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Hotels in Bennington

October 2026
1
November 2026

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This weekend
Oct 2 - Oct 4
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Oct 9 - Oct 11

Where to stay in Bennington?

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Bennington
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.
A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.
A modern kitchen area with built-in appliances, wooden tables, and red chairs.
A hotel room with a large bed, a nightstand with a lamp, a small table with flowers, and a sliding glass door leading to an outdoor area with chairs.

2. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
$92
$100 total
includes taxes & fees
Oct 25 - Oct 26
New Englander Inn Bennington
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 hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

3. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$110
$120 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Vervana, Trademark Collection by Wyndham
A two-story building with a white exterior, a porch with a white railing, and a staircase leading to the upper floor.
A bathroom with a sink, two hair dryers, and a mirror.
A compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.
A BENNINGTON MOTOR INN sign with amenities like free continental breakfast and free wireless internet.

4. Bennington Motor Inn

Bennington Motor Inn
Bennington
$89
$97 total
includes taxes & fees
Oct 4 - Oct 5
Bennington Motor Inn
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 traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

5. South Shire

South Shire
Bennington
$210
$239 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.
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.
A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

6. Brittany Motel

Brittany Motel
Manchester Center
$86
$95 total
includes taxes & fees
Oct 20 - Oct 21
Brittany Motel
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a chair.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.

7. The Manchester View

The Manchester View
Manchester Center
$112
$123 total
includes taxes & fees
Nov 1 - Nov 2
The Manchester View
A large tree with orange leaves in a grassy field.
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.
A sign for Starlight Inn in Bennington, featuring a star logo and the number 357.
A motel with a row of rooms, a flagpole, and a large tree in the foreground.

8. Starlight Inn

Starlight Inn
Bennington
$90
$98 total
includes taxes & fees
Nov 1 - Nov 2
Starlight Inn
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 motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A white motel named Knotty Pine with a signboard, windows, and flower planters.

9. Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 4 - Oct 5
Knotty Pine
A row of single-story cabins with individual porches, each featuring a chair and a small table.
A row of single-story cabins with porch seating and a covered walkway.
A small boat with three people on a calm lake surrounded by greenery and houses.
A hotel room with a four-poster bed, two bedside lamps, a nightstand with a telephone and a red vase, and a framed picture on the wall.

10. West Road Motel

West Road Motel
Bennington
$99
$108 total
includes taxes & fees
Oct 4 - Oct 5
West Road Motel
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

Hampton Inn and Suites Manchester
Manchester Center
$147
$161 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
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 deck with white railings overlooking a forested area and a mountain in the distance.

12. Bromley View Inn

Bromley View Inn
Bondville
$86
$95 total
includes taxes & fees
Nov 1 - Nov 2
Bromley View Inn
A mountain with autumn foliage and a bridge in the foreground.
A room with four light-colored armchairs arranged around a wooden coffee table, a stone wall with a shelf, and a framed map on the wall.
A rustic lodge with a covered parking area and a mountain backdrop.
A circular seating arrangement with Adirondack chairs around a central fire pit, set on a gravel area with a grassy field and trees in the background.

13. Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset
$127
$138 total
includes taxes & fees
Oct 25 - Oct 26
Aerie Inn of Vermont
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.

14. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$96
$122 total
includes taxes & fees
Nov 1 - Nov 2
The Palmer House Resort, an Ascend Collection Hotel
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 swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

15. Toll Road Inn

Toll Road Inn
Manchester Center
$143
$157 total
includes taxes & fees
Nov 1 - Nov 2
Toll Road Inn
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 a wooden dining table and chairs, a desk with a lamp, and large windows with curtains.
A spacious living area with a sofa, coffee table, and a dining table with chairs.

16. Aspen At Manchester

Aspen At Manchester
Manchester Center
$135
$160 total
includes taxes & fees
Oct 25 - Oct 26
Aspen At Manchester
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.
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.

17. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
$149
$180 total
includes taxes & fees
Oct 4 - Oct 5
The Black Bear Lodge at Stratton Mountain Resort
A red house with a white picket fence, surrounded by lush greenery and trees.
A buffet table with various food items and a decorative centerpiece.
A gazebo, a red barn, and a white house in a garden with trees and flowers.
A bar area with a long counter, multiple stools, and a variety of bottles.

18. Arlington Inn

Arlington Inn
Arlington
$202
$220 total
includes taxes & fees
Oct 18 - Oct 19
Arlington Inn
A stone fountain surrounded by rocks, with a house in the background.
A room with a wooden floor, a patterned rug, a wooden desk with a chair, and a wall clock.
A spacious living area with large windows, a fireplace, and a dining table.
A covered porch with wooden benches and a swing, white columns, and a view of a street and greenery.

