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

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Check availability on Bennington Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Bennington family-friendly hotels

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 motel with a row of rooms, a flagpole, and a large tree in the foreground.
A bathroom with a sink, toilet, and bathtub.
A room with wooden paneling, a window with a white curtain, an air conditioning unit, and a wooden hanger rack.

1. Starlight Inn

Starlight Inn
Bennington
￥15,650
￥17,059 total
includes taxes & fees
Sep 30 - Oct 1
Starlight Inn
A claw machine arcade with plush toys inside, a blue and yellow vending machine, and a steering wheel control panel.
A reception desk with a wooden finish, a small plant, and a seating area with tables and chairs.
A lobby with a stone fireplace, leather sofas, and a reception desk.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a door leading to another room.

2. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
  • Family escapes to Black Bear Lodge offer mountain adventure with convenient ski shuttles and a game room for kids.
￥21,578
￥26,110 total
includes taxes & fees
Oct 1 - Oct 2
The Black Bear Lodge at Stratton Mountain Resort
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.
A bathroom with a white sink, toilet, and bathtub. There are towels hanging on a rack and a shower curtain.
A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

3. Four Winds Country Motel

Four Winds Country Motel
Manchester Center
  • A serene family retreat with seasonal pool, playground, and spacious rooms perfect for creating lasting vacation memories.
￥21,109
￥23,220 total
includes taxes & fees
Oct 25 - Oct 26
Four Winds Country Motel
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.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.

4. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
  • Family escapes flourish with pools, tennis courts, and a charming golf course, offering endless fun for all ages.
￥17,246
￥21,565 total
includes taxes & fees
Oct 19 - Oct 20
The Palmer House Resort, an Ascend Collection Hotel
A fire pit with flames, surrounded by outdoor seating and string lights.
A restaurant with wooden tables and chairs, large windows, and a chandelier.
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.

5. Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
Manchester Village Historic District
  • The perfect pool day awaits—this upscale retreat offers family-friendly fun with complimentary bicycles and pet-welcoming spaces.
￥39,825
￥50,388 total
includes taxes & fees
Oct 29 - Oct 30
Kimpton Taconic Hotel by IHG
A young girl playing frisbee in a park with a blue disc golf basket.
A large indoor swimming pool with wooden beams and a central decorative element.
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.

6. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
  • Discover adventure for all ages with an indoor pool, seasonal outdoor pool, arcade, and tennis courts in this family haven.
￥21,731
￥32,472 total
includes taxes & fees
Oct 27 - Oct 28
The Equinox Golf Resort And Spa
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 bar area with a long counter, multiple stools, and a variety of bottles.
A gazebo, a red barn, and a white house in a garden with trees and flowers.

7. Arlington Inn

Arlington Inn
Arlington
￥31,736
￥34,592 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 covered porch with wooden benches and a swing, white columns, and a view of a street and greenery.
A building with a sign reading "OFFICE" at the entrance, featuring a porch with columns and a covered entryway.

8. Weathervane Motel

Weathervane Motel
Manchester Center
  • Family paradise awaits with spacious rooms and kid-friendly entertainment near Green Mountain National Forest.
￥16,844
￥18,528 total
includes taxes & fees
Sep 30 - Oct 1
Weathervane Motel
Two children playing with wooden blocks in a room with a carpeted floor, a brown leather couch, and a wooden table with chairs.
A cozy restaurant with wooden tables and chairs, a kitchen area, and a 'GATHER' sign on the wall.
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.
A rustic lodge with a covered parking area and a mountain backdrop.

9. Aerie Inn of Vermont

Aerie Inn of Vermont
East Dorset
  • Family fun awaits in the mountains with easy lake access, outdoor playground, and cozy firepit for evening entertainment.
￥17,142
￥18,685 total
includes taxes & fees
Sep 30 - Oct 1
Aerie Inn of Vermont
A bedroom with a bed, a nightstand, a dresser, a window with curtains, and a framed botanical illustration on the wall.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
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.

