Old Bennington
Travel Guide
Visit Old Bennington
The Four Chimneys Inn
"Had a great experience here. The staff was friendly and helpful. Chatting with the bartender and other guests at the bar over a nightcap made for an enjoyable evening. The room was clean and comfortable and the breakfast was fantastic."
Reviewed on May 26, 2026
Hotel Downstreet, an Ascend Collection Hotel
"Recently remodeled, updated hotel in great location downtown. Parking, staff and amenities were all excellent. Highly recommended."
Reviewed on Jun 5, 2026
The Williams Inn
"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."
Reviewed on May 30, 2026
Seasons On Mount Snow - Ski-in/Ski-out
"Carl's place was the perfect weekend getaway! Very clean and comfortable. I would definitely recommend it. We will definitely be back again!"
Reviewed on May 31, 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
Reviewed on Apr 24, 2026
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
"We had 3 lovely nights at the Lakeside Tiny House and spent some wonderful time hiking in nearby state parks. The view of the lake is perfection and the house was just right for my husband and I. Highly recommend."
Reviewed on Sep 7, 2025
Popular places to visit
Bennington Battle Monument
After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the coffeehouses and its art scene while you're in the area.
Bennington Museum
You can spend an afternoon studying the exhibits at Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and coffeehouses.
Prospect Mountain Cross-Country Ski Center
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
Bennington Center for the Arts
Enjoy an outing to Bennington Center for the Arts during your stay in Bennington. Experience the area's art scene and museums.
Old First Congregational Church
Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.
Southern Vermont College
Explore the campus of Southern Vermont College, during your travels in Bennington. While you're here, you can savor the charming coffeehouses.
Things to do
