Old First Church Fence near Four Chimneys Inn in historic Bennington, VT

Things To Do in Bennington VT

For those looking to take in the local sights, Bennington County is as rich in revolutionary war history as it is in natural mountainous beauty.  We have For those travelers who prefer to plan ahead, we hope you will find this list of Southern Vermont Attractions helpful as you plan your Vermont Vacation.

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Discover Things to do in Bennington VT!

Historic Bennington Vermont Sites &
Nearby Historic Vermont Attractions

Vermont Covered Bridges

Bennington County, Vermont
There are five covered bridges in Bennington County as well as the Covered bridge museum.

Bennington Battle Monument

15 Monument Circle,
Old Bennington, Vermont
Phone: 802-447-0550.
A short and beautiful walk from The Four Chimneys Inn. Also, the most visited of Southern Vermont Attractions. In fact, the most visited historical site in Vermont.

Bennington Museum

75 Main Street,
Bennington, Vermont
Phone: 802-447-1571.
A lovely 1/4 mile walk from the inn. Open 10am -5pm daily except Wednesdays. Closed for the month of January. The Bennington Museum is known as the trusted caretaker of the largest collection of Grandma Moses art and memorabilia available to the public. Located in the heart of Southern Vermont, the museum’s galleries evoke the rich heritage of this state with collections of paintings to pottery to historical objects and fine furniture.

Old First Church

Rte 9 and Monument Avenue,
Old Bennington, Vermont
Phone: 802-447-1223
The oldest church in Vermont and a very short walk from the Four Chimneys Inn. The Old First Church is also the grave site of Robert Frost.

Vermont Covered Bridge Museum at The Bennington Center for the Arts

1/2 mile from The Four Chimneys Inn.
Gypsy Lane
Bennington, Vermont
A great place to start your tour of the bridges in Bennington County.

Robert Frost Grave

At The Old First Church cemetery
Old Bennington, Vermont
¼ mile from The Four Chimneys Inn.

Robert Frost Stone House Museum

Route 7A in nearby Shaftsbury, Vermont
About 7 miles from The Four Chimneys Inn.

The Dollhouse and Toy Museum of Vermont

212 Union Street
Bennington, Vermont
Approximately 5 minutes from The Four Chimneys Inn. The museum is open Saturday, Sunday and holiday afternoons from 1-4pm year round or by appointment. The museum contains a permanent collection of dollhouses, from simple Cape Cod houses to elaborate Victorian houses. In addition to the dollhouses and many dolls, there also are trains and trucks on display as well as educational toys.

Hemmings Motor News Car Lover’s Oasis

216 West Main Street
Bennington, Vermont
3/4 mile from The Four Chimneys Inn.

Park McCullough House Historic Estate an Gardens

1 Park Street
North Bennington, VT
Phone:802-442-5441
Approximately 10 minutes from The Four Chimneys Inn.

Hildene, The Lincoln Family HomeHildene

1005 Hildene Road
Manchester, VT
Phone:802.362.1788
Approximately 24 miles from The Four Chimneys Inn.
Beautiful estate of Robert Todd Lincoln. Self guided tours. A fully restored Pullman car. Cross country skiing and snowshoeing with rentals available.

Back Road Discovery Tours

Revolutionary and Civil War Tours Daily 9:30 – 11:45 am
Southern Vermont Sampler Tour Daily: 1-4 pm
Phone: 802-362-4997
Tours originate in Manchester, Vermont
Approximately 25 minutes from The Four Chimneys Inn.

American Museum of Fly Fishing

Route 7A South
Manchester, VT 05254
Phone: 802-362-3300
Approximately 25 minutes from The Four Chimneys Inn.
The American Museum of Fly Fishing maintains a program of changing exhibitions in its Leigh H. Perkins Gallery that highlights the fly-fishing artifacts of the famous and not-so-famous.

Historic Deerfield Massachusetts

80 Old Main Street
Deerfield, MA
Phone: 413-775-7214
Approximately 50 minutes from The Four Chimneys Inn.
Historic Deerfield is open daily from 9:30-4:30 during the regular reason, and offers guided tours and self-guided tours of the museums, houses, and buildings. Historic Deerfield also offers special events for families, workshops, forums, lectures, and educational programs throughout the year.

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Shopping

Antique Center at Camelot Village

Route 9-W
Bennington, VT
Approximately 1/4 mile west of The Four Chimneys Inn.

Shaftsbury Alpacas

12 State Line Road
Route 67 on the VT/NY border
North Bennington, VT 05257
Approximately 5 miles from The Four Chimneys Inn.

Bennington Potters

324 County Street,
Bennington, Vermont
Phone: 802-205-8033
Approximately 1.75 miles from The Four Chimneys Inn.
Visit the largest working craft pottery in the U.S. Learn more about pug mills and forming presses, secret clay recipes, ‘slip’, back stamps and ‘burlaping’. Tours offered daily, year round.