19. Weathervane Motel

Weathervane Motel
Manchester Center
$119
$131 total
includes taxes & fees
Oct 4 - Oct 5
Weathervane Motel
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.
A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.
A large indoor swimming pool with wooden beams and a central decorative element.

20. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$121
$186 total
includes taxes & fees
Nov 1 - Nov 2
The Equinox Golf Resort And Spa
View all properties

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A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.
A two-story hotel with a covered entrance, large windows, and a landscaped front yard with flower beds.
A modern kitchen area with built-in appliances, wooden tables, and red chairs.
A hotel room with a large bed, a nightstand with a lamp, a small table with flowers, and a sliding glass door leading to an outdoor area with chairs.

New Englander Inn Bennington

New Englander Inn Bennington
Bennington
$207
per night
$452 total
includes taxes & fees
New Englander Inn Bennington
A large tree with orange leaves in a grassy field.
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.
A sign for Starlight Inn in Bennington, featuring a star logo and the number 357.
A motel with a row of rooms, a flagpole, and a large tree in the foreground.

Starlight Inn

Starlight Inn
Bennington
$156
per night
$341 total
includes taxes & fees
Starlight Inn
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$427
per night
$930 total
includes taxes & fees
Hampton Inn Bennington
A row of single-story cabins with individual porches, each featuring a chair and a small table.
A row of single-story cabins with porch seating and a covered walkway.
A small boat with three people on a calm lake surrounded by greenery and houses.
A hotel room with a four-poster bed, two bedside lamps, a nightstand with a telephone and a red vase, and a framed picture on the wall.

West Road Motel

West Road Motel
Bennington
$119
per night
$259 total
includes taxes & fees
West Road Motel
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 motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A white motel named Knotty Pine with a signboard, windows, and flower planters.

Knotty Pine

Knotty Pine
Bennington
$277
per night
$604 total
includes taxes & fees
Sign in for extra savings
Knotty Pine
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a chair.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.

The Manchester View

The Manchester View
Manchester Center
$576
per night
$1,267 total
includes taxes & fees
Sign in for extra savings
The Manchester View
A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.
A hotel room with a bed, a chair, a table, and a view of mountains through a large window.
A dining area with a wooden table and chairs, a window with a view, and a bookshelf with books and decorative items.
A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.

Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
$370
per night
$813 total
includes taxes & fees
Sun Lodge near Manchester VT, Ascend Collection Hotel
A swimming pool with clear blue water, surrounded by snow-covered trees and a white fence.
A building with a sign reading 'Fire Tower Restaurant & Bar' with a brick facade and large windows.
A neatly made bed with a headboard, two bedside lamps, a framed picture on the wall, and a window with curtains.
A room with two beds covered in dark and white linens, a wooden cabinet with bottles, and a painting of a forest.

Stratton Mountain Resort

Stratton Mountain Resort
Stratton
Stratton Mountain Resort
A modern microhotel with a prominent 'MICROHOTEL BY WYNDHAM' sign, featuring a glass facade and a clean, geometric design.
Terrace/patio
Interior
Pool

The Chalet Motel

The Chalet Motel
Manchester Center
The Chalet Motel

Check out pet-friendly hotels in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Bennington
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 hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$110
$120 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Vervana, Trademark Collection by Wyndham
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 motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A white motel named Knotty Pine with a signboard, windows, and flower planters.

Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 4 - Oct 5
Knotty Pine
A large tree with orange leaves in a grassy field.
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.
A sign for Starlight Inn in Bennington, featuring a star logo and the number 357.
A motel with a row of rooms, a flagpole, and a large tree in the foreground.

Starlight Inn

Starlight Inn
Bennington
$90
$98 total
includes taxes & fees
Nov 1 - Nov 2
Starlight Inn
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.
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.
A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

Brittany Motel

Brittany Motel
Manchester Center
$86
$95 total
includes taxes & fees
Oct 20 - Oct 21
Brittany Motel
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 traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

South Shire

South Shire
Bennington
$210
$239 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.
A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.
A large indoor swimming pool with wooden beams and a central decorative element.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$121
$186 total
includes taxes & fees
Nov 1 - Nov 2
The Equinox Golf Resort And Spa
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.
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.

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
$149
$180 total
includes taxes & fees
Oct 4 - Oct 5
The Black Bear Lodge at Stratton Mountain Resort
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.

