Southern Vermont, VT

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.

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
$169 nightly
The price is $186 total per night from Oct 22 to Oct 23
$186 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
8.6/10 Excellent! (310 reviews)
"The pool was not available due to repair. The parking was limited (we had to walk up/down the hill to overflow parking). The faucet in our room made machine gun noise. The room was pretty big and clean. Deli was good. The restaurant bartender was very helpful. The shuttle bus service was great."

Reviewed on Sep 20, 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
$137 nightly
The price is $151 total per night from Oct 22 to Oct 23
$151 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (902 reviews)
"Our suite was spotless, beautiful rooms with fireplace, it was beautifully decorated! Breakfast was good, couldn’t ask for anymore!!!!!"

Reviewed on Sep 20, 2026

The Manchester View
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
$131 nightly
The price is $144 total per night from Sep 29 to Sep 30
$144 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (989 reviews)
"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill ..."

Reviewed on Sep 21, 2026

Latchis Hotel
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
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.6/10 Excellent! (83 reviews)
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"

Reviewed on Jan 31, 2026

Long Trail House at Stratton Mountain Resort
Mountain-view condo with private balcony, fireplace, & updated interior

Mountain-view condo with private balcony, fireplace, & updated interior

Stratton VT
Stay at this condo in Stratton. Enjoy free WiFi, a fitness center, and tennis courts. Popular attractions Stratton Mountain Resort and Tamarack Ski Lift are ...
Mountain-view condo with private balcony, fireplace, & updated interior
Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews

Wilmington VT
Book a stay at this family-friendly vacation home in Wilmington. Enjoy free WiFi, a sauna, and a garden. Our guests praise the helpful staff in our reviews. ...
10/10 Exceptional! (243 reviews)
"This house and property are absolutely beautiful and we can’t say enough good things about it! We had great weather and a fire every night. The game room was a huge hit for kids of all ages!Driveway is steep."

Reviewed on Sep 7, 2026

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews
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

Cities near Southern Vermont

Explore a world of travel with Expedia