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9 Incredible Things to do in Chester VT

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With so many fun things to do in Chester, Vermont, it can be hard to choose which activities to fill your time with! Luckily, we’ve taken the time to round up some of the best Chester activities, from hiking to enjoying yourself at a local Scottish pub.

Whether you’re the type of traveler who prefers to be indoors or you’d rather explore the great outdoors on an adventure, there’s truly something fun for you to do in Chester. No matter what activity you choose (or even if you choose all of them), you’ll make some great memories that will make you want to come back to this quaint small town in VT .

Here are all the best things to do in Chester VT!

Read Next: Cool Things in Vermont to Add to Your Bucket List

Table of Contents

Hike The Lost Mine Trail

Person in blue hiking boots standing on a tree stump.

First up is to hike The Lost Mine Trail! This is in Chester Town Forest and is a relatively short hike, but it’s the best one in the Chester area, so you won’t want to miss sit if you love being outdoors.

The trail itself is only 2 miles long with just shy of 500 feet of elevation gain. This loop trail is moderately challenging but only takes slightly over an hour to complete. While it’s best hiked in the summer so you can see wildflowers and even wildlife, winter is also a beautiful time to hike. In the winter months, you can snowshoe or even cross country ski on this trail.

As the name of the trail suggests, you will come across an old mine on the hike that was working up until the beginning of the 1900s. The mine was specifically interesting because it’s one of the few places that chesterite could be sourced, and up until now, there are only 3 sources known of this!

Find an Antique at Stone House Antique Center

Antiques on a wooden desk

Chester’s Stone House Antique Center is a great place to visit if you’re looking to add to your antique collection or you like perusing shelves of exciting finds. There are a lot of different items inside, and the staff is known for being very friendly to its visitors.

Inside, there are just shy of 100 different dealers selling items ranging from furniture to art supplies and other collectibles that would be unique in any home. Most people expect to spend around 45 minutes to an hour exploring the inside in order to check out everything from all the dealers.

There are also many fun events held at the Stone House Antique Center throughout the year. Some of their events include a dealer day open house (on the first Tuesday of every month) as well as a holiday celebration in the fall, and a garden party open house in the springtime. Learn more about their upcoming events on their website here .

Dine at MacLaomainn’s Scottish Pub

Fried egg with breading cut in half on a wooden board

Looking for something tasty to eat in Chester? You won’t want to miss out on the top restaurant in the entire town: MacLaomainn’s Scottish Pub . This pub is located inside an old barn, so the interior is super unique and is sure to create a memorable experience.

The interior of the pub is filled with fun, unique decor on the walls, including swords, kilts, and even a knight costume. There are dark wooden walls and exposed wooden beams on the ceiling, which really gives the entire restaurant a cozy feeling.

MacLaomainn’s Scottish Pub has a great menu featuring dishes like soup, nachos, sandwiches, burgers, and more. They also have some more classic Scottish dishes like scotch eggs as well as basic pub foods like bacon and cheese potato wedges.

Peruse the Shelves at Whiting Library

Wooden bookshelves with old books on them by a green wall

If you’re a book lover, then you’ll want to head to the public Whiting Library in Chester. This library serves the community and is fun just to peruse to see what book you can find, plus it’s always free to visit public libraries.

The library was first opened in the 1890s by Laurin G. Whiting (hence the name of the library) and is known in the area for its unique brick design. It’s reminiscent of Roman architecture with some hints of Revival as well, and the land was donated by a nearby town to house the library.

In addition, the library hosts a variety of events throughout the year for the public that you’re welcome to join in on as well. You can learn more about Whiting Library’s events here on their website for more up-to-date things.

Visit DaVallia Gallery & Boutique

Art fans should be sure to visit DaVallia Gallery & Boutique in Chester. For unique art pieces, DaVallia is the place to go, as they have a unique array of decor, art, and furniture throughout the shop, which will make your place feel very one-of-a-kind.

The shop itself is absolutely beautiful, even from the outside. It’s bright red with big windows and a giant red barn door. The inside feels like an art piece itself, with the way that everything is arranged and set up throughout.

Paint Your Own Pottery at Endless Creations Pottery Studio

Child painting a piece of pottery with green paint

One of the most fun things to do in Chester VT is to go to Endless Creations Pottery Studio and make your own piece of art to take home! Their pottery painting activity is so much fun and they have a variety of pottery pieces to choose from depending on your budget. They also have tons of fun additions to the pottery pieces that can make them even more unique, like silk screens and bubble painting.

Not into painting pottery? Don’t worry; they have tons of other unique activities besides painting pottery. For a more classic activity, consider going to a paint and sip. During these events, you can enjoy your favorite beverage and snacks while you paint with good company. What’s more to love? You’ll even be walked through exactly how to paint something so you can have a beautiful piece of art to bring home. 

Find a New Read at Blair Books & More

Girl reading a book with a red cover in a bookstore

Another great place for book lovers to go in Chester is Blair Books & More. This bookstore is lovable and has that classic, small-town bookshop vibe. What more could you possibly want?

This quaint shop is hard to miss with all its flags and bright lights on the exterior. It’s an independently owned bookshop, so you’ll be able to support a small business while you’re there shopping. Inside, there’s everything from books to cute knick-knacks that would make a perfect souvenir. Plus, they have a relatively great selection!

Have a Drink at Outer Limits Brewing

Close up of a pint being held by a hand in a brewery at a table.

Though located in Proctorsville (which is only a short 15-minute drive from downtown Chester), Outer Limits Brewing is a great place to go for a drink and to catch up with friends for adults. This brewery was founded by a husband and wife team who found the location first and then decided to make a unique brewery for the area.

They have quite a few drinks on tap that always switch through throughout the year, ranging from Bavarian Helles Lager to Porters and everything in between. They also have unique names like Atmosbeer, Just Give Me the Wheat, and High Frequency. Not sure what to try? Don’t worry; the staff loves helping out!

Of course they have a great selection of food too that pairs perfectly with any beer that you choose. There are wood-fired wings, pretzels, meat and cheese boards, and even pizza. For a unique pizza, try thee Vermonster, which features maple syrup – what’s not to love?

Take a Day Trip to Bromley Mountain

Silver ski lift at the top of a snowy mountain

Last but certainly not least is another short day trip from Chester, Bromley Mountain ! Located in Peru, Bromley Mountain is one of the top places to visit in this area of the state. In winter, this is a great place to go for skiing and snowboarding fun while in the summer months, it completely transforms into a fun outdoor adventure with alpine slides and more.

The park is highly rated among families visiting the area, and it’s known for being incredibly beautiful because it’s in the Green Mountains. Children will love visiting here, and it’s truly the perfect day trip from Chester, as it’s only about a 30-minute drive from downtown.

When visiting Bromley, be sure to grab a map, no matter the season, so you can get a full understanding of all the fn activities that it has to offer without getting lost.

Well, there you have it; some of the best things to do in Chester VT. This small town is truly one you won’t forget, and let’s be honest, the small towns in New England are what make this area of the USA what it is! Don’t forget to save this post and share it for later… and also enjoy your trip to Chester.

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  • Last Updated On
  • January 5, 2024

Explore Chester, A Tiny Vermont Village That’s One Of The Last Of Its Kind

Daniel Wright

Ever had the feeling of wanting to step into a time machine and journey back to an era when things were simpler, slower, and just a tad more charming?

Well, you don’t need a DeLorean for this.

Just pack a bag, throw in a sense of adventure, and let’s head down the road less traveled to the delightful town of Chester, Vermont.

With a population of just over 3,100, it’s the kind of place where everyone knows your name – or at least, they will by the time you leave, if you decide to leave at all!

Chester 1

Here, nestled among the rolling hills and picturesque landscapes, lies a gem that sparkles like no other – the Chester Stone Village Historic District.

