsfield was that within a very short driving distance was quite a few places to enjoy nature and feel far from town. From small lakes to tall forest trees and wetlands, there is a natural escape for everyone outside Pittsfield, MA.

Canoe Meadows Wildlife Sanctuary

This petite wildlife preserve has a mix of sun and shade, water and land and marine life and birds. We enjoyed going for a nature walk here, as we got to take a lot of photos and move at our own pace. We had the reserve totally to ourselves on a weekday morning! If you have seen our list of places to avoid other tourists , you know that we like being the only people in a place we visit.

With two main trails that take 30-60 minutes depending on which one you choose, none of the walking in Canoe Meadows is difficult, which makes it great for families, or anyone looking for an easy nature walk right outside town.

Animals we enjoyed seeing were “the biggest cricket we’ve ever seen,” turtles, birds, butterflies, bees and chipmunks. You can check out the sanctuary’s website here .

Pittsfield State Forest

Pittsfield State Forest is a much larger natural area located 20 minutes outside Pittsfield’s town center. While we wish we had more time during our trip to get some real hiking in, we came for a picnic and for admiring the tall trees that created a lot of shade on a super sunny day.

At the mass.gov website, you can find this map , which lists both summer and winter usage of trails. It’s really helpful, depending on which time of year you’re visiting the Berkshires. There’s also ample areas for camping, and you can find out more about camping in the forest at this link .

If you’re like us, you might really like using AllTrails for finding your hikes, as this is exactly what we did during our trip to the Adirondacks ! Check out the trails for all levels at this link to the AllTrails routes for Pittsfield State Forest .

Lake Onota was our introduction to Pittsfield on the night we arrived, and luckily, we were able to see a dramatic sunset with the rolling hills and mountains as a silhouette backdrop!

This lake is located right outside town, and could be a five-minute drive, depending on where you’re staying. Be sure to watch the sunset along the western shore, which has fewer private homes and has some public areas for walking, along with a tiny sandy area.

Where to experience arts and culture

Pittsfield, like the rest of the Berkshires region, is home to fun arts and culture that you can find at many times of year. The Berkshires area is well-known for theater, music and art, so whichever is your passion is something you can arrange to enjoy in Pittsfield or nearby!

Plus, with Pittsfield’s central location, you can head up to Mass Moca in North Adams, MA, or down to Tanglewood , a famous live music venue in Lenox, MA.

Colonial Theater

We visited the Colonial Theater and were lucky enough to have a private tour due to coming in between the summer and fall seasons. (A good tip is that if you wish to see a show, come during the summer season before it ends, or at the start of the fall season, which is mid-September).

The theater has its roots dating back to 1903, and through the years, it was a garage, and a paper goods store, and then fell into disuse.

It was revived and reopened in the 1990s, and has had great success in bringing amazing talent and theatrical events to its stage. Famous visitors have included Michelle Obama and Hillary Clinton! The theater saw millions of dollars in investment to restore it to its original grandeur, which is what you see when you come for a show these days. It’s like a Broadway theater.

Check out the schedule of shows, here .

Hancock Shaker Village

For a very different type of cultural experience, head outside of town to the living history museum of Hancock Shaker Village . I tend to really like living history museums, with Colonial Williamsburg being one of my favorites!

At the Shaker Village, you’ll get to see Shaker-style buildings that have been both preserved and restored, and you can see how the community had an early version of a freezer, a laundry center and more.

Head to the round barn to see gaggles of goats, sheep and other farm animals, who are not shy at all with their vocals! Outside, we saw chickens, donkeys and a colorful rooster.

If you’ll be in Pittsfield for a few days, check out the events calendar , which includes fun things to do like Goat Yoga, or a ghost tour of the village around autumn time!

Berkshire Museum

If you come across a rainy day during your trip, visit the Berkshire Museum , located at 39 South Street, Pittsfield, MA. The museum contains exhibits on everything from rocks and minerals to the “backyard of the Berkshires” and its nature. The museum is great for everyone, whether children or adults. See more at the visit page .

Where to go shopping in Pittsfield

Pittsfield’s downtown surely has a mix of stores, and it’s very clear which ones are new and cater to new waves of visitors. Among vintage stores, toy shops and others, the two below stick out for places you’ll want to visit if you’d like to bring something memorable home from your Berkshires trip.

Dory & Ginger

This cute and airy shop is located on the lobby level of Hotel on North, and it’s full of home goods, from candles, to Berkshires apparel, to baby clothes to small marble dishes.

It would be hard to name everything that Dory & Ginger has in its stock, so check out our photos for ideas of what you could pick up here.

Museum Facsimiles

This unique store has a funny name, because it’s not actually a museum (?). To get the full gist of their offerings, check out the website for Museum Facsimiles . Most of the offerings are picture frames, framed mirrors, decorative mirrors, prints and letterpress cards.

For some of the larger and more delicate items, you’d have to have come by car to transport them back to your home, but small cards like these fit perfectly in luggage.

You can also visit the store’s Facebook page .

How to get to Pittsfield in the Berkshires (and how to get home)

We found Pittsfield quite easy to get to from within New England, and we came from Vermont, where we had spent the preceding few days seeing family.

Although we drove, because of being on a larger roadtrip with Pittsfield and the Berkshires as our final stop, we could’ve taken an Amtrak from NYC ! Check out the ways to get to Pittsfield below.

How to get to Pittsfield & the Berkshires from NYC

If you’re coming from NYC, there are a few options for you in getting to Pittsfield and the Berkshires region of Massachusetts.

Rent a car (or drive your own car). A drive from Manhattan will take about three hours only (with no traffic). It’s about 150 miles and the best route is to head directly north through upstate NY, taking a turn off before Albany to head into Massachusetts and across the Hudson River.

Take the Amtrak train from NYC to Pittsfield! As Thrillist reported in spring 2022, this new route just made a Berkshires getaway from NYC a reality! The Berkshire Flyer route can get you from NYC to Pittsfield in a dab less than four hours, which means it’s bound to take just as long as driving, but you get to sit back and relax.

You can check timetables and fares at the Amtrak website .

Take a bus! From Port Authority in Midtown Manhattan to Pittsfield’s downtown transit hub, you could be spending only $39 to get from NYC to Pittsfield, one way. The journey will likely take almost nine hours, as there is a transfer and a one-hour stop in Boston. Check out the bus fares at greyhound.com .

