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Hotels in Bennington

November 2026
December 2026

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Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Where to stay in Bennington?

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 large bed, a nightstand with a lamp, a small table with flowers, and a sliding glass door leading to an outdoor area with chairs.

1. New Englander Inn Bennington

New Englander Inn Bennington
Bennington
$92
$100 total
includes taxes & fees
Oct 26 - Oct 27
New Englander Inn Bennington
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel lobby with a fireplace, seating area, and a bar.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

2. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
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

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$99
$107 total
includes taxes & fees
Nov 2 - Nov 3
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 compact room with a television, a small desk with a chair, a wardrobe, and a patterned floor.
A hotel room with two beds, a rocking chair, a door, and a window with curtains.
A bathroom with a sink, two hair dryers, and a mirror.

4. Bennington Motor Inn

Bennington Motor Inn
Bennington
$75
$82 total
includes taxes & fees
Nov 22 - Nov 23
Bennington Motor Inn
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 motel with a row of rooms, a flagpole, and a large tree in the foreground.
A sign for Starlight Inn in Bennington, featuring a star logo and the number 357.

5. Starlight Inn

Starlight Inn
Bennington
$99
$108 total
includes taxes & fees
Oct 25 - Oct 26
Starlight Inn
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 living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.
A building with a covered outdoor area, wooden benches, and potted plants.

6. Brittany Motel

Brittany Motel
Manchester Center
$86
$95 total
includes taxes & fees
Nov 2 - Nov 3
Brittany Motel
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.
A large, two-story house with a covered porch and multiple chimneys.
A dining room with a brick floor, large windows, and a chandelier.
A cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

7. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
$249
$271 total
includes taxes & fees
Nov 2 - Nov 3
The Four Chimneys Inn
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
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.

8. Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 25 - Oct 26
Knotty Pine
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.

9. South Shire

South Shire
Bennington
$196
$224 total
includes taxes & fees
Oct 29 - Oct 30
South Shire
A bedroom with a fireplace, two beds, a chair, and a nightstand.
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.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

10. The Manchester View

The Manchester View
Manchester Center
$113
$124 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
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
$128
$141 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A deck with white railings overlooking a forested area and a mountain in the distance.
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.
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.

12. Bromley View Inn

Bromley View Inn
Bondville
$97
$106 total
includes taxes & fees
Nov 22 - Nov 23
Bromley View Inn
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 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.

13. Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
$103
$114 total
includes taxes & fees
Nov 13 - Nov 14
Sun Lodge near Manchester VT, Ascend Collection Hotel
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A modern building with a glass facade, a brick exterior, and a metal roof.

14. Toll Road Inn

Toll Road Inn
Manchester Center
$129
$142 total
includes taxes & fees
Nov 3 - Nov 4
Toll Road Inn
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A stone wall surrounding a swimming pool with a metal handrail.
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.

15. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
$149
$180 total
includes taxes & fees
Oct 25 - Oct 26
The Black Bear Lodge at Stratton Mountain Resort
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.

16. The Olympia Lodge

The Olympia Lodge
Manchester Center
$193
$213 total
includes taxes & fees
Oct 30 - Oct 31
The Olympia Lodge
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

17. The Landgrove

The Landgrove
Londonderry
$171
$187 total
includes taxes & fees
Oct 26 - Oct 27
The Landgrove
A red house with a white picket fence, surrounded by lush greenery and trees.
A bar area with a long counter, multiple stools, and a variety of bottles.
A buffet table with various food items and a decorative centerpiece.
A two-story house with a porch and a garden area covered in yellow leaves.

18. Arlington Inn

Arlington Inn
Arlington
$202
$220 total
includes taxes & fees
Oct 26 - Oct 27
Arlington Inn
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.
A picnic table in a grassy field with a white building with a red roof in the background.
A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.

19. Four Winds Country Motel

Four Winds Country Motel
Manchester Center
$129
$142 total
includes taxes & fees
Nov 1 - Nov 2
Four Winds Country Motel
A mountain with autumn foliage and a bridge in the foreground.
A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign 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.