Hawkins House

262 North Street
Bennington, VT 05201
Phone: 802-447.0488
Approximately 5 minutes from The Four Chimneys Inn.
Artisan craft marketplace.

Manchester Designer Outlets

Manchester, Vermont
Approximately 25 miles from The Four Chimneys Inn.

East Arlington Antique Center

1233 East Arlington Road
Arlington, Vermont 05250
Phone: 802-375-6144
Approximately 14 miles from The Four Chimneys Inn.

Ackermann & Co. Antiques

288 Old Mill Road
Arlington, Vermont 05250
Phone: 802-375-7225
Approximately 14 miles from The Four Chimneys.

Gristmill Antiques

316 Old Mill Road
Arlington, Vermont 05250
Phone:802-375-2500
Approximately 14 miles from The Four Chimneys Inn.

Simon Pearce Gallery and Restaurant

Queechee, Vermont
Phone:802-295-1470
Approximately 2 hours from The Four Chimneys Inn. Beautiful setting for lunch with views of waterfalls and covered bridge.
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The Arts

Old Castle Theatre Company

331 Main Street
Bennington, Vermont 05201
Phone: 802-447-0564
Approximately 1 mile from The Four Chimneys Inn.
Celebrating more than 40 years of producing New York quality professional Theatre (at Vermont prices!)

The Bennington (Bennington Center for the Arts)

Route 9-W at Gypsy Lane
Bennington, Vermont
Phone: 802-442-7158
3/4 mile from The Four Chimneys Inn.

Sonatina School of Music

5 Catamount Lane
Old Bennington, Vermont 05201
Phone: 802-447-4719
A short walk from The Four Chimneys Inn.

Southern Vermont Arts Center

West Road
Manchester, Vermont 05254
Phone: 802-362-1405
Approximately 20 miles from The Four Chimneys Inn.

 

Weston Playhouse Theater

703 Main Street
Weston, Vermont 05161
Phone: 802-824-5288
45 minutes from The Four Chimneys Inn.

MASS MoCA

87 Marshall Street
North Adams, Massachusetts 01247
Phone: 413-662-2111
Approximately 16 miles from The Four Chimneys Inn.

Clark Art Institute

225 South Street
Williamstown, Massachusetts 01267
Phone: 413-458-2303
Open Tues-Thurs 10am – 5pm. Closed Christmas Day and New Year’s Day.
Approximately 12 miles from The Four Chimneys Inn.

Dorset Theater Festival

104 Cheney Road
Dorset, Vermont 0251
Phone: 802-867-2223
Approximately 35 minutes from The Four Chimneys Inn.

Williamstown Theater Festival

1000 Main Street
Williamstown, Massachusetts 01267
Phone:430-458-3200
Approximately 10 miles from The Four Chimneys Inn.

Tanglewood

Lenox, MA
Approximately 50 minutes from The Four Chimneys Inn.
Summer home to the Boston Symphony Orchestra

Jacobs Pillow

358 George Carter Road
Becket (near Lenox), Massachusetts
Phone: 430-243-0745
Approximately 50 minutes from The Four Chimneys Inn.
Professional dance theatre in the heart of the Berkshires.

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Outdoor Southern Vermont Attractions

Battenkill Canoe

6328 Vt Route 7A
Arlington, Vermont
Phone: 802-362-2800
Approximately 15 minutes from The Four Chimneys Inn.
Canoe and kayak trips from 2 hours to two days.

Equinox Snow Tours

Peru, Vermont
Phone: 802-824-6628

Lively’s Livery

193 Crossover Road
Bennington, Vermont
Phone: 802-447-7612
Approximately 10 minutes from The Four Chimneys Inn.
Trail rides. Carriage, wagon and sleigh rides. Weddings, special occasions.

Taylor Farm Sleigh Rides

Londonderry, Vermont
Phone: 802-824-5690
Approximately 45 minutes from The Four Chimneys Inn.
Sleigh Rides, barn tours, fireside picnics.

Kimberley Farms

1214 Cross Hill Rd
Shaftsbury, Vermont 05257
Phone: 802- 442-5454
Approximately 15 minutes from The Four Chimneys Inn.
Horse back riding.

Mountain View Ranch

502 Easy Street
Danby, Vermont 05739
Phone: 802-293-5837
Approximately 45 minutes from The Four Chimneys Inn.
Horse back riding.

Billings Farm and Museum

5302 River Road
Woodstock, Vermont 05091
Phone: 802-457-2355
Approximately 2.5 hours from The Four Chimneys Inn.
Getaway to Vermont’s rural heritage Woodstock, Vermont. Makes for a great day trip and a beautiful scenic Vermont drive.

