Downtown Bennington, Vermont

Discover shopping, dining, and accommodation in downtown Bennington.

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ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Four Chimneys Inn

21 West Road

Bennington, Vermont

Bennington Motor Inn

143 Main St

Bennington, Vermont

AUTUMN INN

924 Main Street

Bennington, Vermont

BEST WESTERN PLUS NW ENGLANDER

220 Northside Drive

Bennington, Vermont

Safford Mills Inn and Cafe

722 Main St

Bennington, Vermont

Paradise Inn

141 W Main St.

Bennington, Vermont

Hampton Inn Bennington

51 Hannaford Sq

Bennington, Vermont

Hotel Tips

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Things To Do

Bennington gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Bennington brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.

Bennington brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Why Do You Love Downtown?

Patricia Majewski

So quaint and fun!

Millie

So unique!

Crstal Howley

Hoping to enjoy your downtown. This is my first trip!!!

Kristin Miller

Things you can't find anywhere else

Ashlee

We're visiting from Portland and we love the laid back atmosphere of this town. It is a clean and friendly town!

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