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.

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 CA $218 per night from Sep 14 to Sep 15
CA $218
CA $261 total
Sep 14 - Sep 15
includes taxes & 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! (308 reviews)
"Pool and hot tub were closed, no fresh towels or maid service or coffee replenishment. No shuttle service available and no coffee cups provided in the lobby for complimentary coffee. The bar closed at 8:30 even though posted hours were until 10:00"

Reviewed on Sep 7, 2026

Grand Summit Resort, A Vail Resorts Property
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
The price is CA $115 per night from Sep 20 to Sep 21
CA $115
CA $126 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (54 reviews)
"The room was dirty and smelled musty and of urine. The hallways have all broken down ice machines and the breakfast was non-existent."

Reviewed on Sep 6, 2026

Colonial Motel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
The price is CA $154 per night from Sep 13 to Sep 14
CA $154
CA $169 total
Sep 13 - Sep 14
includes taxes & 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. ...
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 ...
10/10 Exceptional! (1 review)
"Beautiful place equipped with everything needed. Very close to the slopes and the village."

Reviewed on Aug 11, 2026

Mountain-view condo with private balcony, fireplace, & updated interior
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

Wilmington VT
Book a stay at this family-friendly vacation home in Wilmington. Enjoy a garden, laundry facilities, and patios. Our guests praise the property condition in ...
9.8/10 Exceptional! (107 reviews)
"The Lake view and the sound of the loons every day was beautiful! we saw and heard Eagles every day and had a visit from a black bear and a red fox. The walk down to the lake was tranquil and beautiful, but I would not recommend it for people that have issues walking up or down steep grades."

Reviewed on Aug 18, 2026

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
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

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