Right from the 1830s, this district has been a showcase of craftsmanship, history, and a distinct style that’s as unique as a four-leaf clover in a clover patch.

You know, if you’re a history buff, or even if you just have a soft spot for charming old things, the Chester Stone Village Historic District will feel like a gentle hug from the past.

This place is like a time machine, minus the scary dinosaurs or flying cars.

Chester 2

The 1830s flair here is as refreshing as a lemonade stand on a hot summer day.

A stroll down its streets is like flipping through a well-loved history book, except you don’t have to worry about overdue library fines.

This district is a family-friendly treasure trove of tales waiting to be told.

Now, you must be thinking, “What’s so special about some old stones?”

Well, my friend, it’s not just about the stones, but the stories they tell and the heritage they hold.

Chester 3

In the early 19th century, a brigade of Scottish masons sailed across the seas, bringing with them a skill set that was as unique as it was mesmerizing.

Their mission?

A large factory building, long since disappeared, but their legacy?

Oh, it’s alive and well.

These masons, skilled in the art of ‘snecked ashlar’ style, created an architectural marvel that still stands tall today, defying time and trends.

Picture this – stones varying from a tiny 4 x 6 inches to a massive 3 x 4 feet, and a staggering 24 inches thick, put together using moss and horsehair.

Chester 4

Sounds like something out of a fairy tale, right?

Well, Chester is exactly that, a real-life fairy tale, and one of only 50 places in all of America where you can find this type of construction.

Would you believe it if I said these stone structures are still standing sturdy, without a hint of a wobble?

That’s right!

This isn’t a tall tale, folks – it’s all true.

Chester, with its snecked ashlar magic, gives the Leaning Tower of Pisa a run for its money.

Chester 5

Imagine, stones held together using moss and horsehair.

The kids would love it – it’s like a real-life Minecraft game, only without the creepers.

And the grown-ups?

Well, you’ll have to tear yourself away from these architectural wonders.

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The Stone Village consists of 10 magnificent buildings – a collection of stone houses, a one-room schoolhouse, and the First Universalist Parish of Chester dating back to 1845, each showcasing a unique style and story.

Some houses even have secret rooms that were once part of the Underground Railroad.

Talk about a history lesson!

Chester 6

The Stone Village is like a blockbuster movie set, but it’s real, and you’re the star.

Imagine yourself strolling through, absorbing the stories seeped into these stone walls.

And hey, if these houses could talk, they’d probably say, “I’ve got secrets,” thanks to their historical ties to the Underground Railroad.

Can you believe it?

It’s like a giant game of hide and seek with history.

chester 7

And let’s not forget about the home that served as a writing den for Olivia Goldsmith, the author of First Wives Club.

I bet she didn’t have to deal with writer’s block in a place like this.

But don’t worry, it’s not all about history here.

Chester also offers a delightful array of antique shops, artisan galleries, and scrumptious dining options.

Stay a while, and you’ll find yourself submerged in the friendly local culture, where everybody’s got a story to tell and a smile to share.

The town may be small, but it’s bursting with warmth and character.

Chester 8

But wait, there’s even more to this pint-size paradise.

Aside from its historical charm and culinary delights, Chester is a treasure trove of special events.

From traditional fairs and farmers markets to live music on the green, there’s always something happening that adds a sprinkle of spontaneity to your visit.

And the best part?

You don’t need to be a globetrotting adventurer to enjoy it.

Whether you’re a solo traveler, a couple in love, or a family on vacation, Chester rolls out the red carpet for every visitor.

Chester 9

Just be warned, you might fall so in love with this place that you’ll start looking at real estate listings before you leave!

So, if you’re looking for a place that’s got charm, history, and a unique story to tell, Chester, Vermont is the place to be.

It’s a trip back in time, a journey into the heart of an era long passed, and an experience that’s as unique as the stones that make up its iconic village.

If you’re curious to dive deeper into the allure of this quaint town, do give their official website a visit.

And just take a quick peek at this map and you’ll see exactly where Chester is nestled.

Chester 10 Map

So what are you waiting for?

Isn’t it time you added some ‘stone’ to your travel tales?

rock of ages granite quarry travel photo

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10 Best Things to Do in Chester, VT

Last Updated By VacationIdea on March 31, 2024 in Vermont

8 Best Things to Do in Chester, VT

Sage Jewelry and Gifts

Sage Jewelry and Gifts

Sage Jewelry and Gifts , 78 Common St, Chester, VT 05143, Phone: 802-875-7243

Whiting Library

Whiting Library

Whiting Library , 117 Main St, Chester, VT 05143, Phone: 802-875-2277

Endless Creations Pottery Studio

Endless Creations Pottery Studio

Endless Creations Pottery Studio , 23 Maple St, Chester, VT 05143, Phone: 802-875-2008

Smokeshire Design, Chester, VT

Smokeshire Design, Chester, VT

Smokeshire Design , 3630 VT-100 #103N, Chester, VT 05143, Phone: 802-875-3109

Country Girl Diner

Country Girl Diner

Country Girl Diner , 46 VT-103, Chester, VT 05143, Phone: 802-875-1003

Fullerton Inn and Restaurant

Fullerton Inn and Restaurant

Fullerton Inn and Restaurant , 40 The Common, Chester, VT 05143, Phone: 802-875-2444

DaVallia Gallery and Boutique

DaVallia Gallery and Boutique

Where to stay: Inn Victoria in Chester

  • 1. Sage Jewelry and Gifts
  • 2. Whiting Library
  • 3. Endless Creations Pottery Studio
  • 4. Smokeshire Design, Chester, VT
  • 5. Country Girl Diner
  • 6. Fullerton Inn and Restaurant
  • 7. DaVallia Gallery and Boutique

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Inn Victoria

Inn Victoria in Chester, Vermont

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  • Sep 27, 2022
  • 14 min read

TOWN GUIDE: Chester

Updated: Jan 19, 2023

BENJAMIN LERNER

PAINTING BY

PETER HUNTOON

PETERHUNTOON.COM

PHOTOGRAPHY

JIMMY iENNER, Jr.

visit chester vt

To reach Chester, follow the wandering curves of Route 30 and Route 11 east from Route 7. The

streets of this welcoming and pleasant Southern Vermont town are lined with historic buildings, artisan galleries, and independently-owned shops. Whether you’re a native Vermonter or a visiting tourist, there’s never been a better time to enjoy a relaxing weekend in Chester!

Heading east on Route 11, you will arrive at the center of the Chester Village Historic District on Main Street. Chester Village is home to several inviting inns and a wide variety of lovely shops, many of which are located in the bustling, central business area known as “The Common.” The Fullerton Inn on The Common dates back to 1885. It boasts 20 well-appointed guestrooms with private ensuite bathrooms. The spacious Bridal Suite is outfitted with a comfortable king-sized bed and features a wonderful view of The Fullerton Inn’s on-site gardens. Their aptly-named Porch Access suites offer access to a porch that overlooks the nearby Chester Town Green. Fall Foliage packages are available for visitors looking to make the most of their autumn vacations, and The Fullerton Inn can also host weddings and events for up to 150 guests.

visit chester vt

Inn Victoria on Main Street is the perfect place for a romantic retreat. Their nine lavishly-appointed suites are housed in a classic Victorian structure. Each suite is named after a historic prince or princess, and they are decorated in a luxurious and regal manner that more than lives up to their names. Their three-room “Princess Victoria” suite is bedecked with antique furnishings, including a king-sized antique sleigh bed. It features a gas fireplace and an Aerofeel double whirlpool spa tub with chromatic mood lighting. In the ADA-Accessible Prince Albert Room, a queen bed rests on a solid oak floor next to a large sofa. Guests have access to a large outdoor deck with a hot tub, which is shared only with guests who stay in the equally-sumptuous Princess Helena Room. Inn Victoria offers a wide variety of travel packages, such as their Business Traveler package, Murder Mystery Weekend, and Quilting & Craft Retreats, among others. The Inn serves as an ideal venue for weddings, reunions, and all manner of festive events. Event booking rates are available upon request. Drop your bags, relax, and take a moment to unwind and acclimate. An afternoon of historic sightseeing awaits!

