Southern Vermont Travel Guide

Tourist 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 AU$264 per night from 28 Oct to 29 Oct
AU$264
28 Oct - 29 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 ...
Grand Summit Resort, A Vail Resorts Property
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
The price is AU$209 per night from 2 Nov to 3 Nov
AU$209
2 Nov - 3 Nov
includes taxes & fees
Stay at this hotel in Manchester Center. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their ...
Aspen At Manchester
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
The price is AU$140 per night from 5 Nov to 6 Nov
AU$140
5 Nov - 6 Nov
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 ...
6.2/10 (103 reviews)
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."

Reviewed on 20 Oct 2026

Colonial Motel
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! (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."

Reviewed on 11 Oct 2026

Long Trail House at Stratton Mountain Resort
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Stratton VT
Stay at this condo in Stratton. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located ...
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
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 Wi-Fi, a fitness centre and tennis courts. Popular attractions Stratton Mountain Resort and Tamarack Ski Lift are ...
9.6/10 Exceptional! (4 reviews)
"Very nice condo a short drive to the mountain. Everything was exactly as described and shown in the listing. Very clean, comfortable beds, everything we needed for the weekend and a good sized unit. Easy check-in/out and good communication throughout. Would recommend."

Reviewed on 28 Sept 2026

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