𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Bennington (2026)

A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Go beyond your typical stay in Bennington

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Our top choices for Bennington hotels

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

A hotel lobby with a fireplace, seating area, and a bar.

A hotel room with two beds, a desk with a television, and a window with a mountain view.

1. Hampton Inn Bennington

Bennington

Victoria

S$216

includes taxes & fees

25 Oct - 26 Oct

A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

A modern kitchen area with built-in appliances, wooden tables, and red chairs.

A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.

A hotel room with a bed, bedside tables, a sofa, a wooden coffee table, and a painting on the wall.

2. New Englander Inn Bennington

Bennington

Douglas

S$128

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

A tree with a fallen trunk in a grassy area with a blue building in the background.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

3. Hotel Vervana, Trademark Collection by Wyndham

Bennington

Chris

S$147

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

A dining room with a brick floor, large windows, and a chandelier.

A stone gate with a lantern, surrounded by trees and a grassy area.

A large, two-story house with a covered porch and multiple chimneys.

4. The Four Chimneys Inn

Bennington

Robert

S$330

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.

A BENNINGTON MOTOR INN sign with amenities like free continental breakfast and free wireless internet.

A hotel room with two beds, a rocking chair, a door, and a window with curtains.

A compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.

5. Bennington Motor Inn

Bennington

Jay

S$158

includes taxes & fees

15 Oct - 16 Oct

A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.

A white motel named Knotty Pine with a signboard, windows, and flower planters.

A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

6. Knotty Pine

Bennington

William

S$189

includes taxes & fees

15 Oct - 16 Oct

A room with wooden paneling, a piano, a chair, and a door leading to another room.

A covered porch with wicker furniture, a patterned rug, and an American flag.

A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

A traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.

7. South Shire

Bennington

Jorge

S$289

includes taxes & fees

7 Nov - 8 Nov

A bedroom with a fireplace, two beds, a chair, and a nightstand.

A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.

A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.

8. The Manchester View

Manchester Center

Jan

S$143

includes taxes & fees

5 Nov - 6 Nov

A large tree with orange leaves in a grassy field.

A room with wooden paneling, a window with a white curtain, an air conditioning unit, and a wooden hanger rack.

A hotel room with a wooden floor, a bed with white bedding, a desk with a chair, a bedside table with a lamp, and a window with a view of greenery.

9. Starlight Inn

Bennington

Jeremia

S$146

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

A cozy room with a sofa, a bed, a wooden table, and a coffee machine.

A building with a covered outdoor area, wooden benches, and potted plants.

A spacious living room with a wooden staircase, a television, a sofa set, and a fireplace.

10. Brittany Motel

Manchester Center

Karen B

S$121

includes taxes & fees

19 Oct - 20 Oct

A two-story building with a patio area featuring outdoor seating and a stone fire pit.

A treats display with snacks and sundries.

A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.

A spacious living area with a fireplace, comfortable seating, and a stone accent wall.

11. Hampton Inn and Suites Manchester

Manchester Center

Rosemary

S$214

includes taxes & fees

1 Nov - 2 Nov

A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.

A modern building with a glass facade, a brick exterior, and a metal roof.

A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

A garden with various flowers and a stream.

12. Toll Road Inn

Manchester Center

Nicolas

S$181

includes taxes & fees

1 Nov - 2 Nov

A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

A swimming pool with lounge chairs, a red building with a tower, and lush greenery.

A wooden-paneled room with a white sofa, a red pillow, a dark wooden cabinet, and a television mounted on the wall.

A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.

13. The Inn at Manchester

Manchester Village Historic District

Reagan

S$226

includes taxes & fees

1 Nov - 2 Nov

A cozy room with a fireplace, green sofas, a pool table, and a lamp.

A bedroom with a wooden floor, a bed with a white bedspread, a nightstand with a lamp, a dresser, and a television on the dresser.

A hotel hallway with wooden walls, a reception desk, and a sign indicating 'Employees Only'.

A wooden interior with a dining table set for four, a wooden cabinet with glass doors, and a kitchen area with a refrigerator and cabinets.

14. Bromley View Inn

Bondville

BARBARA

S$112

includes taxes & fees

1 Nov - 2 Nov

A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.

A bar area with wooden ceiling, shelves with bottles, and a bar counter.

A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.

A hotel room with a bed, a chair, a table, and a view of mountains through a large window.

15. Sun Lodge near Manchester VT, Ascend Collection Hotel

Bromley Mountain

Lynn

S$168

includes taxes & fees

2 Nov - 3 Nov

A large two-story house with a front porch and a well-maintained lawn.