Mount Anthony Country Club

180 Country Club Drive
Bennington, Vermont 05201
Phone: 802-442-2617
5 minutes from The Four Chimneys Inn.
Golf Digest Best Places to Play and Vermont’s first golf course. Stay and play packages available.

Vermont State Parks

Swimming at the beautiful mountain lake at Lake Shaftsbury State Park.
Hiking at Woodford State Park.
Just 15 minutes from The Four Chimneys Inn.

Downhill Skiing

There are 12 ski resorts within one hour of the inn.
Bromley Mountain is approximately 30 minutes from the inn.
Mount Snow is approximately 40 minutes from the inn.
Stratton Mountain is approximately 50 minutes from the inn.

Cross Country Skiing and Snowshoeing

Prospect Mountain
VT Route 9 East,
Woodford, Vermont
Approximately 15 minutes from the inn.
Moonlight ski available on many Saturdays. Rentals available.

Hildene:
1005 Hildene Road
Lincoln Family Home
Manchester Vermont 05255
Approximately 30 minutes from the inn.
Beautiful historic estate. Rentals available.

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Fitness

Zumba with Andrea

The Mill on Benmont,
Bennington, Vermont
Phone: 802.379.5468
Approximately 5 minutes from The Four Chimneys Inn.
Drop ins welcome.

The Yoga Place

Main Street,
Bennington, Vermont
Drop ins welcome.
Approximately 5 minutes from The Four Chimneys Inn.

Off the Wall

160 Benmont Avenue,
Bennington, Vermont 05201
Phone: 802-447-0217
Approximately 5 minutes from The Four Chimneys Inn.
Inn guests receive a $5/day rate.

Bennington Tennis Center

200 Lovers Lane
Bennington, Vermont
Phone: 802-447-7557

Bennington Recreation Center

655 Gage Street
Bennington, Vermont
Phone: 802-442-1053
Public indoor swimming pool and fitness center.

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Restaurants

The Four Chimneys Inn Restaurant

21 West Road
Old Bennington, Vermont 05201
Phone: 802-447-3500
At The Four Chimneys Inn.
Open for dinner seasonally in the fall. Open for events year-round.

Allegro Ristorante

520 Main Street,
Bennington, Vermont 05201
Phone: 802-442-0990
Approximately 1.4 miles from The Four Chimneys Inn.
Open 7 days a week for dinner.

The Grille at Mt. Anthony Country Club

180 Country Club Drive
Bennington, Vermont 05201
Phone: 802-442-3617
Approximately 1 miles from The Four Chimneys Inn.
Open 7 days a week for both lunch and dinner.

Kevin’s Sports Pub & Restaurant

27 Main Street,
North Bennington, Vermont 05257
Phone: 802-442-0122
Approximately 5.0 miles from The Four Chimneys Inn.
Open 7 days a week for both lunch and dinner.

Madison Brewing Co.

428 Main Street
Bennington, Vermont 05201
Phone: 802-442-7397
Approximately 1.2 miles from The Four Chimneys Inn.
Open 7 days for both lunch and dinner.

Peppermills Restaurant

716 Main Street
Bennington, Vermont, 05201
Phone: 802-447-9900
Approximately 1.7 miles from The Four Chimneys Inn.
Open 7 days for both lunch and dinner.

The Publyk House

782 Harwood Hill Road Route 7A
Bennington, Vermont 05201
Phone: 802-442-7500
Approximately 3.9 miles from The Four Chimneys Inn.
Open every day for dinner: Sunday 4-Close Monday-Saturday 5-Close.

Pangaea Restaurant and Lounge

1&3 Prospect Street
North Street, North Bennington, Vermont 05257
Phone: 802-442-7171
Approximately 4.9 miles from The Four Chimneys Inn.
Open Tuesday-Saturday
Lounge is open 5pm-10pm.
Restaurant is open 5pm-9pm.

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Area Chamber of Commerce Offices

Bennington Vermont Chamber of Commerce

Manchester, Vermont Chamber of Commerce

Approximately 25 minutes from The Four Chimneys Inn.

Vermont Chamber of Commerce

Shires of Vermont

North Adams, MA

Approximately 25 minutes from The Four Chimneys Inn.

Williamstown, MA

Approximately 15 minutes from The Four Chimneys Inn.

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Colleges

Bennington College

1 College Drive
Bennington, Vermont 05201
Approximately 5 minutes from The Four Chimneys Inn.

Southern Vermont College

982 Mansion Drive
Bennington, Vermont 05201
Approximately 1 mile from The Four Chimneys Inn.

Williams College

880 Main Street
Williamstown, MA
Approximately 15 minutes from The Four Chimneys Inn.

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