Chester is a charming town, originally chartered in 1754 with many marks of its past still making an impression on both newcomers and natives. It’s stone buildings and homes, Victorian & Colonial architecture, and Commons on Main Street all harmonize to create a classic village feel. This town is the epitome of quaint, embellished with locally owned art galleries, markets, shops and eateries. A branch of the Connecticut river, the Williams river, runs through the quiet neighborhoods providing recreational activities like fishing and swimming to residents. Beyond nature’s doing, Chester houses many other ways to stay busy and active - there is a pilates studio, personal trainer opportunities, and a community rec area with trails, sports fields, tennis & basketball courts, town pool, an ice skating rink, and more. A minimal drive to multiple ski areas such as Okemo, Stratton, and Killington, there are plenty of winter activities to enjoy as well! The town stretches from it’s heart on Main Street to peaceful outskirts allowing for you to settle in a neighborhood or enjoy your own wide open space. Although not a large area, residents make up for their smaller population with friendly faces, and a ready helping hand.
Town Websites
WELCOME TO CHESTER - Home (chestervt.gov)
Chester, VT | Meet Chester, Vermont
Chester, VT 10-Day Weather Forecast - The Weather Channel | Weather.com
Local Eateries
Country Girl Diner
802-875-1003
Subway Sandwiches
802-591-1481
Menu | 89 Vermont Route 103 South | Subway®
Ramuntos Brick Oven Pizza
802-732-2092
Mountain Man
802-875-5361
MacLaomainn's Scottish Pub
802-875-6227
Southern Pie Cafe
802-875-7437
The Southern Pie Company - Home
Heritage Deli
802-875-3550
Heritage Deli & Bakery Chester, VT 05143 - Menu, 103 Reviews and Photos - Restaurantji
Fullerton Inn
802-875-2444
The Fullerton Inn and Restaurant (Official Site) Southern Vermont Inn
Preston’s Pizza
802-875-2121
The Best Brick Oven Pizza You'll Ever Have!!! (prestonspizza.com)
Stone Hearth Inn and Tavern
802-875-2525
Home | Stone Hearth Inn & Tavern (stonehearthinnvermont.com)
Smitty’s Market
802-875-4715
Smitty's Chester Market | Facebook
Things To Do
Browse Forgotten Treasures At The Stone House Antique Center
802-875-4477
Stonehouseantiquecenter.com
Take a Scenic Train Ride With The Green Mountain Flyer
800-707-3530
Green Mountain Railroad | Train Rides from Burlington & Chester (rails-vt.com)
Trek The Lost Mine Hiking Trail
The Lost Mine Trail - Vermont | AllTrails
Get In Touch With Your Inner Art Collector At Davallia Art Boutique
802-875-8900
DaVallia Art and Accents is a Vermont gallery with artisan handmades (thedavallia.com)
Get The Classic Vermont Experience With The Vermont Country Store - Rockingham Location
802-463-2224
The Vermont Country Store | General Store | Classic Products
Peruse Sage Jewelry and Gifts For The Perfect Piece
802-875-7243
Sage Jewelry and Gifts - Home (sagejewelryvt.com)
Show Your Creative Side At Endless Creations Pottery Studio
802-875-2008
Endless Creations Pottery Studio – "Paint Your Own Pottery…Cheaper Than Therapy and Way More Fun”
Get Lost in Smokeshire Design's Home Goods and More!
802-875-3109
Home Decor - Fine Home Goods | Smokeshire Design
Go On a Taste Tour At Meditrina Wine and Cheese
802-875-9463
Meditrina Wine and Cheese | Facebook
Connect With Nature By Hiking The Long Trail
The Long Trail - Green Mountain Club
Enjoy Fitness Opportunities At The Pinnacle - Ice rink, basketball courts, tennis courts, baseball fields, town pool, and disc golf.
Recreation - WELCOME TO CHESTER (chestervt.gov)
Explore The Appalachian Trail
Explore | Appalachian Trail Conservancy
Survey Local Goodies With The Stone Village Farmers Market
802-875-4226
Grab a Taste of Pure Vermont Maple Syrup With Mitch’s Maples
802-875-5240
Pure Vermont Maple Syrup Products | Chester, Vermont | Mitch's Maples
Spend The Day In The Sun At Lowell Lake State Park
888-409-7579
Vermont State Parks - Lowell Lake (vtstateparks.com)
Local Amenities
Whiting Library
802-875-2277
Whiting Library – The Front Porch of Town
Made to Move Pilates
802-289-2736
Made to Move Pilates – Every body is made to move
Sama Yoga
Gussie’s Place
802-875-3535
Vet Clinic Coming Soon