Lace up your shoes and get ready to embark on an unforgettable walking tour of the Chester Village Historic District. Your tour begins at Brookside Cemetery , which is located on the northern side of Main Street. Two historic buildings stand directly at the entrance to the cemetery: The Hearse House and the Public Tomb. The Hearse House is a 1-story clapboard building with a slate-shingled roof that was built in the 1830s. It once stored the horse-drawn carriages that were used during many funeral processions. The Public Tomb building was constructed with stone blocks, which were sourced from the northern part of Chester. The Brookside Cemetery grounds are also home to a bronze Civil War monument with a life-sized statue of a Union soldier. The statue’s pedestal is made of locally-sourced Chester granite, and bears the names of the men from Chester who honorably served in the war.

Directly east of the entrance to Brookside Cemetery, you will find the structure that once housed Chester’s Baptist Church . Originally constructed in 1835, the impressive brick church once featured a Gothic Revival-style tower and window arches, which were later replaced by a slated spire. Although the spire was destroyed in the mid-20th century, it was reconstructed in 1999, preserving the historic structure for future generations to enjoy.

If you continue east on Main Street, you will see the Hugh Henry House on your left. It was here that the Honorable Judge, Hugh Henry, entertained U.S. President William McKinley during his visit to Chester in 1897. The original Federalist-style building was enhanced with Italianate and Georgian Revival renovations in the late 19th and early 20th Century. Two front dormers stand over a large second-story veranda with three bay windows, and a central entrance below leads to the private offices that now occupy the structure.

Head west on Main Street and cross Church Street. You will then find the Congregational Church building on your right. Built in the 1820s, the church is a wonderful example of Federalist ecclesiastical architecture. It served as a Union Meeting House for Methodist, Congregational, and Universalist Parishioners until the mid-19th century. Its striking two-story wood-framed structure is crowned by a tall five-stage clock and bell tower, which stands over a pedimented entrance pavilion.

After walking south across Main Street, you will see St. Luke’s Episcopal Church on your right. Designed by the renowned 19th-century Boston architect, W.P. Wentworth, this Gothic Revival-style church boasts a front pavilion with a large stained-glass window. Its steeply-pitched slate roof is topped by a bell tower with a pyramid-peaked cap. After heading east and crossing School Street, you will arrive at the Pollard House , which is located on the southern side of the street. This ornate Queen Anne-style residence was built for William Pollard, who was the co-owner of a thriving shirtwaist factory at the turn of the 20th century. The clapboard-sided, wood-framed structure is exquisitely detailed and features an imposing 3-story octagonal corner tower.

Your historic walking tour concludes at the Whiting Library , which stands directly adjacent to the Pollard House. The library was built in the early 1890s and was designed by the celebrated Vermont architect, George H. Guernsey. It was named in honor of the 19th-century physician, Laurin G. Whiting, and his wife, Abigail, who bequeathed the land that it stands on to the town of Chester. The elegant brick and stonemasonry structure combines aspects of Romanesque and Queen Anne style architecture. Its pyramidal peaked corner tower adds an element of timeless majesty to the building, and its oak paneled interior is stately and dignified.

visit chester vt

After feasting your eyes on the beautiful historic structures in Chester Village, why not indulge in some well-deserved retail therapy? Pop into Dyakraft on Main Street for some finely-crafted fiber art tools, including knitting needles, needle gauges, and crochet hooks, then stop by Blair Books on The Common and Chester Bookworm on Main Street for some fascinating literature. Afterwards, head to Meditrina Wine & Cheese for a bottle of your favorite vintage and a tasty afternoon snack, then head back to your room or suite to enjoy a private afternoon soiree. Make sure to save room for dinner, though—you’re going to want to savor every bite of the scrumptious delicacies offered by Chester’s finest restaurants.

You won’t have to walk far from your stylish suite to find exceptional dining in Chester Village. The Fullerton Restaurant at The Fullerton Inn on Main Street offers casual American fare made from farm-fresh, locally-sourced ingredients. Diners can enjoy their meal in a formal and traditional setting in their dining room. Alternatively, guests can choose to relax in their cozy, classic New England tavern, which features a wooden oak bar and wood-burning fireplace. In the warmer months, outdoor seating is also available on the Inn’s porch. The Fullerton Restaurant is open for both dine-in and take-out lunch and dinner, and also hosts wine pairing dinners once a month, allowing visiting guests to further expand their culinary horizons.

SATURDAY 8AM

Start your morning off on the right foot with a tasty and filling breakfast at the Country Girl Diner on Route 103. Located east of the Chester Village Historic District, the Country Girl Diner serves up tooth- some American breakfast staples such as French toast, breakfast sandwiches, and flavorful egg dishes in an authentic 1944 Silk City silver diner car. Their massive pancakes are served with Vermont-made Cabot butter and locally-sourced maple syrup, and their pies and baked goods are made in-house with love and care. The Country Girl Diner is open for breakfast and lunch, and their outdoor snack bar is open June through September. Live concerts are held on the first Saturday of every month, offering both locals and visitors the chance to congregate and enjoy some music that is every bit as bold and energizing as a cup of their fresh, hot coffee.

After a satisfying breakfast, it’s time for a second round of historic sightseeing. Head east on Main Street from the center of Chester Village, then make a left onto Depot Street. Continuing north, Depot Street will turn into North Street, and you will arrive in Chester’s Stone Village Historic District . Visitors will find ten distinctive stone buildings, which are made out of locally-quarried granite, gneiss, and schist. The homes were built by skilled Scottish masons in the mid-19th century using the time-honored “snecked ashlar” technique, whereby stones are laid end to end with horizontal cross stones providing stability. The stone walls are then internally reinforced with moss and horsehair, further ensuring the integrity of the structure. Many of the stone houses were built with secret rooms, which once served as stops on the Underground Railroad. Although the structures may seem deceptively small on the outside, many are much more roomy than they appear.

Although every one of the stone buildings in the Stone Village Historic District is visually-arresting, standout structures include the First Universalist Parish Church and the building that now houses

the Stone House Bed & Breakfast . In addition to providing quiet and restful lodging accommodations, the Stone House Bed & Breakfast also sells delicious kettle corn. Purchase a bag for some on-the-go snacking, then head back to Chester Village and get ready to treat yourself to another fun and memorable retail expedition.

At County Treasures on The Common, shoppers will discover a wondrous assortment of fabric and quilting supplies, such as reproduction fabrics, flannel, quilting cotton, notions, and quilting books. Textile mavens will also revel in the bounteous offerings of Six Loose Ladies Yarn & Fiber on Main Street, which is run by a passionate team of fiber enthusiasts. In addition to selling yarns, knitting needles, crochet hooks, buttons, fasteners, and pattern books, Six Loose Ladies also hosts a variety of enjoyable educational events, including “Knit Knite” night classes and weekly daytime “Knitting with Friends” workshops.

For further craft activities, visit Endless Creations Pottery on Maple Street. Endless Creations hosts a broad range of ceramics and art classes, including “Paint and Sip” classes, “Play with Clay” classes, Summer Art Camps, and their ever-popular “Ladies Night” event series, which runs on Thursday nights. Their party room is also available for group events.

For trusty, fairly-priced painting, home improvement, and garden supplies, look no further than Chester Hardware on Main Street. Chester Hardware is well known for its outstanding customer service and extensive selection of high-quality products, and their staff is more than happy to order items that are not in stock.

A morning of exciting exploration and pleasurable shopping deserves to be celebrated with an equally fabulous lunch!