How to get to Pittsfield & the Berkshires from Boston

From Boston, you’re looking at an easy 2.5-hour drive across the state from east to west. To avoid driving, take an Amtrak train across the state and reference the route in this helpful map . Lastly, you could opt for an easy Greyhound bus from Boston.

How to get to Pittsfield from Upstate NY & the Catskills

From points in upstate NY, Pittsfield is a surprisingly short drive (depending on where you already are). From the Albany capital region, Pittsfield is a stone’s throw over the Massachusetts border after you cross the Hudson River by bridge in your car.

Great news for train fanatics: from Upstate train stations like Poughkeepsie, Hudson and Albany, Pittsfield is reachable by Amtrak.

More fun news is that a bus from Albany to Greyhound could run you as little as $13! Find your options here at the Greyhound website .

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Welcome to Downtown Pittsfield, Massachusetts!

Designated one of the Cultural Districts in Massachusetts, Pittsfield’s downtown, known as the Upstreet Cultural District, boasts a lively roster of music, dance, theater, community festivals, and celebrations, including two highly acclaimed professional theaters—the Colonial Theatre, part of Berkshire Theatre Group, and Barrington Stage Company—presenting a wide array of performances. There’s a vibrant visual arts scene in Pittsfield, too, with public art (Artscape), thriving galleries, artist studios, cooperatives, and the monthly First Fridays Artswalk. Cultural festivals include 3rd Thursdays, the WordXWord Festival, Pittsfield CityJazz Festival, 10X10 Upstreet Festival, and more!

Getting to Pittsfield

Find out how to get to Downtown Pittsfield, where to park, and where to go.

Downtown Dining

Downtown Pittsfield boasts an exciting dining scene with cuisine representing 4 different continents. Our eclectic cafés have breakfast, lunch, and coffee covered, and many of our downtown restaurants serve food and drink late into the evening and feature live music!

Unique Shopping

Our downtown Pittsfield retailers have shelves fully-stocked with housewares, decor, clothing, jewelry, toys, one-of-a-kind local handmade items, candles, art, and much more that you won’t find in the big box stores! Keep dollars local!

What’s Happening

Mark your calendars for upcoming events in Downtown Pittsfield!

May 3rd First Fridays Artswalk as part of First Fridays at Five!   The First Fridays Artswalk in downtown Pittsfield returns on Friday, May 3…

IMAGINE Dunham Mall

The Downtown Pittsfield Cultural Association, with partners The City of Pittsfield, MassDevelopment’s Transformative Development Initiative (TDI), Downtown Pittsfield, Inc. (DPI), and the Pittsfield Community Design…

Grant Opportunity: 2024 Boost! North Street Cohort

Grant Opportunity: 2024 Boost! North Street Cohort Downtown Pittsfield, Inc. (DPI) and the Pittsfield Economic Revitalization Corporation (PERC) are co-facilitating the 2024 Boost! North Street…

Downtown Blooms Seeks Landscaper

Downtown Blooms Seeks Landscaper   Downtown Pittsfield, Inc. seeks a qualified contractor/landscaper to maintain municipal public planting areas throughout the North/South Streets business corridor. The…

Pittsfield’s Best of the Berkshires!

Congratulations to all of our Downtown Pittsfield, Inc. members who were honored with The Berkshire Eagle’s Best of the Berkshires wins! Click here to learn more!

Must see modern artist studios housed in the historic Clock Tower If you haven’t visited The Clock Tower Artists in Pittsfield yet, the winter months…

Second Round of Pittsfield Glow Up! Business Improvement Grants – Application now closed.

Downtown Pittsfield, Inc. and the Pittsfield Economic Revitalization Corporation (PERC) are co-facilitating a SECOND ROUND of The Pittsfield Glow Up! Business Improvement Grant Program made…

Winners of Pittsfield Photo Challenge Announced for 2023!

Winners of the 2023 Pittsfield Photo Challenge Announced! This summer, Downtown Pittsfield, Inc. held a photo challenge to find the photo that best captures why…

First Round of Pittsfield Glow Up! Business Improvement Grants Announced

First Round of Pittsfield Glow Up! Business Improvement Grants Announced Downtown Pittsfield, Inc. (DPI) and the Pittsfield Economic Revitalization Corporation (PERC) have announced the first…

Let It Shine! A Celebration of Public Art: Self-Guided Mural Tour The Pittsfield Let It Shine! Public Art Partnership celebrates new murals in Pittsfield! These…

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23 Best & Fun Things to Do in Pittsfield (MA)

Pittsfield city is located in Berkshire County in Massachusetts, United States, lying on the Housatonic River headstreams. It is the county’s seat.

It is the largest city in Berkshire County. Pittsfield was estimated to have a population of forty-three thousand nine hundred and twenty-seven during the 2020 census.

Pittsfield was named in honor of William Pitt, an English prime minister. It was incorporated in 1891 as a city.

Visit Pittsfield and explore the dynamics of the city ranging from its dramatic outdoor spaces to its artistic community and adventure experience.

The city features a good number of attractions, such as the Berkshire Museum, Hancock Shaker Village, Canoe Meadows Wildlife Sanctuary, Wandering Star Craft Brewery, Bousquet Mountain, and more.

If you’re planning a trip to Pittsfield, here are the top things to do in Pittsfield, MA.

Things to Do in Pittsfield, MA

1. pittsfield state forest.

Are you a nature lover? This place is definitely for you! Pittsfield State Forest Is an excellent outdoor destination for outdoor enthusiasts.

Pittsfield State Forest is an 11,000-acre property featuring waterfalls, upland scenery, woodland, streams, and more.

You should also check out Berry Pond. It is located at the peak of Berry Mountain, which has a height of 2,150 feet. The Pond is recognized as Massachusetts’ tallest natural water body.

The Balance Rock is at the northeastern end of Pittsfield State Forest, a unique limestone boulder lying on a small spot.

Pittsfield State Forest features over 30 miles of open trails for horseback riding, mountain biking, hiking, and camping.

You also get to enjoy the relaxing sound of overflowing streams and the nice songs of the birds in the region.

This State Forest is one of the best places to visit in Pittsfield, MA. Visit it with your travel companions and explore all the natural resources here.