The Landgrove

The Landgrove
Londonderry
$214
$233 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
A mountain with autumn foliage and a bridge in the foreground.
A room with four light-colored armchairs arranged around a wooden coffee table, a stone wall with a shelf, and a framed map on the wall.
A rustic lodge with a covered parking area and a mountain backdrop.
A circular seating arrangement with Adirondack chairs around a central fire pit, set on a gravel area with a grassy field and trees in the background.

Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset
$127
$138 total
includes taxes & fees
Oct 25 - Oct 26
Aerie Inn of Vermont
View all properties

You may also like hotels with pools in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Bennington
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 hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$110
$120 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Vervana, Trademark Collection by Wyndham
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 motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A white motel named Knotty Pine with a signboard, windows, and flower planters.

Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 4 - Oct 5
Knotty Pine
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.
A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.
A large indoor swimming pool with wooden beams and a central decorative element.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$121
$186 total
includes taxes & fees
Nov 1 - Nov 2
The Equinox Golf Resort And Spa
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a chair.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A living room with a fireplace, a sofa, a coffee table, a cabinet, and two chairs.

The Manchester View

The Manchester View
Manchester Center
$112
$123 total
includes taxes & fees
Nov 1 - Nov 2
The Manchester View
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$96
$122 total
includes taxes & fees
Nov 1 - Nov 2
The Palmer House Resort, an Ascend Collection Hotel
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.

The Landgrove

The Landgrove
Londonderry
$214
$233 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
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.

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
$147
$161 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
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 swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

Toll Road Inn

Toll Road Inn
Manchester Center
$143
$157 total
includes taxes & fees
Nov 1 - Nov 2
Toll Road Inn
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 a wooden dining table and chairs, a desk with a lamp, and large windows with curtains.
A spacious living area with a sofa, coffee table, and a dining table with chairs.

Aspen At Manchester

Aspen At Manchester
Manchester Center
$135
$160 total
includes taxes & fees
Oct 25 - Oct 26
Aspen At Manchester
View all properties

You can also stay at hotels with a hot tub in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Bennington
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 traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

South Shire

South Shire
Bennington
$210
$239 total
includes taxes & fees
Oct 30 - Oct 31
South Shire
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.
A room with a fireplace, a sofa, a dining table with chairs, and large windows offering a view of the outside.
A large indoor swimming pool with wooden beams and a central decorative element.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$121
$186 total
includes taxes & fees
Nov 1 - Nov 2
The Equinox Golf Resort And Spa
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.
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.

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
$149
$180 total
includes taxes & fees
Oct 4 - Oct 5
The Black Bear Lodge at Stratton Mountain Resort
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$96
$122 total
includes taxes & fees
Nov 1 - Nov 2
The Palmer House Resort, an Ascend Collection Hotel
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 swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

Toll Road Inn

Toll Road Inn
Manchester Center
$143
$157 total
includes taxes & fees
Nov 1 - Nov 2
Toll Road Inn
A red house with a white picket fence, surrounded by lush greenery and trees.
A buffet table with various food items and a decorative centerpiece.
A gazebo, a red barn, and a white house in a garden with trees and flowers.
A bar area with a long counter, multiple stools, and a variety of bottles.

Arlington Inn

Arlington Inn
Arlington
$202
$220 total
includes taxes & fees
Oct 18 - Oct 19
Arlington Inn
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.

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
$147
$161 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
A swimming pool with a view of a barn and mountains in the background.
A rustic room with wooden floors, a metal cart, shelves with plants, and a refrigerator.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.
A two-story house with a porch and outdoor seating area.

Hill Farm Inn

Hill Farm Inn
Arlington
$299
$551 total
includes taxes & fees
Oct 25 - Oct 26
Hill Farm Inn
A large estate with a swimming pool, tennis court, and a well-maintained lawn.
A cozy room with green upholstered chairs, a wooden coffee table, and bookshelves filled with books. A red patterned rug is on the floor, and a chandelier hangs from the ceiling.
A group of people seated on white chairs outdoors in front of a large brick building with a covered patio.
A spacious living room with a stone fireplace, leather sofas, and a television.