20. 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

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A red house with a white picket fence, surrounded by lush greenery and trees.
A bar area with a long counter, multiple stools, and a variety of bottles.
A buffet table with various food items and a decorative centerpiece.
A two-story house with a porch and a garden area covered in yellow leaves.

Arlington Inn

Arlington Inn
Arlington
Mobile Price $51 off
$229
per night
$500 total
includes taxes & fees
Arlington Inn
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 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.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District
Mobile Price $43 off
$194
per night
$490 total
includes taxes & fees
The Inn at Manchester
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

The Landgrove

The Landgrove
Londonderry
$216
per night
$471 total
includes taxes & fees
Sign in for extra savings
The Landgrove
A restaurant with tables set for dining, chairs, and a fireplace in the background.
A bedroom with a large bed, bedside tables, a small bench, and a sofa in the corner.
A two-story building with a porch, American flag, and two white rocking chairs.
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
Mobile Price $66 off
$296
per night
$651 total
includes taxes & fees
The Reluctant Panther Inn and Restaurant
A large estate with a swimming pool, tennis court, and a well-maintained lawn.
A spacious living room with a stone fireplace, leather sofas, and a television.
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.

Wilburton Inn

Wilburton Inn
Manchester
Mobile Price $48 off
$216
per night
$476 total
includes taxes & fees
Wilburton Inn
A rustic lodge with stone walls, a stone fireplace, and outdoor seating.
A rustic interior with a stone fireplace, leather sofas, wooden tables, and a large mural on the wall.
A spacious kitchen with wooden cabinets, a large island, and pendant lighting.
A wooden double door with a 'Welcome' sign above it, a deer sculpture to the right, and a lantern on the left.

Seesaw's Lodge

Seesaw's Lodge
Peru
Mobile Price $60 off
$269
per night
$585 total
includes taxes & fees
Seesaw's Lodge
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 large indoor swimming pool with wooden beams and a central decorative element.
Two people toasting with drinks on a balcony overlooking a large building with columns.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
Mobile Price $69 off
$309
per night
$804 total
includes taxes & fees
The Equinox Golf Resort And Spa

Check out pet-friendly hotels in Bennington

An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel lobby with a fireplace, seating area, and a bar.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
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.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$99
$107 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Vervana, Trademark Collection by Wyndham
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 living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.
A building with a covered outdoor area, wooden benches, and potted plants.

Brittany Motel

Brittany Motel
Manchester Center
$86
$95 total
includes taxes & fees
Nov 2 - Nov 3
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 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.

South Shire

South Shire
Bennington
$196
$224 total
includes taxes & fees
Oct 29 - Oct 30
South Shire
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
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
$128
$141 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
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.

Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 25 - Oct 26
Knotty Pine
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 motel with a row of rooms, a flagpole, and a large tree in the foreground.
A sign for Starlight Inn in Bennington, featuring a star logo and the number 357.

Starlight Inn

Starlight Inn
Bennington
$99
$108 total
includes taxes & fees
Oct 25 - Oct 26
Starlight Inn
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

The Landgrove

The Landgrove
Londonderry
$171
$187 total
includes taxes & fees
Oct 26 - Oct 27
The Landgrove
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A deck with white railings overlooking a forested area and a mountain in the distance.
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.
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.

Bromley View Inn

Bromley View Inn
Bondville
$97
$106 total
includes taxes & fees
Nov 22 - Nov 23
Bromley View Inn
A mountain with autumn foliage and a bridge in the foreground.
A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign 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 lobby with a fireplace, seating area, and a bar.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
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.

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
$99
$107 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Vervana, Trademark Collection by Wyndham
A bedroom with a fireplace, two beds, a chair, and a nightstand.
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.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.

The Manchester View

The Manchester View
Manchester Center
$113
$124 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
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
$128
$141 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
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.