Pizza Stone VT on Pleasant Street specializes in thin-crust, stone-baked pizza, which is served in a laid-back atmosphere by a friendly and courteous staff. Pizza Stone’s menu also features a wide assortment of craft beer and hard cider, and they frequently host live music performances, as well.

Southeast of Chester Village on Route 103, Heritage Deli & Bakery offers well-made salads and sandwiches, as well as kid-friendly lunch fare, bagels, cakes, and other baked goods. For an early afternoon pick-me-up, stop by Main Street Coffee & Scoop Shoppe on The Common for a revitalizing cup of java, and serenade your tastebuds with a sweet symphony of joyfully-decadent ice cream.

As the sun sits high in the Southern Vermont sky, your afternoon adventures have only begun. Crow Hill Gallery on Flamstead Road is home to a gorgeous collection of watercolor paintings by Joan Carbonetti. Her expressive artworks are equally as vibrant as the colors of a Vermont sunset, and her unique method emphasizes the fluidity of color in a truly transcendental way. At Barre Pinske Studio , visitors will find an incredible array of wooden statues, which are made by the internationally-known chainsaw sculptor, Barre Pinske. Pinske’s work has been featured by high-profile media outlets such as CNN, The Boston Globe, The Wall Street Journal , and USA Today . His annual, recurrent “Big Buzz Chainsaw Carving Festival” is held every October on Columbus Day Weekend (October 7-10 in 2022). Talented chainsaw carvers come from far and wide to attend the festival, where visitors can witness the artists rapidly create phenomenal pieces during the spellbinding “Quick Carve” event.

DaVallia Gallery & Boutique on North Street offers a wide selection of fine art, furniture and décor pieces, which range from high-end furnishings, such as coffee tables and lamps, to wall art, kitchenware, jewelry, garden sculptures, fashion accessories, Vermont-made products, occasion gifts, and much more. Regardless of your personal aesthetic preferences, their staff of expert designers are happy to help you decide on the best piece to suit your home décor vision.

An equally-impressive range of stylish home goods and décor pieces can be found at Smokeshire Design on Route 103. Highlights include handcrafted home furnishings from Vermont-based craftsman Hugh Pennell, artisan glass from Simon Pearce, beautiful wooden bowls from Andrew Pearce, and showstopping ceramic pieces from Farmhouse Pottery, among others. Patrons will also find many additional Vermont-made gifts, Vermont-made apparel, Vermont maple syrup, and Vermont-themed baby clothes.

For artisan tables, countertops, and cabinetry that are sure to lend an air of beauty and import to any space, pay a visit to High Falls Furniture Co. on Coach Road. Mitchell Rudman’s original handmade products are made to exacting standards, and his unrelenting commitment to exquisite craftsmanship is manifested in each of his magnificent pieces.

Antique enthusiasts will find a veritable treasure trove of fine folk art, ephemera, crafts, and more at Stone House Antique Center on Route 103. This 20,000+ square-foot space features a multitude of antique pieces and collectibles from over 90 dealers, and their open-house events on the first Tuesday of every month provide excellent opportunities for antique cognoscente to discover rare and compelling pieces. William Austin’s Antiques on Route 103 specializes in furniture repair and refinishing, and their offbeat collection of antiques and memorabilia is not to be missed. The staff at Vermont Picker Antiques on North Street is attentive and gracious, and their collectibles, vintage accessories, and antiques are sold at affordable rates.

Located in the heart of the Stone Village Historic District on North Street, Stone Cottage Collectables B&B offers affordable accommodations in an intimate and tranquil setting. Antiques and collectibles are available on-site for sale, and their stamp collection is sure to please any seasoned philatelist.

The unique, handmade sterling silver chains, rings, earrings, and bracelets sold at Mountain Man Jewelry on Route 103 are made from antique U.S. Silver coins, and are sold at a very fair price. Wisdom River Designs on Main Street sells custom, made-to-order jewelry and repurposed jewelry pieces, which are made by Chester native Shannon Babette Parker. Parker’s pieces have a wonderful boho-chic, rustic-modern feel, and are inspired by the vivid gems and brushed-silver aesthetic of traditional Native American jewelry. For an unforgettable gift made with passion and love, pop into Bonnie Bundles Dolls on North Street. Their hand-embroidered dolls are made on-site using fine fabrics, trimmings and yarns, and are available in both “real eye” and “motif eye” models.

visit chester vt

As your retail odyssey comes to a close, stop by Stonevillage Farmers Market on North Street for some locally-produced cheeses, meats, Vermont-made Wilcox Ice Cream, or a prepared meal to-go. While there, be sure to check out their full-service garden center, which is well-stocked with hanging baskets, shrubs, and perennials. Afterwards, head to The Vermont Tea House on Depot Street or Rose Arbour on School Street for a soothing afternoon cup of tea. In addition to their full-service tea room, Rose Arbour is also a full-service B&B with three

charming, floral-themed rooms.

If you are lucky enough to be visiting Chester during the third weekend in September, make sure to stop in at their annual Fall Festiva l on the Town Green. Held on September 17 and September 18 this year, the festival features live music performances, on-site food vendors, fine arts and crafts, agricultural exhibits, and family-friendly activities.

Following your splendid afternoon of shopping and cultural immersion, head to MacLaomainn’s Scottish Pub on Main Street for some ambrosial food and good, old-fashioned Scottish hospitality. Their menu combines American pub food with Scottish culinary classics such as Haggis and Scotch Egg, and their extensive list of themed sandwiches, like their “Nessie” or “Highlander” is complemented by an equally vast selection of single malt scotches.

For lodging accommodations that are far off the beaten path, book a room at the Franklyn Farm Inn on Green Mountain Turnpike or the Motel in the Meadow on Route 11. Built in the 1700s as a stagecoach rest-stop and tavern, the Franklyn Farm Inn is situated on 35 acres of pristine Vermont farmland. Their rooms are all named after trees that grow in Vermont, and offer amazing views of the surrounding fields and mountains. The Motel in the Meadow is a quintessential country motel that specializes in week-long stays. Their pricing is affordable, and their gift shop sells quirky accessories, dolls, puzzles, and witty signs. The Motel in the Meadow also hosts an annual “Music in the Meadow” concert, with proceeds donated to the Komen Vermont Race for the Cure®.

Looking for an idyllic and picturesque venue for a dream Vermont destination wedding? The Farm at Williams River House on Peck Road has you covered. The sweeping mountain views on their 45- acre property are absolutely unbelievable, and their beautifully-decorated rooms provide a remarkably-elevated lodging experience for wedding guests.

visit chester vt

Wake up on the sweet side of life and enjoy a taste of southern comfort at the Southern Pie Café on The Common. Their extensive menu of delectable southern pies, such as their Sour Cream Strawberry Rhubarb Pie, are complemented by a broad assortment of breakfast sandwiches, flavored coffees, teas, and espresso drinks. Southern Pie Café is also open for lunch, and their sandwiches are every bit as appetizing as their signature desserts.

