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Southern Vermont Vacation Packages

Browse the art galleries and museums in the towns, motor along a spectacular skyline drive and rush down thrilling ski slopes.

Southern Vermont is a historic and scenic region adorned with white churches and rustic villages. Its varied terrain has appeal throughout the seasons, with snow-capped mountains, green forests and sprawling fields. Explore the historical sites offering a glimpse into the country before the days of the American Revolution.

Explore the charming town of Wilmington, which contains many boutiques and restaurants as well as the Jim McGrath Gallery and Studio. Bring your kids out to the countryside to see the animals at Adams Family Farm. Out in the rolling pastures, find Hermitage Golf Club and Molly Stark State Park.

Visit other towns in Southern Vermont, such as Manchester and Bennington. The latter is a cultural haven, with such sites as the Bennington Museum, the Old First Congregational Church and the Bennington Center for the Arts.

Head east to reach Brattleboro, among the most picturesque towns in Windham County. Admire the range of architectural styles, with the Gothic façade of the Municipal Center and the shingle style of the Rudyard Kipling House among the highlights. Visit the Tasha Tudor Museum to learn about the life of the children’s author and inspect the displays in the Brattleboro Museum & Art Center.

In winter, Mount Snow is among the state’s most desirable destinations. Rush down the slopes of varying difficulty in this resort, located in the Green Mountain and Finger Lakes National Forests area. Ski season runs from October through April. In summer, the Skyline Drive to the peak of nearby Mount Equinox offers panoramic views of the valleys and mountains in the park.

The region borders New Hampshire, Massachusetts and New York in the northeastern part of the country. Fly to Albany International Airport or Burlington International Airport and rent a car for the journey here or get around the area via Amtrak train and Greyhound bus.

The charming towns of Southern Vermont serve as year-round bases for the endless outdoor activities in the parks.


Top Hotel Deals

See all 247 Hotels in Southern Vermont
$122
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

4519 Main St, Manchester
4.6
of 5, from 58 reviews
3.0 out of 5.0

Situated in the city center, this hotel is close to Manchester Designer Outlets, Orvis Fly Fishing, and American Museum of Fly Fishing. Also nearby are Southern Vermont Arts Center and Lye Brook Falls.

$70
Colonial Motel And Spa

Colonial Motel And Spa

889 Putney Rd, Brattleboro
3.5
of 5, from 692 reviews
3.5 out of 5.0

Located in the heart of Brattleboro, this motel is 0.7 mi (1.1 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Estey Organ Museum and Vermont Jazz Center are also within 3 mi (5 km).

$77
Paradise Inn

Paradise Inn

141 West Main Street, Bennington
3.7
of 5, from 656 reviews
3.0 out of 5.0

Located near the slopes, this Bennington hotel is in the city center and within 1 mi (2 km) of Bennington Museum, Bennington Arts Guild Gallery, and Harmon Hill. Old First Congregational Church and Bennington Battle Monument are also within 1 mi (2 km).

$159
Mount Snow Condominiums

Mount Snow Condominiums

89 Grand Summit Way, West Dover
3.8
of 5, from 73 reviews
4.0 out of 5.0

Conveniently located near the ski slopes, this Dover condo building is 0.2 mi (0.4 km) from Mount Snow and within 16 mi (25 km) of Mount Snow Golf Course and Honora Winery.

$42
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
4.0
of 5, from 233 reviews
3.0 out of 5.0

Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain Ski Resort, Viking Nordic Center, and Lowell Lake State Park. Taylor Farm and Mill Museum are also within 9 mi (15 km).

$89
Palmer House Resort

Palmer House Resort

5383 Main St, Manchester Center
4.4
of 5, from 192 reviews
3.0 out of 5.0

Located in the heart of Manchester Center, this hotel is within a 15-minute walk of Lye Brook Falls, Gander Gallery, and Manchester Designer Outlets. Dana L. Thompson Memorial Park and Orvis Fly Fishing are also within 2 mi (3 km).

$65
Old Red Mill Inn

Old Red Mill Inn

18 North Main Street, Wilmington
3.5
of 5, from 43 reviews
2.5 out of 5.0

Situated in Wilmington, this inn is close to Molly Stark State Park. Area attractions also include Mount Snow Golf Course and Honora Winery.

$130
Inns at the Equinox

Inns at the Equinox

3567 Main Street Route 7A, Manchester
3.5
of 5, from 176 reviews
3.5 out of 5.0

Situated in Manchester, this spa hotel is within a 10-minute walk of American Museum of Fly Fishing and Orvis Fly Fishing. Southern Vermont Arts Center and Equinox Preservation Trust are also within 1 mi (2 km).

Top Deals on Flights

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