Photo by Justin Hunter

Find hotels in Bennington, VT from ฿3,635

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
5 Jan - 6 Jan
Tomorrow
6 Jan - 7 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Bennington hotels

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished
The Four Chimneys Inn

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Property amenity
Harwood Hill Motel

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (579)
"Lovely place to stay."
United States
Mary
The price is ฿4,098
฿4,467 total
includes taxes & fees
6 Jan - 7 Jan
Harwood Hill Motel
Lobby
Four Winds Country Motel

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (523)
"Place and owners are awful"
United States
brian
The price is ฿5,328
฿5,860 total
includes taxes & fees
6 Jan - 7 Jan
Four Winds Country Motel
Front of property
Brittany Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (327)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
The price is ฿2,711
฿3,849 total
includes taxes & fees
7 Jan - 8 Jan
Brittany Motel
Deluxe Room | Frette Italian sheets, premium bedding, iron/ironing board
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
4.0 star property
Manchester Village Historic District
9.8 out of 10, Exceptional, (338)
"Room was well appointed and spacious, clean and comfortable"
United States
ANTHONY
The price is ฿5,646
฿6,211 total
includes taxes & fees
6 Jan - 7 Jan
The Reluctant Panther Inn and Restaurant
Property grounds
The Inn at Manchester

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (283)
"Charming bed and breakfast found on a whim. Captures New England charm and the owners are so nice and hospitable. Really liked the bar as well to mingle with locals. Will definitely be returning again!"
United States
Amy
The price is ฿5,201
฿5,722 total
includes taxes & fees
6 Jan - 7 Jan
The Inn at Manchester
Lobby sitting area
Toll Road Inn

Toll Road Inn

Toll Road Inn
2.0 star property
Manchester Center
9.0 out of 10, Wonderful, (493)
"Clean and convenient room, good experience."
United States
Mingyang
The price is ฿4,508
฿4,959 total
includes taxes & fees
6 Jan - 7 Jan
Toll Road Inn
Exterior
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1001)
"Clean rooms, friendly staff, good breakfast, comfy beds."
United States
William
The price is ฿4,369
฿4,762 total
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn Bennington
Front of property – evening/night
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1005)
"Great place. "
United States
Barbara
The price is ฿4,110
฿4,521 total
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn and Suites Manchester
Property grounds
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.0 out of 10, Wonderful, (48)
"Convenient location for our trip"
United States
Jerry
The price is ฿3,405
฿3,711 total
includes taxes & fees
6 Jan - 7 Jan
Knotty Pine
Exterior
Seesaw's Lodge

Seesaw's Lodge

Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26)
"Great cabin with an even greater staff!!"
United States
Eyasser
The price is ฿10,521
฿11,468 total
includes taxes & fees
27 Jan - 28 Jan
Seesaw's Lodge
Reception
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (121)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is ฿5,532
฿6,374 total
includes taxes & fees
6 Jan - 7 Jan
South Shire
Interior
The Olympia Lodge

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (567)
"Updated room; friendly staff; great breakfast"
United States
John
The price is ฿5,832
฿6,415 total
includes taxes & fees
6 Jan - 7 Jan
The Olympia Lodge
Outdoor dining
Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort
3.0 star property
Stratton
8.4 out of 10, Very good, (70)
"Amazing stay - The condo was cozy and perfect for our family! "
United States
Kate
The price is ฿9,615
฿11,951 total
includes taxes & fees
6 Jan - 7 Jan
Vantage Point Villas at Stratton Mountain Resort
Standard Room, 1 King Bed, Mountain View | Mountain view
North Shire Lodge

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (156)
"Loved our stay at North Shire Lodge.."
United States
Mary
The price is ฿6,961
฿7,657 total
includes taxes & fees
10 Jan - 11 Jan
North Shire Lodge
Outdoor dining
Stanford House