Knotty Pine

Knotty Pine
Bennington
$151
$164 total
includes taxes & fees
Oct 25 - Oct 26
Knotty Pine
A large two-story house with a front porch and a well-maintained lawn.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

The Landgrove

The Landgrove
Londonderry
$171
$187 total
includes taxes & fees
Oct 26 - Oct 27
The Landgrove
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A modern building with a glass facade, a brick exterior, and a metal roof.

Toll Road Inn

Toll Road Inn
Manchester Center
$129
$142 total
includes taxes & fees
Nov 3 - Nov 4
Toll Road Inn
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
$193
$213 total
includes taxes & fees
Oct 30 - Oct 31
The Olympia Lodge
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 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.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District
$155
$196 total
includes taxes & fees
Nov 5 - Nov 6
The Inn at Manchester
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 large indoor swimming pool with wooden beams and a central decorative element.
Two people toasting with drinks on a balcony overlooking a large building with columns.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$120
$186 total
includes taxes & fees
Nov 4 - Nov 5
The Equinox Golf Resort And Spa
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 lobby with a fireplace, seating area, and a bar.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

Hampton Inn Bennington

Hampton Inn Bennington
Bennington
$155
$169 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

South Shire

South Shire
Bennington
$196
$224 total
includes taxes & fees
Oct 29 - Oct 30
South Shire
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.
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
$128
$141 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A garden with various flowers and a stream.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A modern building with a glass facade, a brick exterior, and a metal roof.

Toll Road Inn

Toll Road Inn
Manchester Center
$129
$142 total
includes taxes & fees
Nov 3 - Nov 4
Toll Road Inn
A red house with a white picket fence, surrounded by lush greenery and trees.
A bar area with a long counter, multiple stools, and a variety of bottles.
A buffet table with various food items and a decorative centerpiece.
A two-story house with a porch and a garden area covered in yellow leaves.

Arlington Inn

Arlington Inn
Arlington
$202
$220 total
includes taxes & fees
Oct 26 - Oct 27
Arlington Inn
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.
A stone wall surrounding a swimming pool with a metal handrail.
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.

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
$149
$180 total
includes taxes & fees
Oct 25 - Oct 26
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.
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.
An indoor swimming pool with clear water, surrounded by chairs and a bench.

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
$107
$135 total
includes taxes & fees
Nov 22 - Nov 23
The Palmer House Resort, an Ascend Collection Hotel
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 large indoor swimming pool with wooden beams and a central decorative element.
Two people toasting with drinks on a balcony overlooking a large building with columns.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
$120
$186 total
includes taxes & fees
Nov 4 - Nov 5
The Equinox Golf Resort And Spa
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 wooden deck with potted plants, a white chair, and a scenic view of hills and trees.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.

Hill Farm Inn

Hill Farm Inn
Arlington
$259
$507 total
includes taxes & fees
Nov 15 - Nov 16
Hill Farm Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A spacious living room with a fireplace, leather sofa, and a large window offering a view of the outdoors.
A snow-covered landscape with a wooden cabin and modern buildings.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
Stratton
$355
$441 total
includes taxes & fees
Oct 25 - Oct 26
Long Trail House at Stratton Mountain Resort
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Go beyond your typical stay in Bennington

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Pet friendly
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Resort
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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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Prospect Mountain Nordic Ski Center

8.6/10 (8 reviews)
Skiers and snowboarders might want to test out the slopes at Prospect Mountain Nordic Ski Center, a top skiing spot in the heart of Woodford. If you master the slopes, Prospect Mountain Cross-Country Ski Center is also located nearby.
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Bennington Museum

9.0/10 (50 reviews)
If museums are on your list of things to see, then you might want to head to Bennington Museum, located in the heart of Old Bennington.If you want to see more of the museums in Old Bennington, Robert Frost Stone House Museum isn't far either.
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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 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.