An aerial view of a residential area with houses, a tennis court, and a swimming pool.

A rustic interior with wooden beams, a fireplace, and a chandelier.

A cozy interior with a bar area, wooden furniture, and a Christmas tree.

16. The Landgrove

Londonderry

Lisa

S$234

includes taxes & fees

14 Oct - 15 Oct

A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

A reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.

A stone wall surrounding a swimming pool with a metal handrail.

A lobby with a stone fireplace, leather sofas, and a reception desk.

17. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Joseph

S$208

includes taxes & fees

4 Nov - 5 Nov

A red house with a white picket fence, surrounded by lush greenery and trees.

A gazebo, a red barn, and a white house in a garden with trees and flowers.

A buffet table with various food items and a decorative centerpiece.

A bar area with a long counter, multiple stools, and a variety of bottles.

18. Arlington Inn

Arlington

Ann

S$282

includes taxes & fees

20 Oct - 21 Oct

A modern living room with a wooden dining table, sofa, and fireplace.

An outdoor dining setup with a view of mountains and trees.

A spacious room with wooden floors, large windows, and black yoga mats.

A spacious room with a wooden dining table and chairs, a desk with a lamp, and large windows with curtains.

19. Aspen At Manchester

Manchester Center

Steven

S$188

includes taxes & fees

2 Nov - 3 Nov

A restaurant with tables set for dining, chairs, and a fireplace in the background.

A two-story building with a porch, American flag, and two white rocking chairs.

An outdoor dining area with a table set for six, surrounded by wicker chairs, in a garden setting with hanging planters and a lamp post.

A room with a brown leather sofa, a wooden chest labeled "The Honorable Lieutenant Captain Greenwood's Bay," and two windows with floral curtains.

20. The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

Tracey

S$323

includes taxes & fees

25 Oct - 26 Oct

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Holiday Rentals in Bennington

Cottage

A modern kitchen with wooden cabinets, stainless steel appliances, and a glass dining table.

A covered porch with chairs, a view of a street with houses, and a parked car.

< 1 Mi to Historic District! Retreat in Bennington

Bennington

"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."

Aparthotel

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

A snow-covered landscape with a wooden cabin and modern buildings.

A bar area with wooden ceiling beams, bar stools, and a long counter with bottles and glasses.

Long Trail House at Stratton Mountain Resort

Stratton

"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."

Holiday Home

A spacious living room with a wooden ceiling, large windows, a dining area, and a bookshelf.

A wooden deck with a table set for dining, a blue umbrella, and a view of a garden and pool.

A residential property with a house, a shed, and a well-maintained lawn.

A backyard with a swimming pool, surrounded by a wooden deck and a fence.

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Arlington

"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "

Cottage

A house with a unique stone exterior and a small window.

An interior with a kitchen, dining area, and seating space, featuring a unique cave-like ceiling.

A kitchen with a granite countertop, white cabinets, a black stove, and a microwave.

A stone building with a purple door, surrounded by red and pink flowers, and a stone pathway leading to it.

< 6 Mi to Arlington: 'whimsical Stone Abode!'

Arlington

"Beautiful unique space to get away and take a break!"

Cottage

A small white house with a chimney, a front porch, and a stone wall.

A kitchen with white cabinets, a blue countertop, and a wooden floor.

A bedroom with a bed, a chair, a desk, and a window.

A laundry area with two front-loading washing machines, a bench, a trash bin, and a window with a view of trees.

12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway

Manchester Center

"Wonderful location, across the road from the mountain and the stream and an old barn. It literally feels like you are in the middle of nowhere. The bedrooms were well appointed, plenty of towels and sheets. There's also a washer and dryer in the kitchen. The hallway light was full of bugs and impossible for us to find the switch to turn it off. The front door is in serious need of repair. The property manager is woefully unskilled at her job."

Cottage

A house with a stone wall, a wooden bench, and a stack of firewood.

A spacious kitchen with a central island, wooden cabinets, and a built-in oven.

A wooden cabin with a patio area featuring wicker furniture and a glass-top table.

A room with two armchairs, a small table with a lamp, and large windows with a view of a snowy landscape.

Charming Dorset Cottage Nestled in the Treetops

Dorset

Apartment

A spacious room with a large sliding glass door leading to a backyard, a black exercise bike, and a massage table.

A white wooden deck with a metal railing overlooking a pond surrounded by trees with autumn foliage.

A bedroom with a large bed, a bench, a rug, and a canopy.

Two red Adirondack chairs by a calm lake surrounded by lush greenery.