As you gear up to make the most of your final day in Chester, head to Made to Move Pilates and get your body moving with a private training session. Skilled instructor Patty Nader has 27 years of experience in the health, fitness, and wellness industry, and she goes above and beyond to create a serene and nurturing atmosphere for all who come to visit.

visit chester vt

Once you’re feeling recharged and rejuvenated, make a beeline for Sharon’s on the Common to peruse her range of posh and fetching infinity scarves, infinity shawls, accessories, and apparel. Directly adjacent to Sharon’s on the Common, you will find a building that houses five additional businesses. Sage Jewelry & Gifts is owned and operated by the accomplished jeweler, Michele

Colby Bargfrede, and is well known for its eye-catching handcrafted jewelry and its marvelous selection of accessories, clothing, glassware, gifts, and candles. Featured artists and brands sold at Sage Jewelry & Gifts include Dellamano Glassware, Lisa Murray, and Pleasant Valley Creative Crafts. The furry and plush stuffed animals at The Hugging Bear make a perfect gift for friends, children, and loved ones, and Chester Candy offers tempting treats that are sure to satisfy any sweet tooth. Those who are artistically-inclined will find a plethora of supplies that will help them bring their vision into reality at Little Art Supply Store , and Down to the Roots is a one-stop-shop for high-quality CBD products.

visit chester vt

A trip to Fischer Arts on The Common is a must for fans of nature-inspired art. Visitors who come to Fischer Arts will find antique nature engravings, paintings, glass, and ceramics, among other treasures. Fischer Arts’ collection includes handcrafted jewelry by Erica Walker and Nicole Lindland, handcrafted paper flowers by Alyx Kasupski, paper art by Eric Pow, glass vessels by Christy Witters, watercolors by Joe McKendry and Zarabeth Duell, paintings by Morgan Dyer, stained glass by Root Studio, and vases and luminaries by Stephanie Grace. Those who wish to enjoy a spirited hike through Chester’s spectacular natural sites will relish a trip to the Lost Mine Hiking Trail . This two-hour, 2.2-mile hike is family-friendly and features wonderful views of Mount Ascutney. The trailhead is accessible from Water Farm Road, and a detailed trail map is available on the Chester town website.

visit chester vt

For an additional hike, head to the Butternut Hill Hiking Trail trailhead on Lovers Lane Road. This moderately difficult, 1.9-mile hike features a relatively steep ascent, and offers wonderful views of the mountains. The forest canopy creates cool and sheltering shade, making this a fantastic summer hike.

After your hike, visit the Chester Depot on Depot Street for a close peek at an authentic, well-preserved 19th-Century Vermont railroad station. Built in the 1880s, the brick train depot features fine Italianate architectural accents, including a corbeled cornice and brick hood moldings. In the years following its construction, the depot served as a central ting point for members of Chester’s northern and southern villages. In September and October, the Green Mountain Railroad offers special foliage excursion train rides that depart from Chester. The round-trip voyages are two hours long, and guests can take in scenic views of wildlife, mountains, and forests while riding in historic rail cars. Further down Depot Street, the Fire District No. 2 Firehouse (known locally as the “ Yosemite Engine House ”) holds the distinction of being the only firehouse in the state of Vermont that was built with two towers. The fire house stands near the banks of the Williams River, and its towers are topped with prominent mansard roofs with molded crowns, which perfectly exemplify its Second Empire-style architecture.

As your vacation in Chester winds to its conclusion, head to Maria’s Mexican Food on Route 103 for a savory taquito, enchilada, or burrito, or stop by Bushel and a Peck on The Common to pick up a fresh-and-ready gourmet sandwich or lunch platter. Before leaving town, visit Smitty’s Chester Market on Depot Street for some mouthwatering provisions and Vermont-made goods. Be sure to grab an extra bottle of maple syrup to bring home as a souvenir or gift. There’s no better way to share a sweet memory of your time in ster with your friends or loved ones!

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The One Small Town In Vermont With More Historic Places Than Any Other

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Marla is a professional writer with experience creating content such as blogs, newsletters, web copy, and marketing materials for her clients in the travel, health, and education industries. Previously, Marla had lived and or traveled to over 35 countries. She's also called Boston, New York, San Francisco, and Brattleboro, Vermont home. Aside from taking every opportunity to explore the globe, Marla also enjoys spending quality time with her dog, learning languages, and working on her novel.

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One of Chester, Vermont’s claims to fame is the number of historic places scattered around this tiny New England town. When you visit this small town of 55 square miles and about 3000 residents, you’ll get a history and architecture lesson while you soak in its charm. So, if you’re curious to know more, read on to learn about some of the places you’ll get to explore when you head to the southern part of the state to visit Chester.

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There are plenty of quaint towns to explore when you’re in the Green Mountain State. In addition to Chester, take a look at these tiny towns in Vermont too.

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The Antique Capital Of Vermont Is One Of The Most Charming Small Towns You’ll Ever Visit

D id you know that Chester, Vermont is a hub for antique shops? Along with the array of these novelty stores scattered within Chester, this tiny town has a population of about 3,000 residents and is rich in history as well. For these reasons and more, I invite you to read on and discover why Chester is one of the most charming small towns in the Green Mountain State that you’ll ever visit.

To reach Chester, take 1-91 North/South to exit 6. You'll then need to follow VT 103-N until reaching this small Vermont town.

Stone house antique center is perhaps one of the most well-known shops in chester (and all of vermont). if you're on the hunt for some unique finds, i'm sure you'll be thrilled upon walking into this massive center with 90 or so vendors., you'll find a little bit of everything at this epic antique shop. so, if you're searching for unique furniture, pottery, jewelry, and more, this store is for you, vermont picker antiques is another fun spot that attributes to why chester is considered the antique capital., i'm sure you'll find what you're on the hunt for when you visit this eclectic shop. you might find a couple of things you didn't plan to buy too, in addition to all the antique shops in chester, you can also spend time looking for the perfect read when you visit locally-owned blair books & more..

So, there you have it. While I’ve only highlighted a few antique shops that make Chester a destination for collectors, take a look at this coverage of more antique stores throughout Vermont . You can learn about what makes Chester a charming small town in Vermont .

If you’ve been to the antique stores in Chester, let us know what kinds of goodies you found during your outing to this small Vermont town. And, if you have an interest in architecture and history, plan to visit Chester’s Stone Village Historic District as well.

The post The Antique Capital Of Vermont Is One Of The Most Charming Small Towns You’ll Ever Visit appeared first on Only In Your State ® .

The Antique Capital Of Vermont Is One Of The Most Charming Small Towns You’ll Ever Visit

visit chester vt

Natures Way

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Montcalm St

Things to Do in Chester, VT

1. Vermont Tea House on Yelp

1. Vermont Tea House

"Absolutely loved it. Laura and team are great. So lovley. Great selection of tea amaz..." more

2. Inn Victoria on Yelp

2. Inn Victoria

"Penny and Dan were outstanding hosts for our New Years Eve murder mystery visit. From..." more

3. Fullerton Inn on Yelp

3. Fullerton Inn

"We had a absolutely wonderful New Year's dinner. It was kind of a last minute thing a..." more

4. Great River Outfitters on Yelp

4. Great River Outfitters

"My darling friend Jules as a native Vermonter planned out an itinerary for Rafa, Vee,..." more

5. Smokin' Bowls on Yelp

5. Smokin' Bowls

"Post snowboarding eats! Quick and great service. We were ravenous after 4 hours on th..." more

6. Maria's Mexican Food on Yelp

6. Maria's Mexican Food

"I can't tell you enough how great this establishment is. Miguel was so nice and accom..." more

7. Appalachian Trail Adventures on Yelp

7. Appalachian Trail Adventures

"Wonderful 4 days hiking and kayaking! The trails and waterways are gorgeous, food del..." more

8. Country Girl Diner on Yelp

8. Country Girl Diner

"What's not to love about this diner...plate size pancakes and get the blueberry! Hom..." more

Best Restaurants in Chester, VT

Maria's Mexican Food on Yelp

Maria's Mexican Food

"For the tacos we got the Al pastor, chorizo , and steak and they were all super good and packed full of meat." See all Maria's Mexican Food reviews

Country Girl Diner on Yelp

Country Girl Diner

"Props to them for getting our three year-old daughter to eat some veggies (the tomato corn chowder )." See all Country Girl Diner reviews

Smokin' Bowls on Yelp

Smokin' Bowls

"The boy chose the Cheech and Chong Chili , which he said had a distinct sweetness to it, and he adored it." See all Smokin' Bowls reviews