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

Check out reviews of Bennington hotels guests love

A rustic lodge with stone walls, a stone fireplace, and outdoor seating.
A rustic interior with a stone fireplace, leather sofas, wooden tables, and a large mural on the wall.
A spacious kitchen with wooden cabinets, a large island, and pendant lighting.
A wooden double door with a 'Welcome' sign above it, a deer sculpture to the right, and a lantern on the left.

Seesaw's Lodge

Seesaw's Lodge
Peru

10/10 Exceptional

United States
Michelle
Seesaw's Lodge
A modern living room with a fireplace, large windows, and a cozy seating area.
A large building with a symmetrical facade, a central entrance with a glass door, and two smaller structures on either side.
A modern living room with a large sofa, a coffee table, and a fireplace.
An outdoor seating area with tables and chairs, a large umbrella, and string lights.

Inn At Mount Snow

Inn At Mount Snow
West Dover

10/10 Exceptional

United States
Steven
Inn At Mount Snow
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 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.

The Inn at Manchester

The Inn at Manchester
Manchester Village Historic District

10/10 Exceptional

United States
Mary
The Inn at Manchester
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.
A cozy living room with a fireplace, wooden walls, a sofa, and a dining area.
A two-story house with a porch and a covered area, surrounded by trees and a driveway.
A bar area with wooden stools, a bar counter, and a liquor cabinet.

The Wilmington Inn

The Wilmington Inn
Wilmington

10/10 Exceptional

United States
Sophia
The Wilmington Inn
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.
A bathroom with a large bathtub, a mirror with a gold frame, and a wooden chair with a towel.
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.

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 bedroom with a large bed, bedside tables, a small bench, and a sofa in the corner.
A two-story building with a porch, American flag, and two white rocking chairs.
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 wooden deck with potted plants, a white chair, and a scenic view of hills and trees.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.

Hill Farm Inn

Hill Farm Inn
Arlington

10/10 Exceptional

United States
Michael
Hill Farm Inn
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.
A large, two-story house with a covered porch and multiple chimneys.
A dining room with a brick floor, large windows, and a chandelier.
A cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

The Four Chimneys Inn

The Four Chimneys Inn
Bennington

10/10 Exceptional

United States
Randall
The Four Chimneys Inn
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 mountain with autumn foliage and a bridge in the foreground.
A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign 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
Stephen
Aerie Inn of Vermont
A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.
A bedroom with a large bed, a desk with a chair, a television, and a refrigerator.
A row of red buildings with numbered doors, surrounded by a landscaped garden with various plants and a stone wall.
A large, red, two-story building with multiple rooms, surrounded by a lush green forest and a mountain in the background.

North Shire Lodge

North Shire Lodge
Manchester Center

10/10 Exceptional

United States
James
North Shire Lodge
A fire pit with flames, surrounded by outdoor seating and string lights.
A restaurant with wooden tables and chairs, large windows, and a chandelier.
An outdoor dining area with round tables, chairs, and string lights.
A restaurant interior with a bar area, multiple dining tables set with plates, glasses, and cutlery, and a large window displaying various bottles.

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 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.

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 garden with various flowers and a stream.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A modern building with a glass facade, a brick exterior, and a metal roof.

Toll Road Inn

Toll Road Inn
Manchester Center

10/10 Exceptional

United States
Abby
Toll Road Inn
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 living room with a sofa, a coffee table, a chess table, a TV, and a gaming console.
A building with a covered outdoor area, wooden benches, and potted plants.

Brittany Motel

Brittany Motel
Manchester Center

10/10 Exceptional

United States
Heaven
Brittany Motel
A cozy room with a fireplace, green sofas, a pool table, and a lamp.
A deck with white railings overlooking a forested area and a mountain in the distance.
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.
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.

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 glass of red wine on a stone surface with a fire in the background.
A hotel room with two single beds, a nightstand with a lamp, and wall decorations of trees.
A welcome sign for Stanford House in Manchester, Vermont.

Stanford House

Stanford House
Manchester Center

10/10 Exceptional

United States
Sarika
Stanford House

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.