Ambient Manchester Abode w/ Deck & Pond!

Manchester Center

"The Corbett family was warming and welcoming. Their hideaway is right in the middle of Manchester and is very easy to walk to all different restaurants such as the Crooked Ram and Seasons. The grounds of the property were beautiful and relaxing. Will certainly be going back! "

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Stay near popular Bennington attractions

Bennington Battle Monument

9.0/10 (202 reviews)

This 306-foot obelisk commemorates a pivotal Revolutionary War battle and stands as Vermont's tallest structure. Ascend to the observatory for breathtaking views spanning Vermont, Massachusetts, and New York.

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Southern Vermont College

8.2/10 (22 reviews)

Explore the historic Everett Mansion on the former Southern Vermont College campus with its striking architecture. Wander the 371-acre grounds for breathtaking views of the Green Mountains in this peaceful setting.

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Prospect Mountain Cross-Country Ski Center

9.0/10 (28 reviews)

Vermont's highest-based Nordic ski centre offers over 30 kilometres of groomed trails for all skill levels. Warm up by the stone fireplace in the cosy lodge after conquering the pristine mountain routes.

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Woodford State Park

8.8/10 (11 reviews)

Vermont's highest campground at 2,400 feet, Woodford State Park surrounds pristine Adams Reservoir. Explore the lakeside trail through forests or rent a boat to fish for brook trout in this mountain sanctuary.

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Robert Frost Stone House Museum

9.2/10 (15 reviews)

You can spend an afternoon browsing the exhibits at Robert Frost Stone House Museum during your travels in Bennington. Discover the area's cosy cafes and its fascinating museums.

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Bennington Potters Yard

8.0/10 (11 reviews)

Watch skilled artisans shape clay into beautiful stoneware at this historic pottery workshop dating back to 1948. Tour the factory floor to witness the crafting process before browsing finished pieces.

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Bennington Museum

9.0/10 (50 reviews)

Home to the world's largest public collection of Grandma Moses paintings, this museum celebrates Vermont's cultural heritage. Explore Revolutionary War artefacts and view the galleries.

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Prospect Mountain Nordic Ski Center

8.6/10 (8 reviews)

Glide through 15 miles of pristine cross-country trails at this winter sports haven nestled in Vermont. Warm up in the welcoming lodge after exploring serene, snow-covered forests.

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Bennington and related destinations

Stroll through the charming city centre, where the Bennington Museum showcases local art and the famous 'Bennington Flag.' Hike up to the Bennington Battle Monument for panoramic views, then explore the covered bridges and Robert Frost's grave in nearby North Bennington.

See all hotels in Bennington

A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Top Bennington Hotel Reviews

Hampton Inn Bennington

10/10 Excellent

"Overnight stay Nice break from a long drive."

Aspen At Manchester

10/10 Excellent

"everything was amazing! Beautiful hotel, room was huge and beds sooo comfortable! Everyone was super friendly and accomodating. Cant wait to go back!"

Hampton Inn and Suites Manchester

10/10 Excellent

"Perfect for our one night stay. Rooms were clean. Staff were friendly and helpful. Restaurants within walkable distance."

The Manchester View

8/10 Good

"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous and highly recommend this hotel."

Brittany Motel

10/10 Excellent

"The remote check in worked well. The room was clean and beautiful. The snack room and fire pit was unexpected and so fun! Lovely view."

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good

"Stayed in a suite for 2 nights on a visit to see the leaves change. Overall, there were no major complaints. The property appears antique but well maintained. The suite we stayed in looked freshly renovated and was very clean and well put together. The staff were friendly and helpful. I heard that the normal rooms and rest of the property as a whole are undergoing further maintenance and renovations, so I’m excited to see it again this time next year. It’s seated right in Manchester, so everything you need to get to is within a 10 min drive, extremely convenient. 4/5 overall, would stay again."

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"

Knotty Pine

8/10 Good

"I felt a little abandoned by the manager because she had very limite hours when she was available. The was pleasant and responsive when we did see her, but . . . Bathroom was clean and all, but design didn't allow space for a woman to lay out makeup and personal items. Very limited. Beds were very comfortable. Glad to have frig and microwave."

Kimpton Taconic Hotel by IHG

10/10 Excellent

"Great place my wife and I enjoyed our stay."

More cheap stays in Bennington

The Manchester View

77 High Meadow Way & VT-7A Manchester Center VT

S$143

5 Nov - 6 Nov

includes taxes & fees

9.4/10 Exceptional! (927 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

S$147

1 Nov - 2 Nov

includes taxes & fees