Heritage Deli & Bakery on Yelp

Heritage Deli & Bakery

"On our way home to RI from Killington we stopped for some sandwiches here and we were pleasantly surprised." See all Heritage Deli & Bakery reviews

The Pizza Stone on Yelp

The Pizza Stone

"The cinna stix with maple cream sauce were decadent and the calzone was enormous, hearty and satisfying." See all The Pizza Stone reviews

Fullerton Inn on Yelp

Fullerton Inn

"I was a little sensory overstimulated and Lorraine was kind enough to seat us in a quiet room at my request." See all Fullerton Inn reviews

Jamaican Jewelz on Yelp

Jamaican Jewelz

MacLaomainn's Scottish Pub on Yelp

MacLaomainn's Scottish Pub

Nightlife in Chester, VT

Wunderbar on Yelp

"Wunderbar is the most chic and beautiful spot and consistently the best food and drinks in Bellows Falls ." See all Wunderbar reviews

Sawmill Bar & Table on Yelp

Sawmill Bar & Table

"Our hanger steak was delightful with a delectable glaze with a couple fingerling potatoes and cream corn." See all Sawmill Bar & Table reviews

Elixir Restaurant on Yelp

Elixir Restaurant

"It is so fefreshing to have such quality food available in the upper valley in the sea of horrible burger fare." See all Elixir Restaurant reviews

Stemwinder on Yelp

"Was lucky enough to get a last minute reservation at this cozy and cool wine bar." See all Stemwinder reviews

The Hungry Diner on Yelp

The Hungry Diner

"I visited the farm just 5 miles from the restaurant and the farm is clean and the animals rotationally pastured.." See all The Hungry Diner reviews

Peter Havens Restaurant on Yelp

Peter Havens Restaurant

"Then Creme brûlée with perfect crust, chocolate mousse not too heavy and a panna cota with coconut and secret ingredients." See all Peter Havens Restaurant reviews

Mojo Cafe on Yelp

"I saw that Mojo had great ratings and one reviewer in particular said she'd punch a baby for their poblano rings." See all Mojo Cafe reviews

Valley View Saloon on Yelp

Valley View Saloon

"We stumbled upon this restaurant while in town snowboarding during Mount Snow 's opening weekend, and are so glad we did!" See all Valley View Saloon reviews

Windsor Station Restaurant on Yelp

Windsor Station Restaurant

"Great atmosphere in an old train station , reasonable prices, and literally everything on the menu is good." See all Windsor Station Restaurant reviews

Anchor Seafood Restaurant on Yelp

Anchor Seafood Restaurant

"To cap off our experience, we were lucky enough to have Larry for a waiter: he made sure we were well taken care of!" See all Anchor Seafood Restaurant reviews

Simon Pearce on Yelp

Simon Pearce

"I had the famed Vermont cheddar soup and kale & apple salad (with a few sausage links on the side, no salad is complete without meat)." See all Simon Pearce reviews

Worthy Kitchen on Yelp

Worthy Kitchen

"Outstanding variety of food choices ( brisket melt is mesmerizing) and the beer, oh the beer selection." See all Worthy Kitchen reviews

Barrows House Inn & Restaurant on Yelp

Barrows House Inn & Restaurant

"Now this is what emerging from Covid is supposed to be like." See all Barrows House Inn & Restaurant reviews

Madison Brewing Company Pub & Restaurant on Yelp

Madison Brewing Company Pub & Restaurant

"We were in the area, and, needing a bite to eat, waffled between the Publyk House and Madison Brewing Co ." See all Madison Brewing Company Pub & Restaurant reviews

The Copper Grouse on Yelp

The Copper Grouse

"So glad we stayed at The Kimpton Taconic Hotel (also 5 stars) and made reservations for dinner at The Copper Grouse." See all The Copper Grouse reviews

Mystic on Yelp

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Green Mountain Flyer

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Top ways to experience nearby attractions

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Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

EJW3

Green Mountain Flyer - All You Need to Know BEFORE You Go (2024)

  • (0.05 mi) SPACIOUS VICTORIAN FARMHOUSE- 20 MIN TO OKEMO
  • (0.58 mi) Inn Victoria
  • (0.50 mi) Hugging Bear Inn & Shoppe
  • (0.53 mi) Chester Inn
  • (0.05 mi) 1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO!
  • (0.44 mi) MacLaomainn's Scottish Pub
  • (0.63 mi) Country Girl Diner
  • (0.50 mi) Southern Pie Cafe
  • (0.53 mi) The Pizza Stone
  • (0.53 mi) Fullerton Inn Restaurant

THE 15 BEST Things to Do in Chester

Things to do in chester, tours near chester.

visit chester vt

WW2 Small Arms Experience

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Colonial Flintlock Musket Experience

visit chester vt

Superman Zipline Tour in Morningside

visit chester vt

Day Tour through Stowe, Vermont

visit chester vt

Brewery & Spirits Tour

visit chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

visit chester vt

Guided Brattleboro History Walking Tour

visit chester vt

2 Hour Private Forest Immersion Retreat in Woodland Sanctuary

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Mountain Top Zipline Tour in Morningside Flight Park

visit chester vt

Wacky Williamstown Scavenger Hunt

Top attractions in chester.

visit chester vt

Other Top Attractions around Chester

visit chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

Top Things to Do in Chester

Things to do in chester, tours near chester.

visit chester vt

WW2 Small Arms Experience

visit chester vt

Colonial Flintlock Musket Experience

visit chester vt

Superman Zipline Tour in Morningside

visit chester vt

Day Tour through Stowe, Vermont

visit chester vt

Brewery & Spirits Tour

visit chester vt

7-Hour Tour Through Montpelier and Mad River Valley, Vermont

visit chester vt

Guided Brattleboro History Walking Tour

visit chester vt

2 Hour Private Forest Immersion Retreat in Woodland Sanctuary

visit chester vt

Mountain Top Zipline Tour in Morningside Flight Park

visit chester vt

Wacky Williamstown Scavenger Hunt

Top attractions in chester.

visit chester vt

Other Top Attractions around Chester

visit chester vt

What travellers are saying

Lee H

  • Stone House Antique Center
  • Green Mountain Flyer
  • Lost Mine Hiking Trail
  • Whiting Library
  • Vermont Picker Antiques

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Chester, vt, visit chester, where to stay in chester.

Default Image

Chester Depot

If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.

  • Chester Hotel Deals
  • Vacation Rentals in Chester

Stone Hearth Inn and Eatery

Reviewed on Apr 10, 2024

The Covered Bridge Inn

Reviewed on Apr 19, 2024

Colonial Motel And Spa

Reviewed on Apr 18, 2024

Long Trail House at Stratton Mountain Resort

Reviewed on Mar 1, 2024

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Reviewed on Jan 21, 2024

Summer Specials! Fabulous Log Home, 6 BR/4BA, Pool Table, Hot Tub on Okemo

Reviewed on Apr 15, 2024

Check Chester hotel availability

Popular places to visit.

  • Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes.

  • DaVallia Art & Accents

Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.

Reviews of Chester

5/5 - excellent.

Very friendly area and quaint!

Quaint and beautiful town with good representation of Vermont.

Cute, quiet little town.

Chester is a cute little town. We went to ski at Okemo and this was the last place available, so we stumbled onto this property. Glad we did, going out to eat was much easier than in Ludlow and everyone we met couldn't be nicer.

The Scottish Inn Pub was excellent!