10. The Landgrove

The Landgrove
Londonderry
￥34,417
￥37,515 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
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Choose what matters most at family-friendly hotels in Bennington

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Bennington

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 lobby with a stone fireplace, leather sofas, and a reception desk.
A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
Stratton
￥21,578
￥26,110 total
includes taxes & fees
Oct 1 - Oct 2
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.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
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
￥17,246
￥21,565 total
includes taxes & fees
Oct 19 - Oct 20
The Palmer House Resort, an Ascend Collection Hotel
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 bar area with a long counter, multiple stools, and a variety of bottles.
A gazebo, a red barn, and a white house in a garden with trees and flowers.

Arlington Inn

Arlington Inn
Arlington
￥31,736
￥34,592 total
includes taxes & fees
Oct 18 - Oct 19
Arlington 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.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A rustic interior with wooden beams, a fireplace, and a chandelier.

The Landgrove

The Landgrove
Londonderry
￥34,417
￥37,515 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.
A two-story white building with a red roof, a small porch, and a signboard in front.
A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

Four Winds Country Motel

Four Winds Country Motel
Manchester Center
￥21,109
￥23,220 total
includes taxes & fees
Oct 25 - Oct 26
Four Winds Country Motel
A fire pit with flames, surrounded by outdoor seating and string lights.
A restaurant with wooden tables and chairs, large windows, and a chandelier.
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
￥39,825
￥50,388 total
includes taxes & fees
Oct 29 - Oct 30
Kimpton Taconic Hotel by IHG
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.

Sun Lodge near Manchester VT, Ascend Collection Hotel

Sun Lodge near Manchester VT, Ascend Collection Hotel
Bromley Mountain
￥25,028
￥27,530 total
includes taxes & fees
Sep 30 - Oct 1
Sun Lodge near Manchester VT, Ascend Collection Hotel
View all properties

Family-friendly hotels with pools in Bennington

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
￥21,731
￥32,472 total
includes taxes & fees
Oct 27 - Oct 28
The Equinox Golf Resort And Spa
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.
An indoor swimming pool with clear water, surrounded by chairs and a bench.
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
￥17,246
￥21,565 total
includes taxes & fees
Oct 19 - Oct 20
The Palmer House Resort, an Ascend Collection Hotel
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.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A rustic interior with wooden beams, a fireplace, and a chandelier.

The Landgrove

The Landgrove
Londonderry
￥34,417
￥37,515 total
includes taxes & fees
Oct 4 - Oct 5
The Landgrove
A fire pit with flames, surrounded by outdoor seating and string lights.
A restaurant with wooden tables and chairs, large windows, and a chandelier.
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
￥39,825
￥50,388 total
includes taxes & fees
Oct 29 - Oct 30
Kimpton Taconic Hotel by IHG
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.
A two-story white building with a red roof, a small porch, and a signboard in front.
A hotel room with a bed, bedside lamps, a telephone, a window with curtains, and an air conditioning unit.
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

Four Winds Country Motel

Four Winds Country Motel
Manchester Center
￥21,109
￥23,220 total
includes taxes & fees
Oct 25 - Oct 26
Four Winds Country Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Very clean and comfortable, both perfectly quiet and spacious. If iIpass that way again I will definitely stay there."
Jeanne 1-night trip
Posted less than an hour ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Great Staff, wonderful breakfast and pet friendly. The room was perfect. Close to all."
Jacqueline 2-night trip
Posted 1 day ago
Hampton Inn Bennington
Bennington Motor Inn

Bennington Motor Inn

8/10 Good
"Roadside motor inn. Outdated, priced right, safe and reasonably clean for its age."
Jay 1-night trip
Posted 2 weeks ago
Bennington Motor Inn

Frequently asked questions

What's Bennington like for family-friendly vacations?
The destination of Bennington is a good option if you've been considering a getaway with the kids. The museums, golfing, and basketball games are just a few things that make this an attractive vacation spot for families. Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) from the city center.
When's the best time to book a family-friendly vacation in Bennington?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What's there to see and do with your family in Bennington?
While you and your family are visiting Bennington, you might want to check out some kid-friendly attractions such as Prospect Mountain Cross-Country Ski Center, Bennington Museum, and Fiddlehead at Four Corners. Make sure you have lots of time for activities like Bennington Potters Yard and Robert Frost Stone House Museum.

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