Address: 1041 Cascade St, Pittsfield, MA 01201, United States

2. Lake Onota

If you have been searching for a perfect escape from the crowds, visit Lake Onota. It is one of the best places to visit in Pittsfield, MA.

Lake Onota is a perfect place to get away from the buzz and noise of the city. It encompasses six hundred and seventeen acres.

The Lake offers visitors a countless number of outdoor recreational activities which are water-related and perfect for all ages.

You can rent a kayak, paddleboard, or canoe and explore the calm and shimmering waters or go fishing in search of fresh catch.

Visitors can also dive into the waters as a perfect way to cool off on a hot day or have an excellent picnic time with their significant other.

Make sure you don’t miss the series of concerts on the Lake, including Wednesday’s live performances from July to August.

Address: Lake Onota, Pittsfield, Massachusetts 01201, United States

3. Downtown Pittsfield

You haven’t visited a city if you don’t explore its Downtown region, so make sure you add an exploration of Downtown Pittsfield to your checklist of the top things to do in Pittsfield, MA.

Downtown Pittsfield is packed with an assortment of businesses and organizations that caters to the needs of all visitors.

Stop by some of the stores, which are filled with a wide variety of items to beautify the home, including souvenirs.

The region offers a wide variety of dining options through the immense number of restaurants available and functioning.

You will find beautiful historic buildings, including churches, civic buildings, a Masonic Temple, courthouses, the Berkshire museum, and more.

To solidify your experience, join the Pittsfield Walking Tour, which takes you through several historic buildings and sites.

Address: 33 Dunham Mall UNIT 102, Pittsfield, MA 01201, United States

4. Hancock Shaker Village

If you’re embarking on an educational trip, exploring Hancock Shaker Village is one of the best things to do in Pittsfield, MA.

Hancock Shaker Village is worth spending a day or more as it spreads for seven hundred and fifty gorgeous acres.

The Village is home to Berkshire’s oldest working farm, which would blow your mind through the Shaker community’s inventive, architectural, and engineering features.

You will find a large collection of household items and shaker exhibits on display in the twenty original ancient buildings of the Village.

Hancock Shaker Village offers you an opportunity to explore the shaker community’s gardens and farms, including heritage livestock, herbs gardens, and more.

The unique Round Stone Barn, constructed in 1826 in Hancock Shaker Village, is a venue for several events during summer, including concerts, yoga, workshops, and more.

Address: 1843 W Housatonic St, Pittsfield, MA 01201, United States

5. Bousquet Mountain

What could be better than having a fantastic experience in a winter wonderland? Possibly nothing!

Do hesitate to include enjoying winter-based games in Bousquet Mountain to your list of fun things to do in Pittsfield, MA, with your pals.

Bousquet Mountain is a true gem of the winter season, which has existed since 1932 and has become a vital part of the community.

You’re offered different activities, such as snowboarding, skiing, and snow tubing, including joining their snowsports programs and lessons.

It consists of a 750 ski slope which is available for both beginners and professionals as they are ready to offer guidance.

Bousquet Mountain is home to a 9-hole golf course with wading pools featuring six water slides and a zipline available during summer.

Address: 101 Dan Fox Dr, Pittsfield, MA 01201, United States

6. Berkshire Museum

If you want an eye-opening adventure, add a visit to Berkshire Museum to your list of what to do in Pittsfield, MA.

Berkshire Museum is an attraction that offers visitors an exciting educational opportunity, as it is open for tours.

The Museum showcases an extensive collection of historical artifacts, fine arts, and natural science samples, offering an eye-opening experience.

You will be captivated by the hands-on exhibits through which you discover the region’s rich history and natural sciences.

Berkshire Museum was established in 1903 by Zenas Crane, a newspaperman focusing on different sectors, including old civilization and zoology.

There are permanent exhibitions and objects as well as their stories, including temporary selections such as historical Egyptian mummies or iconic sculptures.

Address: 39 South St, Pittsfield, MA 01201, United States

7. Beacon Cinema

The Beacon Cinema was established in 2009. It has gradually become a favorite place for many families due to its level of consistency.

The Cinema provides comfortable stadium seating with contemporary reclining seats, which offers great relaxation once you push a button.

It is fully equipped with the latest sound technology with an immense concentration on the frequency and phase of the sound system.

The Beacon Cinema offers visitors a variety of blockbuster movies on large screens, including live shows of Met Opera and classics.

It is one of the few movie cinemas that offer alcoholic drinks, including delicious popcorn and other non-alcoholic drinks.

Address: 57 North St, Pittsfield, MA 01201, United States

8. Canoe Meadows Wildlife Sanctuary

Canoe Meadows Wildlife Sanctuary is a tranquil location for a quiet walk as you immerse in its beautiful natural environment.

Well-paved walking trails wind down through the gorgeous fields, woods, wetlands, and marshes, and they’re open for hiking.

Depending on the time of the year, you also get to meet several kinds of wildlife, including turtles, warblers, otters, ospreys, bears, and more.

Address: 309 Holmes Rd, Pittsfield, MA 01201, United States

Planning to explore Massachusetts? Get the best of attractions and activities in  Orleans ,  and  Great Barrington  for a fun vacation.

9. Colonial Theatre

Among the best things to do in Pittsfield, MA is a visit to Colonial Theatre . This place celebrates the community’s artistic side.

Colonial Theatre is famous for its incredible historical architectural design, which goes back to 1903 when it was established.

As a historic theater, it is encompassed by striking details of the majestic area with a seating of seven hundred and twenty people.

This place is a haven for talented artists and theatre zealots with numerous kinds of shows, including comedies and musicals.

The Colonial Theatre is operated by the Berkshire Theatre Group, organizing dramas and concerts for everyone to enjoy.

Many artists have graced the stage of Colonial Theatre, such as Eubie Blake, Douglas Fairbanks Sr, Sarah Bernhardt, and George M. Cohen.

Address: 111 South St, Pittsfield, MA 01201, United States

10. The Home of Herman Melville at Arrowhead

The Home of Herman Melville at Arrowhead is fixed along Holmes Road as a beautiful yellow house dating back to the 18th century.

Stunning lush greeneries surround the building as it was previously the home of Herman Melville, a prominent American author.

