Hotels in Bennington

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Oct 31 - Nov 1
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Where to stay in Bennington?

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

1. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,000 reviews)
Steps from Bennington Battle Monument, this hotel offers year-round swimming in the indoor pool. Guests appreciate the helpful staff, free breakfast, and convenient parking. The fitness center keeps routines on track while exploring Old First Congregational Church nearby.
The price is $155
$169 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Bennington
A hotel reception area with a modern design, featuring a reception desk, seating area, and artwork on the walls.

2. New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (1,001 reviews)
This quiet hotel offers a seasonal outdoor pool and fitness center just minutes from Bennington Battle Monument and Museum. Enjoy free WiFi, parking, and breakfast before exploring nearby attractions. Friendly staff ensure a peaceful, comfortable stay.
The price is $92
$100 total
includes taxes & fees
Nov 2 - Nov 3
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.

3. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,004 reviews)
This ski-focused hotel offers free breakfast, WiFi, and parking near Bennington Museum. Enjoy the seasonal outdoor pool, tennis court, and fitness center after a day on the slopes. Guests rave about the helpful staff and clean, comfortable rooms.
The price is $97
$106 total
includes taxes & fees
Nov 16 - Nov 17
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.

4. Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.6 out of 10, Good, (508 reviews)
Set in a quiet area of Bennington, this motor inn provides complimentary WiFi and parking. Adventure enthusiasts will appreciate the nearby hiking trails and mountain biking routes, while Hemmings Motor News and Harmon Hill attractions are just minutes away.
The price is $75
$82 total
includes taxes & fees
Nov 29 - Nov 30
Bennington Motor Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.

5. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (139 reviews)
Discover Bennington's artistic side from this welcoming inn near Bennington Arts Guild Gallery and Fiddlehead at Four Corners. Enjoy a drink at the bar after your day's adventures. The helpful staff and convenient free WiFi and parking enhance your Vermont getaway.
The price is $161
$187 total
includes taxes & fees
Nov 1 - Nov 2
South Shire
A spacious living room with a fireplace, a piano, and a dining area with round tables and chairs.

6. Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.0 out of 10, Very good, (189 reviews)
The price is $119
$129 total
includes taxes & fees
Nov 1 - Nov 2
Knotty Pine
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

7. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
This historic B&B offers elegant accommodations near Bennington Museum and Old First Congregational Church. Enjoy complimentary breakfast in the garden, unwind with drinks at the lounge, or relax on the terrace after a day of exploring Vermont's cultural gems.
The price is $249
$271 total
includes taxes & fees
Nov 3 - Nov 4
The Four Chimneys Inn
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

8. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1,003 reviews)
This welcoming Manchester Center hotel places you near designer outlets and the American Museum of Fly Fishing. Jump into the indoor pool, unwind in the hot tub, or maintain your workout in the fitness center. Every room includes a microwave and refrigerator for added convenience.
The price is $128
$141 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn and Suites Manchester
A bedroom with a wooden floor, a bed, a dresser, a television, and a window with blinds.

9. Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, Good, (235 reviews)
Wake up to scenic trails outside this Vermont hotel, where hiking and snowmobiling await. Near Robert Frost Stone House Museum and Norman Rockwell Exhibition, you'll appreciate the thoughtful touches of free WiFi, parking, and daily housekeeping.
The price is $105
$114 total
includes taxes & fees
Nov 29 - Nov 30
Starlight Inn
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

10. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (452 reviews)
Escape to Manchester Center's Brittany Motel, where hiking and snowboarding adventures await. Rooms stay refreshingly clean with daily housekeeping, while friendly staff earn consistent praise. Visit nearby Hildene and Mount Equinox, then unwind in the garden.
The price is $86
$95 total
includes taxes & fees
Nov 9 - Nov 10
Brittany Motel
A bedroom with a fireplace, two beds, a chair, and a nightstand.

11. The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (954 reviews)
Nestled in Manchester Center near Bromley Mountain Ski Resort, this hotel offers free breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool after hiking nearby trails. Guests love the helpful staff, clean rooms, and prime location for outdoor adventures.
The price is $113
$124 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A cozy room with a fireplace, green sofas, a pool table, and a lamp.

12. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (501 reviews)
Tucked between Stratton and Bromley Mountain ski resorts, this charming B&B offers adventure seekers a perfect base. Enjoy hiking trails and mountain biking in warmer months, then unwind in the garden or bar after a day outdoors. Free breakfast and WiFi enhance your Vermont retreat.
The price is $90
$99 total
includes taxes & fees
Nov 30 - Dec 1
Bromley View Inn
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.

13. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.0 out of 10, Very good, (1,002 reviews)
Escape to Vermont's mountains at this Manchester Center resort near Bromley Mountain. After a round of golf, relax in the hot tub or enjoy American cuisine at Clove + Maple restaurant. The helpful staff and clean rooms earn consistent praise from fellow travelers.
The price is $93
$118 total
includes taxes & fees
Nov 22 - Nov 23
The Palmer House Resort, an Ascend Collection Hotel
A red house with a white picket fence, surrounded by lush greenery and trees.

14. Arlington Inn

Arlington Inn
3.0 star property
Arlington
8.8 out of 10, Excellent, (209 reviews)
Immerse in Vermont's charm at this Arlington inn, adjacent to a golf course where deep-tissue massages await. Relax with a drink at the bar, unwind on the terrace, or stroll through gardens. Near Saint James Cemetery and Sugar Shack, with free breakfast, WiFi, and parking.
The price is $202
$220 total
includes taxes & fees
Nov 1 - Nov 2
Arlington Inn
A covered patio area with a wicker sofa, a round table with drinks, and a chair.

15. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (677 reviews)
The price is $115
$179 total
includes taxes & fees
Nov 23 - Nov 24
The Equinox Golf Resort And Spa
A large two-story house with a front porch and a well-maintained lawn.

16. The Landgrove

The Landgrove
3.5 star property
Londonderry
9.4 out of 10, Exceptional, (15 reviews)
The price is $158
$172 total
includes taxes & fees
Nov 1 - Nov 2
The Landgrove
A swimming pool with a clear blue water, surrounded by green grass and tall trees.

17. Toll Road Inn

Toll Road Inn
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (558 reviews)
Tucked into the Green Mountains of Manchester Center, this inn offers a refreshing seasonal outdoor pool and hot tub to soothe muscles after exploring. Just 15 minutes from Bromley Mountain Ski Resort and near Gander Gallery with free WiFi and parking.
The price is $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.

18. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.8 out of 10, Good, (1,001 reviews)
Immerse in Vermont's alpine charm at this mountain retreat offering a free ski shuttle to the slopes. After skiing, unwind in the hot tub or sauna, then enjoy American cuisine at Table 43.1 restaurant or relax in one of 2 bars. Free breakfast, WiFi and parking included.
The price is $149
$180 total
includes taxes & fees
Nov 1 - Nov 2
The Black Bear Lodge at Stratton Mountain Resort
A cozy cabin interior with a fireplace, wooden walls, a checkered chair, and a large window allowing natural light.

19. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (579 reviews)
Nestled in Manchester Center, this charming motel offers free breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool and garden terrace after exploring nearby Bromley Mountain Ski Resort or hiking trails. Each room features convenient refrigerators and microwaves.
The price is $129
$142 total
includes taxes & fees
Nov 1 - Nov 2
Four Winds Country Motel
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

20. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (398 reviews)
This charming B&B offers a tranquil garden setting with free breakfast, WiFi, and parking. Sip drinks at the bar/lounge after exploring nearby American Museum of Fly Fishing or Golf Club at Equinox. Guests consistently praise the helpful staff.
The price is $155
$196 total
includes taxes & fees
Nov 5 - Nov 6
The Inn at Manchester
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.
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Check out pet-friendly hotels in Bennington

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

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1000)
The price is $155
$169 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Bennington
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You may also like hotels with hot tubs in Bennington

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

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1000)
The price is $155
$169 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Bennington
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You can also stay at hotels with a pool in Bennington

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

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1000)
The price is $155
$169 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Bennington
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.
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Go beyond your typical stay in Bennington

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Pet friendly
Pet friendly
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Hot tub

When is the best time to visit Bennington?

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
Currently viewing crowd sizes and weather for October.

October

High 14°C / low 5°C. Cloudy most days.
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October, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny 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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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 two-story house with a porch, a fountain, and a flag.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
Poultney

10/10 Exceptional

We found this B&B last minute and we loved the owners and our room was amazing. The breakfast was delicious. I have already recommended this place to family and friends.
United States
Suzanne
Reviewed October 23, 2026
Bentley House Bed and Breakfast

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.