Not much to it

  • Cities near Chester

Photo by Rebecca Gunderman

Bellows Falls

Ludlow showing street scenes

Londonderry

Weston

  • Places of interest
  • Stratton Mountain Resort
  • Killington Resort
  • Okemo Mountain Resort
  • Bromley Mountain Ski Resort
  • Magic Mountain Ski Resort
  • Connecticut River
  • Equinox Preservation Trust
  • Vermont Country Store
  • Keene State College
  • Mount Snow Golf Course
  • Blow-Me-Down Bridge
  • Golf Club at Equinox
  • Billings Farm and Museum
  • Mt Ascutney State Park
  • American Express Ski Lift
  • Stratton Mountain Summit Gondola
  • The Stone Church
  • Spofford Lake
  • Landmark College
  • Brattleboro Common
  • Battenkill River
  • Historic Main Street
  • Connecticut Lakes Region
  • Weston Playhouse
  • Colonial Theatre
  • Bellows Falls Opera House

Champion Traveler

The Best Time to Visit Chester, VT, US for Weather, Safety, & Tourism

The best times to visit Chester for ideal weather are

May 21st to September 30th

based on average temperature and humidity from NOAA (the National Oceanic and Atmospheric Administration). Read below for more weather and travel details.

Chester Travel Guide

Temperature.

  • Perceived Temperature
  • Rain and snow
  • Humidity and wind
  • The busiest and least popular months
  • Overall travel experience by time of year

Other Chester Travel Info

Weather in chester.

Average temperatures in Chester vary drastically. Considering humidity, temperatures feel cold for about half of the year and otherwise nice with a chance of rain or snow throughout most of the year. The area is less temperate than some — in the 23rd percentile for pleasant weather — compared to tourist destinations worldwide. Weeks with ideal weather are listed above . If you’re looking for the very warmest time to visit Chester, the hottest months are July, August, and then June. See average monthly temperatures below. The warmest time of year is generally mid July where highs are regularly around 84.1°F (28.9°C) with temperatures rarely dropping below 59.5°F (15.3°C) at night.

Chester Temperatures (Fahrenheit)

Chester temperatures (celsius), “feels-like” temperatures.

The way we experience weather isn’t all about temperature. Higher temperatures affect us much more at higher humidity, and colder temperatures feel piercing with high winds. Our perceived temperatures factor in humidity and wind chill to better represent how hot or cold the day feels to a person.

Chester Perceived Temperature (F)

Chester perceived temperature (c), average chester temperatures by month.

Daily highs (averaged for the month) usually give the best indication of the weather. A significantly lower mean and low generally just means it gets colder at night.

Show Fahrenheit

Show celsius, precipitation (rain or snow).

If dry weather is what you’re after, the months with the lowest chance of significant precipitation in Chester are November, January, and then March. Note that we define “significant precipitation” as .1 inches or more in this section. The lowest chance of rain or snow occurs around late January. For example, on the week of January 22nd there is 1 day of precipitation on average. By contrast, it’s most likely to rain or snow in late June with an average of 3 days of significant precipitation the week of June 25th.

Chance of Precipitation

The graph below shows the % chance of rainy and snowy days in Chester.

Snow on the Ground

The graph below shows the average snow on the ground in Chester (in).

Average Rain and Snow by Month

Show inches, show centimeters, humidity and wind.

Chester has some slightly muggy months, with moderately humid months on the other side of the year. The least humid month is April (47.7% relative humidity), and the most humid month is September (68.1%).

Wind in Chester is usually extremely calm . The windiest month is April, followed by March and February. April’s average wind speed of around 4.1 knots (4.8 MPH or 7.7 KPH) is considered “a light breeze.” Maximum sustained winds (the highest speed for the day lasting more than a few moments) are at their highest in early to mid February where average top sustained speeds reach 11.8 knots, which is considered a moderate breeze.

Relative Humidity (%)

The graph below shows the average % humidity by month in Chester.

The graph below shows wind speed (max and average) in knots.

Average Wind Speeds

Show wind speeds.

All wind speeds are in knots. 1 knot = 1.15 MPH or 1.85 KPH.

Show Relative Humidity by Month

Is it safe to travel to chester.

Our best data indicates this area is generally safe. As of Dec 04, 2023 there are no travel advisories or warnings for the United States; exercise normal security precautions. Check this page for any recent changes or regions to avoid: Travel Advice and Advisories . This advisory was last updated on Dec 04, 2023.

The Busiest and Least Crowded Months

The busiest month for tourism in Chester, VT, US is June, followed by August and September. Prices for hotels and flights will be most expensive during these months, though you can save if you purchase well in advance. Tourists are unlikely to visit Chester in November. Those willing to visit at these times will likely find it the least expensive month.

Estimated Tourism by Month

Most popular months to visit, overall chester travel experience by season, spring (march through may).

Humidity and temperatures combine to make this season feel moderately cold. Highs range from 76.1°F (24.5°C) and 34.3°F (1.3°C) with far warmer temperatures in the later months. Rain is somewhat common with 6 to 8 days of significant precipitation per month. Spring is fairly slow for tourism, which makes it a good time for those looking for deals.

Summer (June through August)

The middle-year months have very comfortable weather with high temperatures that are comfortable. These months see the most precipitation with 7 to 11 days of precipitation per month. June – August is the busiest season for tourism in Chester, so lodging and other accommodations may cost more than usual.

Fall (September through November)

Fall daily highs range from 78.7°F (25.9°C) and 41.3°F (5.2°C), which will feel chilly given the humidity and wind. It rains or snows a significant amount: 5 to 8 days per month. Tourism is the slowest during these months due to the weather, so hotels may be affordably priced.

Winter (December through February)

Weather is far too cold this time of year in Chester to be enjoyable for warm weather travelers. The average high during this season is between 38.4°F (3.6°C) and 27.1°F (-2.7°C). On average, it rains or snows a fair amount: 6 to 8 times per month. These times of year are the second busiest with tourists.

Best Times to Travel › the United States › Chester, VT, US

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Manchester. So Close. So Vermont.

Whether you’re lucky enough to live here or just visiting, there’s always something happening in Manchester Vermont! From shopping and dining, to cultural, recreational and community events, Manchester is the quintessential New England community. Ideally located in southwestern Vermont, Manchester is easily accessible to the rest of the Northeast but tucked into the Green Mountains in the picturesque Battenkill River Valley. The Manchester Community Downtown features attractive landscaping and streetscaping with historic style energy-efficient LED streetlights and plenty of new benches to sit and enjoy a cup of coffee. Even The New York Times has recognized our Manchester community and a destination to visit.

  • Visit Here . Manchester has over forty fantastic eateries. From casual to formal, international to American cuisine, we have a restaurant you’ll love. And with over a thousand hotel and motel beds, from family-friendly to four-star resorts, you are sure to find lodging to suit your needs. For more information about local events visit the Town’s Facebook page https://www.facebook.com/ManchesterGov/ and the Manchester Business Association website https://www.manchestervermont.com/local/  for the most up-to-date information about what’s happening in Manchester.
  • Work Here . Manchester is a great place to start, grow or relocate a business. The Town encourages growth and business development, and year after year Manchester has one of the lowest municipal tax rates in Vermont, without sacrificing important services. Join the growing number of businesses, including Vermont County Store, Orvis Company, The Equinox Hotel and Resort, McBride Design, Battenkill Technologies, The Northshire Bookstore, food producers Wagatha’s organic dog biscuits and Mother Myrick’s Confectionery, and financial services Manchester Capital Management, that call Manchester home. Larger companies got their start in Manchester, too. Burton Snowboards was founded in Manchester in a garage in the late 1970s. Visit https://careers.vermont.gov/
  • Live Here . Looking for a new place to call home? Manchester is a great place to live and raise a family. From our world-class parks system to first-rate educational opportunities, Manchester is all about quality of life.
  • Learn Here . You will find an education system that encourages innovation and personalized learning. Most Manchester students attend Manchester Elementary Middle School (MEMS) through eighth grade, although private options are available. As part of a long-standing tradition, local schoolchildren are dismissed early once a week for ski lessons at nearby Bromley Mountain. This is just one example of how living in Manchester provides the perfect balance.   At the high school level families are provided school choice. Most Manchester families choose historic Burr and Burton Academy, located in Manchester Village, which is renowned for its academics, high SAT scores and college admission rate, and extracurricular and athletic activities. Visit some of our local schools websites:
  • http://www.burrburton.org/
  • https://www.manchesterschools.org/
  • https://www.longtrailschool.org/
  • https://maplestreetschool.com/

Whether you are interested in visiting, living or doing business here, you’ll find a warm welcome in Manchester. We encourage you to explore all the possibilities that Manchester has to offer! Disclaimer: All board and commission minutes posted on this website are unofficial and uncorrected and are for informational purposes only. Official copies of minutes may be obtained in the Town Clerk’s Office during regular business hours.