He produced his literary pieces here from 1850 to 1963; Herman published Confidence-Man, Moby-Dick, and Pierre.

You’re allowed to explore the Home of Herman Melville at Arrowhead and get a closer view of the life lived by Herman.

Herman spent a huge part of his life at the Home of Herman Melville at Arrowhead; there is no better place to learn about him than his home.

The Melville family later owned the Home of Herman Melville at Arrowhead before it was sold to Berkshire County Historical Society in 1975.

This establishment is also the center for various activities, including artist talks, readings, live performances, docent-led trail walks, and tours from the middle of May to October.

Address: 780 Holmes Rd, Pittsfield, MA 01201, United States

11. The Berkshire Hills Country Club

One perfect way to spend your day in Pittsfield is by swinging your club in one of the most beautiful golf courses in the city. It is one of the fun things to do in Pittsfield, MA.

The Berkshire Hills Country Club is described as a center with nicely manicured fairways, pristine green, and water hazards with varying elevations.

The golf course is somewhat challenging but perfect for both beginners and professional golf players, offering them the excitement they need.

This particular attraction was established in 1925 and is the only golf course designed by A.W. Tillinghast in Massachusetts.

You can stop by the clubhouse for refreshing drinks and snacks before or after your tee time.

Berkshire Hills Country Club is an excellent choice for a wedding and other intimate events due to its romantic setting and gorgeous views of the facility.

There is a golf store that is fully packed with a wide variety of golfing instruments and attire for both men and women.

Address: 500 Benedict Rd, Pittsfield, MA 01201, United States

12. Guido’s Fresh Marketplace

Guido’s Fresh Marketplace is a family-owned and operated market in Pittsfield that has served the people since 1983.

It originally began in 1979, when two brothers, Matt and Chris Masiero, came together to develop the original Guido’s through their experience in retail and culinary arts.

They grew quickly and had to open Guido’s Fresh Marketplace in search of a bigger setting in 1983 with numerous dealers.

Guido’s Fresh Marketplace offers the freshest farm produce, ranging from flowers and fish to meats and locally prepared dishes.

The theory of Guido’s Fresh Marketplace offers vendors a chance to operate their businesses independently, providing an extensive collection dedicated to quality.

At Guido’s Fresh Marketplace, you can purchase beers and wines, kitchen tools, gift items, customized items, and more.

Address: 1020 South St, Pittsfield, MA 01201, United States

13. The Barrington Stage Company

Another great attraction in Pittsfield, the Barrington Stage Company , is a place every local or visitor should visit for amazing live entertainment.

The Barrington Stage Company offers live performances presented by gifted artists as an award-winning theatre.

This theatre is a venue for high-quality dramas, musicals, comedies, great classics, and many other fresh performances.

You can support the community’s art scene when you reserve seats for a show for you and your family and friends.

Barrington Stage Company was founded in 2005 and has continuously served the community up until this day as a prominent local theatre.

The theatre can accommodate up to five hundred and twenty persons presenting world-class productions, including A Little Night, the Tropics, and more.

Address: 30 Union St, Pittsfield, MA 01201, United States

14. Pontoosuc Lake

If you’re in the mood for casting lines and patiently waiting for a fresh catch, Pontoosuc Lake is the best place for you.

Pontoosuc Lake is a scenic attraction in the boundaries between Lanesborough and Pittsfield towns with its dribbling waters.

You can cast your fishing lines into the waters and catch different species of fish. The Lake is also open for paddling as another perfect way to explore the soothing waters and gorgeous views of the area.

Pontoosuc Lake is an excellent escape to the quietest parts of the city, away from the noisy and busy areas.

Address: 10 Hancock Road, Pittsfield, MA 01201. United States

15. The Common

The Common is a public area for outdoor events and recreational activities. It is located in the downtown area of Pittsfield.

This area offers an authentic grand vibe due to the Old Central High School’s elegant Beaux Art orientation on the east side.

 It consists of a pavilion used for summer concerts, a gigantic splash pad, and a playground that keeps children engaged.

The Common comprises a basketball court, a sculpture lawn, and a picnic area for those who would like to have a nice picnic.

It is the venue for the Pittsfield Farmers’ Market, which offers a wide variety of farm produce, including eggs, baked goods, cheese, honey, flower, meat, and more.

Try as much as possible to catch some live music performances, workshops, chef presentations, and kids’ activities held weekly.

Address: 100 1st St, Pittsfield, MA 01201, United States

Are you considering more exploration of Massachusetts? Here is a list of   things to do in Hyannis ,   things to do in New Bedford and  things to do in Fall River , for a fun vacation

16. Whitney Center for the Arts

Whitney Center for the Arts is housed in Thomas Colt House, an 1865 historic building and the former home of the club of the Berkshires women.

This creating and displaying art center has two standard art galleries offering performances like concerts, Dramas, comedies, opera nights, and musicals.

The art center hosts children and teens events providing a private performance platform that is available for rentals.

Whitney Center for the Arts was founded in 2012 by Lisa Whitney, a native of Pittsfield, which she named after her parents.

Address: 42 Wendell Ave, Pittsfield, MA 01201, United States .

17. The Pittsfield Farmers Market

Of course, visit the Pittsfield Farmers Market whenever you want to go shopping for any item in Pittsfield.

Pittsfield Farmers Market officially opened in 2013 as the region’s first market to be operated by teens. It is open throughout the year.

This seasonal market is open from May to October from 9 am to 1 pm on Saturdays. From November to April, it is open once a month.

They have successfully created an accessible market that enlightens the public about the benefits of nutrition, offering food programs.

The Pittsfield Farmers Market offers workshops, chef demonstrations, activities for children, live music, and more.

Also, get the opportunity to meet and interact with many locals and get to learn more about their culture and how their native means are made.

18. The Springside Park

The Springside Park is the largest municipal Park in Pittsfield. It is listed on the National Register of Historic Places.

This Park was founded on what was formerly a farm way back in the 20th century. It is home to a 19th-century Springside House, an Italianate mansion.

You will find the former parks and rec department headquarters in the southwest corner of the building, with a lawn where outdoor events are held.

Springside Park is popular for its trails winding through the wood areas, which are also adequately maintained.

The Park features a community garden, the Hebert Arboretum, a pond, a basketball court, softball and baseball fields, and two playgrounds.

