Downtown Bennington, Vermont

Discover shopping, dining, and accommodation in downtown Bennington.

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Shop Downtown Discount Card

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

Bennington Motor Inn

143 Main St

Bennington, Vermont

Four Chimneys Inn

21 West Road

Bennington, Vermont

Safford Mills Inn and Cafe

722 Main St

Bennington, Vermont

AUTUMN INN

924 Main Street

Bennington, Vermont

BEST WESTERN PLUS NW ENGLANDER

220 Northside Drive

Bennington, Vermont

Hampton Inn Bennington

51 Hannaford Sq

Bennington, Vermont

Paradise Inn

141 W Main St.

Bennington, Vermont

Hotel Tips

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.

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 brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Bennington can warm you up on a cloudy day or simply offer your daily perk by visiting your local coffee shop. Quality, purity and punch are targeted with coffee beans curated globally and locally roasted while being served fresh as it is made right in front of you. Order up!

Bennington has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!

Why Do You Love Downtown?

Judy Dechent

My daughter and her fiance are relocating from PA to Ashland. They leave next week. I've heard nothing but great things from them and look forward to visiting.

Jackie Avery

I love supporting locals, the view, and atmosphere!

Mary Warszynski

I have not been there yet. I am planning a family outing for March.

Kimberly Carter

Becuz it's fun

Michelle Goodrich

Nice Shops

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