Old Bennington Travel Guide
Tourist 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 26 May 2026
Hotel Downstreet, an Ascend Collection Hotel
"Pool and hot tub"
Reviewed on 31 May 2026
The Williams Inn
"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."
Reviewed on 30 May 2026
Seasons On Mount Snow - Ski-in/Ski-out
"Good location. Nice 2 Bedroom space"
Reviewed on 9 Apr 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 24 Apr 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 7 Sept 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 cafes and its art scene while you're in the area.
Bennington Museum
You can spend an afternoon exploring the galleries in Bennington Museum during your travels in Old Bennington. Discover the area's mountain views and cafes.
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.
Southern Vermont College
Explore the campus of Southern Vermont College during your travels in Bennington. While you're here, you can savour the cosy cafes.
Bennington Potters Yard
You can do some window-shopping at Bennington Potters Yard during your trip to Bennington. Discover the cafes and its art scene while you're in the area.
Activities
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Vermont RT 100: Self-Guided Driving Audio Tour