Address: 874 North St, Pittsfield, MA 01201, United States

19. Fontaine’s Auction Gallery

Fontaine’s Auction Gallery has been in business for more than five years. It is a must-visit for anyone who wants unique accessories.

Fontaine’s Auction Gallery has always come through for many sellers and buyers in the world through selling and purchasing jewelry, antiques, fine art, and more.

Their experts have a wide knowledge of the International background and market situations working hand in hand with consignors and collectors.

They have continued to be at the top of their game when it has to do with great quality, a high level of honesty, and professionalism.

Fontaine’s Auction Gallery offers you unique items from anywhere in the world in perfect condition and rates.

Address: 1485 W Housatonic St, Pittsfield, MA 01201, United States

Circa is located in the Downtown region of Pittsfield, elegantly designed with authentic high tin ceilings and old hardwood floors.

You will find a free large parking space and street parking at the side of the building. Circa also offers delivery of any item for an extra fee.

They offer modern lighting and furniture, including vintage clothing, local art, estate, and Berkshire gift items made in the city.

Circa offers high-quality collectibles, home decor, antique items, and more from Mid-century, adding more color to your space.

If you want to add more elegance and luxury to your personal space, stop by this store and purchase the highest quality items.

Their staff is down to earth, and they’re known for offering the best services ensuring that their customers are satisfied at the end of the day.

Address: 436 North St, Pittsfield, MA 01201, United States

21. Pittsfield Fourth of July Parade

Typically, Pittsfield is known for its rich and undying history, and the amazing Fourth of July Parade is one event for which it is also known.

The Pittsfield Fourth of July Parade has been a constant practice in the city since 1801. It is a highly anticipated event.

In 1824, the Parade spotlighted political figures and revolutionary war vets on carriages drawn by horses. An independently operated non-profit organization organizes this Parade.

The event has continuously grown and expanded annually, extending through the city’s downtown district.

The Pittsfield Fourth of July Parade features drum corps, special guest shows, numerous floats, over one thousand marchers, and more.

Suppose you genuinely want to integrate into the community through its cultures and traditions. In that case, this is a must-add to your itinerary.

Address: Pittsfield, MA 01201, United States

22. Wandering Star Craft Brewery

Are you a beer lover? Then, visiting Wandering Star Craft Brewery ought to be on your list of what to do in Pittsfield.

Wandering Star Craft Brewery is a 15-barrel brewery in the city which produces draft beers distributed throughout the area.

The company has continuously distributed a wide variety of well-refined brews in cans and kegs across Berkshire County.

They offer drinks like American Blonde Ale, Losing My Edge ESB, lobby juice, mild at heart, red nose eye, Raindrop Pale Ale, Wobbly Pop New England IPA, thunderbolt IPA, Horatio Single Hop IPA, and more.

The Brewery is always open on Saturdays, while tours, off-site sales, and tastings are available on special holidays.

Wandering Star Craft Brewery is a host to a good number of private and public events held throughout the year.

Address: 11 Gifford St, Pittsfield, MA 01201, United States

23. Bloom Brothers

Bloom Brothers was established by Berkshire County’s three brothers offering various sorts of lab-certified cannabis items.

Licensed manufacturers and cultivators make these products. It is open to adults twenty-one years and above.

They are concerned with making the visitors’ experience an amazing experience through their exceptional services.

Bloom Brothers feature an experienced team ready to answer every question and help you find the perfect product.

Address: 2 Larch St, Pittsfield, MA 01201, United States

Meet the top attractions in Massachusetts, here is a guide on the  top things to do in Northampton ,  things to do in Falmouth , and the  best things to do in Worcester .

Plan Your Trip to Pittsfield

Inarguably, Pittsfield proclaims itself as one of the cities you will visit.

After going through the list above, you will definitely understand why Pittsfield attracts thousands of tourists annually.

Pittsfield is perfect for the entire family as there are numerous things to do for the young and old.

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How to Plan a Trip

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Pittsfield, Massachusetts: A Guide to Your Weekend Getaway

July 16, 2022.

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If you live in the Northeast, you’ve likely heard of the Berkshires before. But have you heard of the charming, and culture-packed city of Pittsfield, Massachusetts? Nestled smack in the middle of Berkshire County, the city of Pittsfield offers everything you need for a weekend escape from New York City. Whether you’re looking for gourmet farm-to-table dining, boutique hotels, endless hiking trails, or world-class theater, Pittsfield offers it all just a short train right away from NYC. 

Not only is Pittsfield a great destination for a weekend getaway, but it is also the perfect base for exploring the broader Berkshire area, as it sits just between “North County” and “South County”. A stay in Pittsfield allows you to quickly access both the northern cities of Williamstown and North Adams, as well as the popular southern cities of Great Barrington and West Stockbridge. 

I was invited by the town of Pittsfield to come experience everything the city has to offer, and experience the inaugural train journey from NYC to Berkshire County.

Getting to Pittsfield via The Berkshire Flyer

After 51 years, train service has resumed, this time powered by Amtrak, to offer direct access from New York City to the Berkshires by train. The Berkshire Flyer, which launched on July 8th, is a pilot program for the summer to test the demand for this route. The current schedule offers 1 round trip service per week, departing from the new Mohyian Penn Station in NYC at 3:15 on Fridays, and returning from Pittsfield, MA on Sundays departing at 3pm. 

The train, which makes a number of stops including Yonkers, Poughkeepsie, Hudson, and Albany, takes 4 hours. Previous to the launch of the new route, the easiest way to get to the Berkshires from NYC by public transportation was to take the Metro North to Wassaic, followed by a bus. Having direct train access from NYC encourages a new wave of tourism to Pittsfield and the broader Berkshire county.  During my trip, I had the opportunity to sit down with Berkshire County Senator Adam Hinds who shared that the city is taking a number of actions to making visit Pittsfield even more accessible to New York tourists, including new shuttles services and an Enterprise car rental outpost directly next to the main train station. 

Best Time of Year to Visit Pittsfield, Massachusetts

Pittsfield offers round-year activities for its guests, where you’re looking to explore the hiking trails or the ski trails. Visiting in July, we were welcomed with perfect summer weather. However, there is plenty to see and do in the winter months as well!

