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 NZ$324 per night from 6 July to 7 July
NZ$324
6 July - 7 July
includes taxes & fees
Stay at this spa resort in West Dover. Enjoy free Wi-Fi, a full-service spa and 2 hot tubs. Popular attractions Mount Snow and Tumbleweed Ski Lift are located ...
8.6/10 Excellent! (284 reviews)
"Lovely resort although the pool is closed until October. Beautiful, peaceful property. 300+ rooms! Music on patio with s’mores was fun. Karen was very nice and helpful. Only negative it is 15 miles from town and not a lot to do!"

Reviewed on 29 June 2026

Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is NZ$527 per night from 6 July to 7 July
NZ$527
6 July - 7 July
includes taxes & fees
Stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on 29 June 2026

Kimpton Taconic Hotel by IHG
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
The price is NZ$206 per night from 5 July to 6 July
NZ$206
5 July - 6 July
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free Wi-Fi, free parking and conference space. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (915 reviews)
"Nice older hotel. Comfortable stay."

Reviewed on 30 June 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.
Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out

Dover VT
Stay at this ski condo in West Dover. Enjoy free Wi-Fi, a fitness centre and laundry facilities. Popular attractions Mount Snow and Seasons Ski Lift are located ...
9.8/10 Exceptional! (191 reviews)
"Great spot located on Mount Snow. Staying in the off season was very quiet, exactly what we were looking for. Plenty of trails to hike and explore. The indoor/outdoor pool was great. Would definitely recommend this place and will be returning again."

Reviewed on 21 June 2026

Seasons On Mount Snow - Ski-in/Ski-out
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."

Reviewed on 25 May 2026

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!

Brattleboro VT
Stay at this cabin in Brattleboro. Enjoy air conditioning. Popular attractions Hogback Mountain Conservation Area and Southern Vermont Natural History Museum ...
10/10 Exceptional! (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"

Reviewed on 11 Jan 2026

The Studio with a View. Bring your dog, too!
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.

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