Downtown Bennington, Vermont
Discover shopping, dining, and accommodation in downtown Bennington.
Moving to Bennington?
Order a Free Relocation Guide
We are seeking partnerships with forward-thinking city officials and business leaders to replicate
their downtowns and launch immersive virtual cities together.
Shop
0 results
Hotels
Four Chimneys Inn
21 West Road
Bennington, Vermont
Hampton Inn Bennington
51 Hannaford Sq
Bennington, Vermont
Paradise Inn
141 W Main St.
Bennington, Vermont
AUTUMN INN
924 Main Street
Bennington, Vermont
BEST WESTERN PLUS NW ENGLANDER
220 Northside Drive
Bennington, Vermont
Bennington Motor Inn
143 Main St
Bennington, Vermont
Safford Mills Inn and Cafe
722 Main St
Bennington, Vermont
Hotel Tips
Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.
Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.
Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.
Things To Do
Bennington is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.
Bennington offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.
Bennington makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.
Why Do You Love Downtown?
Kim Patrick
There is a lot of unique things to find.
Taree Hines
Historic
Manuel Del Jesus RamosVasconcelos
Nice Beat
HILDA SMITH
It has some unique stores.
Darcie Maassen
I love Downtown because I love the beautiful historic buildings. It's a very pretty area aesthetically. I also appreciate the great variety of delicious dining within a small area. Favorites include Capers, Pomodori, Paisanos, Bricktowne Brewery, Elements Tapas bar, Porters, Larks and 4 Daughters. They are all within 4-5 blocks!
Join our newsletter

The American Cancer Society does not endorse any product or service.