Best Things to do in Pittsfield, Massachusetts 

The city of Pittsfield has something to offer for any type of traveler. Whether you’re looking for gourmet farm-to-table dining, boutique hotels, endless hiking trails, or world-class theater, Pittsfield offers it all just a short train right away from NYC. 

Attend a show at the theater – either at Barrington Stage Company or the Colonial Theater 

Pittsfield is a city full of artists, and that talent shines through at the performances put on at both the Barrington Stage Company and Colonial Theater . With tickets as low as $59, a night at the theater should absolutely be added to your Pittsfield travel itinerary. 

I had the opportunity to see Ain’t Misbehaving during my recent visit to Pittsfield and it was fantastic!

Visit the historic home of Herman Melville 

I’m sure you’ve heard of the classic American novel Moby Dick. But did you know that Melville wrote this classic novel while living in the Berkshires? While in Pittsfield, stop by the historic home of Herman Melville for a flash back in time. 

Enjoy a luxury stay at boutique hotel, Hotel on North 

My stay at the boutique hotel of Hotel on North was easily a highlight of my trip to Pittsfield. From the unbelievably attentive staff to the attention to detail in all of the decor and design, the team at Hotel on North will make sure that your stay is perfect. Not to mention, it is conveniently located just a 2 minute walk from the train station. 

What was once an old department store, Hotel on North now offers 45 charming and unique rooms for its guests, since it opened as a hotel 7 years ago. 

With rooms starting around $160 in the winter months and $200 in the summer months, Hotel on North is an affordable slice of paradise for New York City tourists. Looking to splurge? Book yourself a stay in the Library Suite. The suite, which is appropriately named, is filled with hundreds of books, perfect for a real-life Belle moment. 

Go for a hike in Pittsfield State Forest (or the Boulders)

One of the best things to do in Pittsfield is enjoy the many hiking trails that fill the city, including Pittsfield State Forest . With over 30 miles of trails, you could spend your entire vacation here! But if you’re looking for a quick afternoon experience, I recommend checking out Berry Pond, the highest body of water in Massachusetts. The pond can be reached by car or foot. If you’re looking to camp, make sure to reserve a campsite ahead of time. Rates start at $17.00/night for a tent-only site. 

The BNRC Berkshire Trails app is a comprehensive guide to hiking trails in state forests, parks & nonprofit land preserves.

Unfamiliar with the trails and looking for some additional guidance? Mindy from Berkshire Camino offers guided walks and hiking tours throughout Pittsfield and the greater Berkshire county. Mindy’s hiking tours are inspired by her experience hiking the Camino de Santiago in Spain. Her tours are so much more than just a walk through the woods, as she brings in beautiful elements of mindfulness and meditation into all of her guided tours. 

Tours start at $50 and are suitable for all fitness levels. 

Head to the slopes at nearby Bousquet Mountain or Jiminy Peak 

Pittsfield and the Berkshires are not just a summer destination. Come in the winter to enjoy great skiing at nearby mountains of Bousquet Mountain and Jiminy Peak . Bousquet Mountain is less than 10 minutes away by car from the heart of Pittsfield, while Jiminy Peak, which is located in Hancock, can be reached in 20 minutes by car. 

Visit Hancock Shaker Village 

Hancock Shaker Village is a landmark destination of 750 acres, 20 historic Shaker buildings and over 22,000 Shaker artifacts. On the National Historic Register, it is the most comprehensively interpreted Shaker site in the world and the oldest working farm in the nation.

Pictured below is one of the rotating art exhibits.

Take a stroll down North St 

North St is Pittsfield’s charming main road. You’ll find restaurants, shops. and hotels dotting the picturesque city street. Make sure to stop in Dory & Ginger (pictured below) for the cutest gifts and home goods.

Visit the Pittsfield Farmers Market

The Pittsfield Farmers Market runs weekly on Saturdays, from May to October. Local fruits and veggies are provided by Roots Rising, whose mission is to empower youth and build community through food and farming. On select weekends you’ll also find tons of local vendors, from clothing to aromatherapy essentials like Kenzie’s Essentials.

Where to eat in Pittsfield, Massachusetts 

There is no shortage of great dining options in Pittsfield. Below are just a few of my favorites that I tried!

District Kitchen & Bar  

Our meal at District Kitchen & Bar was hands down the best meal that we ate while in Pittsfield. Serving contemporary American cuisine, it is one of the best dining options in town. The restaurant was established just a few years after its sister restaurant in North Adams, Public. You’ll find a few of the same classic menu items, including the Mac & Cheese, PEI Mussels, and appropriately named Public Salad.

While the restaurant doesn’t take any reservations, you can add yourself to the waitlist on their website, where you’ll also be given estimated wait time.

The Marketplace 

A more casual farm-to-table eatery, The Marketplace is a great option for picnic lunches while in Pittsfield. Planning a hike? Swing by The Marketplace ahead of time to grab one of their delicious sandwiches or salads. I got the Stockbridge Bowl with grilled chicken and it was delicious and super filling.

Do yourself a favor and order the lemon bar for a real treat. They are big enough to share, but delicious enough to enjoy all on your own.

Berkshire Palate 

The Berkshire Palate is attached to the Hotel on Room, making it a great stop for any guests of the hotel. The food is delicious, and the beer selection is great! The kitchen is typically open until around 9pm, with the bar serving drinks until 10pm.

Dottie’s Coffee Lounge 

Dottie’s is a Pittsfield breakfast classic. A local favorite, Dottie’s provides food and drinks locally sourced for a sustainable community. Dottie’s runs a program called Berkshire Oats, where each oatmeal purchased provides one for someone in need in the community. Locals rave about their famous Bear Butter.

Methuselah Bar & Lounge

Methuselah Bar & Lounge is a great option if you’re looking for a drink in Pittsfield, Massachusetts. This charming locale serves organic wines & craft beer paired with local New American fare. While I wasn’t super impressed by the food, the cocktails were incredible. I particularly enjoyed the Paper Plane.

Mission 

A tapas-style restaurant in the heart of Downtown Pittsfield, Mission is a great option for pre-theater food if you are attending a show at the Barrington Stage Company.

Thistle & Mirth 

Although I didn’t have a chance to stop at Thistle & Mirth myself, it is affectionately claimed as the local bar for a weekend night out in Pittsfield, Massachusetts. Stop by and let me know what you think!

