Southern Vermont

Travel Guide

A restaurant named 'Dot's Restaurant' with a porch and flower boxes.
The Bennington County Court House with a white facade, green shutters, and a gold dome.
A covered bridge with a sign indicating a height restriction of 10 feet 6 inches.
A mountain with autumn foliage.
A large, two-story house with a wrap-around porch, green shutters, and a red door.

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 WilmingtonOpens in a new window, 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 ManchesterOpens in a new window 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 BrattleboroOpens in a new window, 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 SnowOpens in a new window 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 EquinoxOpens in a new window 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.

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
The price is RM339 per night from 27 Sept to 28 Sept
RM339
RM373 total
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
6.6/10 (65 reviews)
"This property apparently has new owners and maybe they are working to improve it. If so, they have a long way to go. I did not try breakfast- didm’t trust it. I will say the sheets and towels were decent. The pictures are nothing like the what you will get. They must have been from when the place ..."

Reviewed on 24 Sept 2026

Colonial Motel
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
The price is RM636 per night from 25 Oct to 26 Oct
RM636
RM761 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this spa resort in West Dover. Enjoy free Wi-Fi, a full-service spa and a free local area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
8.6/10 Excellent! (311 reviews)
"Checked in early and was told someone would call us when our room was ready. Never heard from anyone. Finally went back to the desk at 4 and it was told it was ready"

Reviewed on 22 Sept 2026

Grand Summit Resort, A Vail Resorts Property
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
The price is RM437 per night from 26 Oct to 27 Oct
RM437
RM481 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (907 reviews)
"Property has been renovated-it is very clean and modern. Nice simple breakfast served. Housekeeping didn’t show the 2nd day of our stay. ( we hunted them down for towels before getting ready for a wedding. They offered to come then- but it was too late in the day) Great views and quite location."

Reviewed on 25 Sept 2026

The Manchester View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (84 reviews)
"Great service perfect location close to the village"

Reviewed on 24 Sept 2026

Long Trail House at Stratton Mountain Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Southern Vermont attractions

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