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  1. Chester, Vermont

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  2. The Small Town Of Chester, Vermont Is Literally A Hallmark Film Town

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  3. The 10 Most Beautiful Towns In Vermont, USA

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  4. Seeing Vermont: Here's 16 photos of Chester, a quaint town in Windsor

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  5. Tank away: Chester, Vt.

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  6. Chester, VT 2024: Best Places to Visit

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VIDEO

  1. Exton Square Mall (1/5)

  2. Walking the Ancient Walls of Chester

  3. Not Linkin Park

  4. When Cops Get Sued

COMMENTS

  1. THE 15 BEST Things to Do in Chester

    Hiking Trails. By OneSSMolly. Found this trail in the flyer at the Chester tourist office. Map is accurate, pretty easy to find trailhead, almost to... 4. DaVallia Gallery & Boutique. 65. Speciality & Gift Shops. DaVallia Gallery & Boutique are now both located in the historic Stone Village of Chester Vermont.

  2. Meet Chester, Vermont

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  3. 9 Incredible Things to do in Chester VT

    Chester's Stone House Antique Center is a great place to visit if you're looking to add to your antique collection or you like perusing shelves of exciting finds. There are a lot of different items inside, and the staff is known for being very friendly to its visitors. Inside, there are just shy of 100 different dealers selling items ranging from furniture to art supplies and other ...

  4. Chester, VT

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  5. Explore Chester, A Tiny Vermont Village That's One Of The Last Of Its Kind

    The Stone Village consists of 10 magnificent buildings - a collection of stone houses, a one-room schoolhouse, and the First Universalist Parish of Chester dating back to 1845, each showcasing a unique style and story. Some houses even have secret rooms that were once part of the Underground Railroad. Talk about a history lesson!

  6. 10 Best Things to Do in Chester, VT

    Chester is a small charming town in Windsor County in southern Vermont, with the Williams River passing through to the delight of fishermen, kids and everyone else during hot summer days. The town is located on the slopes of Green Mountains that provide fun summer and winter recreation. Scroll to see the full list with photos or jump to the table of contents.

  7. TOWN GUIDE: Chester

    STORY BY BENJAMIN LERNER PAINTING BY PETER HUNTOON PETERHUNTOON.COM PHOTOGRAPHY JIMMY iENNER, Jr. To reach Chester, follow the wandering curves of Route 30 and Route 11 east from Route 7. The streets of this welcoming and pleasant Southern Vermont town are lined with historic buildings, artisan galleries, and independently-owned shops. Whether you're a native Vermonter or a visiting tourist ...

  8. Meet Chester, Vermont

    The Chester Economic Development Committee (CEDC) of Chester, Vermont, a 501(c)(3) organization of business leaders of Chester and a part of the Chester Community Alliance Inc., coordinates the town brochure and business web site to promote Chester as a uniquely attractive place to live, work and visit.

  9. Chester, VT: All You Must Know Before You Go (2024)

    A mix of the charming, modern, and tried and true. See all. Motel in the Meadow. 56. from $80/night. Inn Victoria. 580. from $219/night. Chester Inn.

  10. Chester, Vermont

    Chester, Vermont. Location in Windsor County and the state of Vermont. /  43.28806°N 72.61500°W  / 43.28806; -72.61500. Chester is a town in Windsor County, Vermont, United States. The population was 3,005 at the 2020 census.

  11. Chester

    1776 Brockways Mills Road. Chester, VT 05143 USA. 802-463-0029. Website. Nominated as one of the prettiest "Painted Places" in America, Chester, Vermont's exquisite village green welcomes you to explore the town's many superb restaurants and taverns, shops and eclectic galleries.

  12. This Small Town In Vermont Has Lots Of History Worth Seeing

    The One Small Town In Vermont With More Historic Places Than Any Other. By Marla S. | Published November 02, 2022. One of Chester, Vermont's claims to fame is the number of historic places scattered around this tiny New England town. When you visit this small town of 55 square miles and about 3000 residents, you'll get a history and ...

  13. The Antique Capital Of Vermont Is One Of The Most Charming Small ...

    For these reasons and more, I invite you to read on and discover why Chester is one of the most charming small towns in the Green Mountain State that you'll ever visit. To reach Chester, take 1 ...

  14. THE 10 BEST Things to Do in Chester, VT

    Best of Chester: Find must-see tourist attractions and things to do in Chester, Vermont. Yelp helps you discover popular restaurants, hotels, tours, shopping, and nightlife for your vacation.

  15. All You Need to Know BEFORE You Go (2024)

    Southold, NY743 contributions. Scenic Train Ride. Oct 2015 • Family. We rode the Green Mountain Flyer from Chester to Ludlow and back to view the fall foliage. It was a fun experience with a friendly crew. The train ride doesn't offer too many open vistas to view the countryside. Mostly the view is blocked by the trees along the tracks, but ...

  16. Lodging

    Visit Website. 936 VT Route 11 West. Chester, VT 05143. (802) 875-2626. The-Motel-in-the-Meadow offers rooms with a variety of accommodations including kitchenettes, cable TV, Wi-Fi in most rooms and a gift shop. We are conveniently located near Okemo, Magic, and Bromley mountains. The motel has V.A.S.T Snowmobile trail access and plenty of ...

  17. THE 15 BEST Things to Do in Chester (Updated 2024)

    Hiking Trails. By OneSSMolly. Found this trail in the flyer at the Chester tourist office. Map is accurate, pretty easy to find trailhead, almost to... 4. DaVallia Gallery & Boutique. 65. Speciality & Gift Shops. DaVallia Gallery & Boutique are now both located in the historic Stone Village of Chester Vermont.

  18. Location & Rental Information

    The Stone Village is listed in The National Register of Historic Places. In 1871, The name — First Universalist Parish of Chester — was adopted. Today, our church building houses our active community and also services at the location for private and public community events and weddings. Visit Us. 211 North Street Chester, Vermont 05143

  19. THE 10 BEST Things to Do in Chester (Updated 2024)

    Things to Do in Chester, Vermont: See Tripadvisor's 2,699 traveller reviews and photos of Chester attractions.

  20. Visit Chester: 2024 Travel Guide for Chester, Vermont

    Visit Chester. Where to stay Things to do Reviews. Where to stay in Chester. Chester Depot. 4.5/5 (15 area reviews) ... 698 VT-11, Chester, VT. The price is $233 per night from Feb 12 to Feb 13. $233. $254 total. includes taxes & fees. Feb 12 - Feb 13. Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking.

  21. The Best Time to Visit Chester, VT, US for Weather, Safety, & Tourism

    Winter (December through February) Weather is far too cold this time of year in Chester to be enjoyable for warm weather travelers. The average high during this season is between 38.4°F (3.6°C) and 27.1°F (-2.7°C). On average, it rains or snows a fair amount: 6 to 8 times per month. These times of year are the second busiest with tourists.

  22. Visit Us

    Manchester. So Close. So Vermont. Whether you're lucky enough to live here or just visiting, there's always something happening in Manchester Vermont!From shopping and dining, to cultural, recreational and community events, Manchester is the quintessential New England community. Ideally located in southwestern Vermont, Manchester is easily accessible to the rest of the Northeast ...