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The Berkshires

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Serene mountain vistas, lush forests, and clear blue lakes define the Berkshire landscape, an idyllic setting for your next family vacation, romantic escape, or weekend with friends. Boasting more than 100 world class cultural attractions, superior outdoor recreation, and a famous farm-to-table food scene, the Berkshires promises an unforgettable experience.

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Fun Things to Do This Summer

One of the best things about a Berkshire summer is how much there is to see and do. Now’s the time for hikes, farmers markets, outdoor concerts, and arts festivals. Discover all the sights, sounds, and events of the season with our round-up of what’s happening in 2024!

Youth and Teen Summer Camps

Now’s the time to think ahead about adventures for the kids this summer. Check out this list of Berkshire experiences to create new memories this summer.

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Everyone living in or visiting the Berkshires is invited to find their next adventure at the NEW BerkshiresOutside.org site. Discover over 550 locations across the county.

6 Beautiful Hiking Spots

The Berkshires is home to hidden gems offering unique experiences. Here’s our short list of attractions off the beaten path that are well worth a visit!

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ArtWeek Berkshires

ArtWeek Berkshires is an annual celebration of local creativity. Enjoy 100+ hands-on or behind-the-scenes events and open studios across the region, from gallery shows to live performances, poetry readings to painting demos, and so much more.

Plan Your Visit

Inspire wanderlust with the Official Guide to the Berkshires, a year round, comprehensive resource to help you plan your perfect getaway.

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Use the Berkshire Brochure to explore by north, central, and south. Includes insider tips, must-visits, and more!

Don’t miss Yo-Yo Ma, the Boston Ballet, and other incredible artists with Andris Nelsons & the BSO at Tanglewood this summer.

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Tavern At The A

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303 Crane Ave

Pittsfield, MA 01201

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Dominic T. said "Let me tell you story: My wife and I visit the Berkshires for the first time as a Living Social B&B trip. It snows like a demon and our gmapped 3-hour trip turns into 7-and-a-half hour nightmare, on sparsely plowed roads, in a car…" read more

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About the Business

Under new ownership, we focus on the restaurant and catering side of the business, offering homemade pub style food featuring daily lunch and dinner specials. We are open 7 days a week, with our highest priority being consistent, great meals at a reasonable price. Our staff is like family, and we hope our customers feel the same energy. We offer live acoustic music from the best local talent, 1-3 x/week. Also hold weekly music bingo, pitch, and trivia nights. Newest Hot Spot in the Berkshires …

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Another from our group already wrote a review but we had such a great experience here, Hailey & Tavern at the A deserve so much praise. We called with 10-15 minutes notice to see if they could accommodate our bachelorette group of 16 understanding it was a big ask and Hailey was unbelievably accommodating. She was helpful, friendly, fun, and got us everything we needed and more. Everyone really enjoyed our food and our drinks alongside the top notch customer service. Our experience with Hailey and Tavern at the A ended up being one of the highlights of our entire weekend. Will definitely be coming back if/when any of us are back in the area!

After a fun experience at Ramblewild, our group of 16 needed to find a late lunch spot. Tavern at the A was open and able to accommodate our party. We sat outside and enjoyed the weather, and then we met the owner, Hailey. What a delight! She took the best care of us, recommended all her favorite food and drinks on the menu and even gave us a speaker to play some music. Her personality and great business sense shined. We ended up staying for 3 hours!!! Chatting with Hailey as she made sure that the bride and our group had the best time ever. We were extremely well taken care of! Would 10/10 recommend and if we're ever back in the area, we will absolutely stop in for some delicious food and Hailey Dailies. Love you Hailey!! See you at the wedding!

Food in the Shire is usually sub-par, I was completely blown away by the food quality and price... Best wings in the Berkshires. The entire menu looks good, I have three 4 different meals. All totally on point. Wedge Salad = Nailed it (6 stars) bacon could be more crispy. Hamburg = Nailed it (7 stars) great quality, Best price in the Berkshires. Wings = (10 Stars) Best in the Berkshires Meatballs = (6 Stars) Fries = (6 Stars) * They come out in little baskets Service is also above average for the Berkshires. I am going back to try the Quesadilia next time :)

The food was amazing. I strongly recommend the chicken panini. It was a lunch special though.

Fantastic hidden gem only 18 minutes from Jiminy Peak. We stopped in with our 4 kids, one of which is anaphylactic to peanuts, simply because they are a nut free kitchen..... but what a meal and there was talented local live music playing too. We had potato skins (bacon was crispy perfection), tomato soup, grilled cheese, turkey club with cheese, chicken fingers, and an iceberg wedge with creamy blue cheese dressing. We will be back, not only because they were so kind in giving us a safe dining experience, but because sure the food quality and pricing was outstanding.

The Roast Beef Melt is dry but tasted good. Like the tator tots. Scott is very nice and attentive. Hope to come for drinks and music soon.

The baseball steak and Friday prime rib are always great. The service was friendly and efficient. Nice choice of wings and appetizers. A pleasant and repeatable choice for dinner. The atmosphere was friendly.

Food was ok, service was ok, ambiance was ok ... at least they had a bar! .................... That's about all that I can say.

We went to the a on Tuesday night 10 minutes before kitchen close and we were seated and ordered burgers wings and drinks we were sat ordered and served quickly but not rushed burgers were good it was nice not to feel rushed because we like to have dinner later and it's hard with very few restaurant kitchens serving food late

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• The Berkshire Eagle

• Pittsfield, Massachusetts

Charles Redd, a 1995 graduate of Berkshire Community College’s nursing program and the Diversity, Equity and Inclusion officer at Berkshire Health Systems, will be the keynote speaker for BCC’s graduation ceremonies on Friday, May 31, at Tanglewood in Lenox.

Pittsfield: Charles Redd named BCC's commencement speaker

Jeannie Maschino

Community News Editor / Librarian

• Author email
• May 7, 2024
• 1 min to read

Charles Redd, a 1995 graduate of Berkshire Community College’s nursing program, will be the keynote speaker for BCC’s graduation ceremonies at 4:30 p.m. Friday, May 31, at Tanglewood in Lenox.