Wilburton Inn

Wilburton Inn
Manchester
$423
$465 total
includes taxes & fees
Oct 4 - Oct 5
Wilburton Inn
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Go beyond your typical stay in Bennington

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Spa
Spa
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Resort
Resort
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Family friendly
Family friendly
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Apart hotel
Apart hotel
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Cottage
Cottage
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Apart­ment
Apart­ment
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Condo
Condo
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Villa
Villa
Our prices for hotels in Bennington are cheapest in March

Price trends for hotels in Bennington

Pricing is based on two traveler single night rates
View properties in October

October

High 14°C / low 5°C. Cloudy most days.
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Monthly weather averages (˚C)

Top landmarks in Bennington

Bennington Battle Monument

9.0/10 (202 reviews)
Bennington Battle Monument is 0.4 mi (0.6 km) from central Old Bennington, why not stop by during your stay.
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Southern Vermont College

8.2/10 (22 reviews)
If you'd like to get a taste of Bennington student life, check out Southern Vermont College, located 1.1 mi (1.8 km) from central Bennington.
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Prospect Mountain Cross-Country Ski Center

9.0/10 (28 reviews)
Skiers and snowboarders might want to test out the slopes at Prospect Mountain Cross-Country Ski Center, a skiing spot located 0.5 mi (0.9 km) from central Woodford. If you master the slopes, Prospect Mountain Nordic Ski Center is also located nearby.
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Woodford State Park

8.8/10 (11 reviews)
Woodford State Park is 2.1 mi (3.3 km) from central Woodford, why not stop by during your stay.
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Bennington Center for the Arts

8.6/10 (22 reviews)
Bennington Center for the Arts is 0.8 mi (1.2 km) from central Bennington, why not stop by during your stay. If you have fun at Bennington Center for the Arts, you'll love Bennington Arts Guild Gallery, located nearby.
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Robert Frost Stone House Museum

9.2/10 (15 reviews)
If museums are on your list of things to see in Bennington, then you might want to head to Robert Frost Stone House Museum. If you want to see more of the museums in Bennington, Bennington Museum isn't far either.
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Bennington Potters Yard

8.0/10 (11 reviews)
If you like shopping, take time out to go to Bennington Potters Yard when in Bennington. Splash some more cash at Fiddlehead at Four Corners.
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Old First Congregational Church

9.6/10 (12 reviews)
If you're planning a bit of sightseeing during your trip, head to Old First Congregational Church— just one of the monuments in central Old Bennington. You can also discover the museums and art galleries in the area— your sightseeing tour starts here.
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Bennington and related destinations

Beneath the watchful Bennington Battle Monument, this Vermont town blends Revolutionary War history with artistic flair. The Old First Church cemetery holds poet Robert Frost's grave, marked with his own "I had a lover's quarrel with the world." At Bennington Museum, Grandma Moses paintings capture rural life with childlike wonder and surprising depth. Downtown's historic buildings house pottery studios and galleries where local craftspeople continue centuries-old traditions. Hiking trails on Monument Mountain reward with panoramic views that inspired generations of painters. In winter, Prospect Mountain offers cross-country skiing through silent forests. Don't miss the quirky collection of covered bridges scattered throughout the surrounding countryside.

See all hotels in Bennington
A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Check out reviews of Bennington hotels guests love

A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.
A cozy living room with a fireplace, bookshelves, and comfortable seating.
A bar area with wooden flooring, a leather sofa, and a bar counter with a variety of liquor bottles.
A swimming pool with lounge chairs, a red building with a tower, and lush greenery.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District

10/10 Exceptional

United States
Mary
The Inn at Manchester
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.
A traditional bedroom with a four-poster bed, a large bookcase, and a classic wooden floor.
A covered porch with wicker furniture, a white railing, and a view of greenery.
A large, white two-story house with a stone wall and yellow flowers in the foreground.

The Inn at Ormsby Hill

The Inn at Ormsby Hill
Manchester Center

10/10 Exceptional

United States
Anonymous traveler
The Inn at Ormsby Hill
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.

The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
Manchester Village Historic District

10/10 Exceptional

United States
Anonymous traveler
The Reluctant Panther Inn and Restaurant
A swimming pool with a view of a barn and mountains in the background.
A rustic room with wooden floors, a metal cart, shelves with plants, and a refrigerator.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.
A two-story house with a porch and outdoor seating area.

Hill Farm Inn

Hill Farm Inn
Arlington

10/10 Exceptional

United States
Michael
Hill Farm Inn
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.
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.
A living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.

Brittany Motel

Brittany Motel
Manchester Center

10/10 Exceptional

United States
Heaven
Brittany Motel
A mountain with autumn foliage and a bridge in the foreground.
A room with four light-colored armchairs arranged around a wooden coffee table, a stone wall with a shelf, and a framed map on the wall.
A rustic lodge with a covered parking area and a mountain backdrop.
A circular seating arrangement with Adirondack chairs around a central fire pit, set on a gravel area with a grassy field and trees in the background.

Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset

10/10 Exceptional

United States
Lisa
Aerie Inn of Vermont
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.
A welcoming entrance with a 'WELCOME' sign, a red door, and various seasonal flowers and decorations.
A cozy living room with wooden furniture, a coffee table, and a fireplace.
A traditional chalet with a sloped roof, flower boxes on the balcony, and a star-shaped emblem.

The Olympia Lodge

The Olympia Lodge
Manchester Center

10/10 Exceptional

United States
Brad
The Olympia Lodge
A fire pit with flames, surrounded by outdoor seating and string lights.
A living room with a sofa, armchair, and a table with books.
A white building with a covered entrance, surrounded by white chairs arranged in rows, and string lights overhead.
A living room with a beige armchair, a small round table, a wooden bookcase, and patterned curtains.

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
Manchester Village Historic District

10/10 Exceptional

United States
john
Kimpton Taconic Hotel by IHG
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 traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

South Shire

South Shire
Bennington

10/10 Exceptional

United States
Lisa
South Shire
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 swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.

Toll Road Inn

Toll Road Inn
Manchester Center

10/10 Exceptional

United States
Abby
Toll Road Inn
A large estate with a swimming pool, tennis court, and a well-maintained lawn.
A cozy room with green upholstered chairs, a wooden coffee table, and bookshelves filled with books. A red patterned rug is on the floor, and a chandelier hangs from the ceiling.
A group of people seated on white chairs outdoors in front of a large brick building with a covered patio.
A spacious living room with a stone fireplace, leather sofas, and a television.

Wilburton Inn

Wilburton Inn
Manchester

10/10 Exceptional

United States
Happy customer
Wilburton Inn
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 deck with white railings overlooking a forested area and a mountain in the distance.

Bromley View Inn

Bromley View Inn
Bondville

10/10 Exceptional

United States
Rich
Bromley View Inn
Two people sitting by a stone fire pit with a grassy field and mountains in the background.
A welcome sign for Stanford House in Manchester, Vermont.
A hotel room with two single beds, a nightstand with a lamp, and wall decorations of trees.
A two-story building with a red facade and white trim, featuring a garage and a covered porch area.

Stanford House

Stanford House
Manchester Center

10/10 Exceptional

United States
Sarika
Stanford House
A red house with a white picket fence, surrounded by lush greenery and trees.
A buffet table with various food items and a decorative centerpiece.
A gazebo, a red barn, and a white house in a garden with trees and flowers.
A bar area with a long counter, multiple stools, and a variety of bottles.

Arlington Inn

Arlington Inn
Arlington

10/10 Exceptional

United States
Keith
Arlington Inn
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 a wooden dining table and chairs, a desk with a lamp, and large windows with curtains.
A spacious living area with a sofa, coffee table, and a dining table with chairs.

Aspen At Manchester

Aspen At Manchester
Manchester Center

10/10 Exceptional

United States
Anonymous traveler
Aspen At Manchester
A cozy room with a sofa, armchair, and round table, decorated with leaf-patterned artwork and a lamp.
A hotel room with a bed, a chair, a table, and a view of mountains through a large window.
A dining area with a wooden table and chairs, a window with a view, and a bookshelf with books and decorative items.
A multi-story hotel with balconies, a ski slope in the background, and a clear blue sky.

Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain

10/10 Exceptional

United States
Anonymous traveler
Sun Lodge near Manchester VT, Ascend Collection Hotel
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
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.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington

10/10 Exceptional

United States
Andrrw
Hampton Inn Bennington

Frequently Asked Questions

What hotels do travelers like in Bennington?

Guests like Hotel Vervana, Trademark Collection by Wyndham, Knotty Pine and Bennington Motor Inn.

Can I book a refundable accommodation in Bennington?

If you're looking for the flexibility to change your plans to Bennington, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I consider staying in Bennington if I'm looking for a reasonably priced accommodation?

An inexpensive option worth considering is Hotel Vervana, Trademark Collection by Wyndham. You may want to browse more choices on our site, including 5 motels.

Where can I stay in Bennington if I want a vacation rental instead of a hotel?

If you're looking for a good alternative to a hotel, review our selection of 16 vacation homes. You can also consider one of the 8 apartments or 8 cottages.

What will the weather in Bennington be like during my vacation?

July and August are typically the warmest months in Bennington when the average temp is 66°F. January and February are the coldest months when the average temperature is 26°F. October and June are the months with the most rain.

Why should I book my Bennington accommodation with Hotels.com?

There are lots of reasons to book your Bennington trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.