Redd, who went on to receive a bachelor of science degree in nursing from Elms College in 2014 and a master’s degree in healthcare administration from Southern New Hampshire University in 2020, is the Diversity, Equity and Inclusion officer at Berkshire Health Systems.

“Charles is the embodiment of a BCC success story. He not only graduated from BCC and went on to get his master’s degree, but he is now an invaluable addition to the BHS team and a pillar of his community,” said BCC President Ellen Kennedy. “We are so proud to call him an alum.”

Speaking at BCC’s commencement is a full-circle moment for Redd, who said, “I am honored. I never thought that when I graduated in 1995 I would be the keynote speaker 29 years later.” 

For more information about BCC’s commencement, visit berkshirecc.edu/commencement .

Jeannie Maschino can be reached at 413-496-6256 or [email protected] .

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• Massachusetts Court System

Housing Specialist-Metro South Housing Court

• Brockton, Massachusetts, United States

TRIAL COURT MISSION 

The Trial Court is committed to: 

• Fair, impartial, and timely administration of justice;
• Protection of constitutional and statutory rights and liberties;
• Equal access to justice for all in a safe and dignified environment strengthened by diversity, equity, and inclusion;
• Excellence in the adjudication of cases and resolution of disputes;
• Courteous service to the public by dedicated professionals who inspire public trust and confidence.

The Trial Court is a qualifying employer for Federal Student Loan forgiveness To learn more about this program, and all of our benefits, click here

The Massachusetts Trial Court is an Affirmative Action/Equal Opportunity employer and provides equal opportunity in state employment to all persons. No person shall be denied equal access because of race, creed, color, religion, national origin, ancestry, sex, sexual orientation, gender identity, age, pregnancy, military or veteran status, physical/mental disability; or genetic information. If you need a reasonable accommodation, or have any questions or concerns about being afforded fair and equal treatment, please contact the HR Benefits Team at [email protected]

• Housing Court Department
• Administrative
• Closing at: May 28 2024 at 23:55 EDT

Title: Housing Specialist- MetroSouth Housing Court

Pay Grade:  16

Starting Pay:  $73,722.23/Yr

Departmental Mission Statement: The Housing Court’s mission is to adjudicate all matters presented by litigants within its jurisdiction regarding housing in a fair, efficient, and timely manner according to the rule of law and the facts presented.  In accordance with this mission, the Housing Court, through its operating philosophy and business practices, strives to present a citizen-oriented process to maximize access to justice for all such litigants.  All members of the Housing Court are committed to this mission and process to fulfill our role within the judicial branch.

Housing Court Organizational Profile

This position is designated as a union position and is covered by the Collective Bargaining Agreement with O.P.E.I.U., Local 6. The primary location of this position will be in the Metro South Division’s Brockton Session (215 Main St Ste 160, Brockton, MA 02301) and the successful candidate reports to the Chief Housing Specialists of the MetroSouth Division Housing Court. The successful candidate is required to travel on a regular basis between the Metro South Division ( Brockton, Canton and Quincy( in the near future ) and Southeast Division (Taunton, Fall River, Barnstable and Plymouth).

The expectation of the successful candidate is to work three (3) days a week in the MetroSouth Division and two (2) days a week in the Southeast Division. This assignment may change based on the nature and volume of the work.

Position Summary:  

• The Housing Specialist is responsible for gathering information necessary to mediate and conciliate complaints to and cases before the Housing Court. Housing Specialists investigate complaints, perform site visits to observe and inspect conditions, perform mediation services, and make recommendations to the court. • The position title above the entry level performs more varied and complex work. • Employees are hired at the entry level and are eligible for reclassification to the higher-level position title within this series consistent with the specifications for the higher-level position title. The position title reverts to the entry level when there is a vacancy.

 Housing Specialist I Duties: • Mediates cases between litigants as to disputes of fact. • Formulates agreements between litigants and makes recommendations to the court. • Performs inspections of properties for electrical, plumbing, structural, and sanitary code violations and reports findings for use in mediation; may re-inspect to ensure work is completed and is in compliance with necessary codes and standards. • Monitor’s receiverships appointed by the court to ensure all housing standards are followed and monies are accounted. • Assists in arranging financing where repairs are necessary, but funds are unavailable. • Provides procedural advice as to tenant's and landlord's rights and court procedures. • Prepares probation records for criminal offenders and criminal contempt cases. • Recommends sanctions for criminal cases. • Accesses, navigates, and recalls court records and data from the MassCourts case management system; and • Performs related duties as required. Housing Specialist II Additional Duties: • Mediates difficult or complicated cases involving multiple complaints and serious allegations. • Performs various community relations activities, including addressing neighborhood or community groups and participating in conferences and seminars. • Works with state, federal, and nonprofit organizations on housing issues; and • Performs all of the duties of the lower level as required.

Minimum Requirements: These are the minimum requirements necessary to apply for the position of Housing Specialist: Housing Specialist I Requirements: • Bachelor's degree in a related field, or an equivalent combination of education and experience. • General knowledge of and experience in the following work activity areas: municipal building codes and sanitary codes; repair and rehabilitation of dwelling units; federal and state laws and regulations pertaining to dwelling units, zoning, construction, wetlands, Title 5 septic systems, plumbing, electrical; problems of landlords and tenants as they pertain to dwelling units; types of funds and services available to assist landlords and tenants in the financing and resolution of such problems; • Ability and experience using personal computers, including word processing software such as MS Word. • Experience with spreadsheet software such as MS Excel is preferred. • General knowledge of modern office practices and procedures. • Ability to deal effectively with landlords and tenants in situations that are tense. • Ability to communicate effectively both orally and in writing with attorneys as well as the general public; and • Ability to travel within the Commonwealth. Housing Specialist II Additional Requirements: • A minimum of four years of experience as a Housing Specialist I. • Demonstrated ability to navigate and recall court records and data from the MassCourts case management system. • Completion of Housing Court alternative dispute resolution training program. • Substantial training and knowledge of the work of a municipal code inspector; and • Demonstrated ability to mediate complex cases.

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Case specialist - hampden probate & family court, director of communications - executive office of the trial court, fiscal specialist-plymouth, senior maintenance technician- salem, maintenance tech - taunton, custodian - peabody.

Employment with the Trial Court is contingent upon passage of a criminal record check.

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