Stanford House

Stanford House
2.5 star property
Manchester Center
9.0 out of 10, Wonderful, (67)
"This was a great comfortable place to stay with outstanding views."
United States
David
The price is ฿4,365
฿5,243 total
includes taxes & fees
6 Jan - 7 Jan
Stanford House
Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (406)
"Clean and great location with fun lounge area."
United States
Marshall
Bromley View Inn
Front of property
The Inn at Ormsby Hill

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (151)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is ฿9,110
฿10,021 total
includes taxes & fees
8 Jan - 9 Jan
The Inn at Ormsby Hill
Front of property
Hill Farm Inn

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (174)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
The price is ฿5,362
฿12,938 total
includes taxes & fees
19 Jan - 20 Jan
Hill Farm Inn
Property grounds
The Manchester View

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (784)
"Staff and room was clean "
United States
Melissa
The Manchester View
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

Great weekend hotel deals in Bennington, VT

Showing deals for:16 Jan - 18 Jan

Image gallery for Knotty Pine

Property grounds

Knotty Pine

2.5 star property
Bennington
9.0/10Wonderful (48 reviews)
10% off
Price is ฿4,766
฿10,391 total
includes taxes & fees
Knotty Pine
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Bennington attractions

Bennington Battle Monument

4.5/5 (124 reviews)
Learn about the local history of Old Bennington with a stop at Bennington Battle Monument. In the area, take in the art scene and mountain views.
See properties

Prospect Mountain Cross-Country Ski Center

4.6/5 (19 reviews)
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
See properties

Bennington and related destinations

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

See all hotels in Bennington
Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont

Top Bennington Hotel Reviews

Knotty Pine

Knotty Pine

10/10 Excellent
"Neat, clean and quintessential Vermont! "
Lorri 1-night trip
Posted 7 days ago
Knotty Pine

More cheap stays in Bennington

Knotty Pine

Knotty Pine

130 Northside Dr Bennington VT
The price is ฿3,405 per night from 6 Jan to 7 Jan
฿3,405
฿3,711 total
6 Jan - 7 Jan
includes taxes & fees
8.8/10 Excellent! (47 reviews)

Frequently asked questions

Where is the best place to stay in Bennington?
South Shire is a favourite property for Expedia customers. This inn offers a restaurant and free parking. Other top choices based on reviews include Knotty Pine and Harwood Hill Motel. See all available top hotels, or vacation rentals in Bennington.
If I need to cancel my hotel reservation in Bennington, will I receive a refund?
Yes, the majority of hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Bennington.
What's the best place to stay on a budget in Bennington?
Based on reviews, Hotel Vervana, Trademark Collection by Wyndham is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Bennington.
What is the top LGBTQ-friendly place to stay in Bennington?
Hampton Inn Bennington is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Harwood Hill Motel is another good choice for your trip. See all available hotels listed as LGBTQ-friendly in Bennington.
What's the best dog-friendly accommodation option in Bennington?
Hampton Inn Bennington is a top hotel for people travelling with their pets, and offers an indoor pool and a fitness centre for its human guests. Other good choices to stay with your pet include Knotty Pine and The Autumn Inn. See more pet-friendly hotel accommodations in Bennington.
What's the best place to stay if I'm looking to play golf in Bennington?
The Four Chimneys Inn is a top B&B that has an adjacent golf course and features free WiFi. See more golf hotels in Bennington.
Where's the best place to stay for a trip to the slopes in Bennington?
Hotel Vervana, Trademark Collection by Wyndham is a top hotel for skiing, and features free breakfast and free WiFiThis hotel is located 13 minutes by car from Prospect Mountain Cross-Country Ski Center. See all ski hotels in Bennington.
What are some hotels with pools in Bennington?
Knotty Pine: Features daily, a seasonal outdoor pool and free self parking. Hampton Inn Bennington and Best Western Bennington are two additional hotels that offer an on-site pool. View all hotels with pools in Bennington.
How is it staying in Bennington?
Travellers to Bennington give high marks for the ski areas, magnificent mountain views and shopping. This city also attracts tourists with its spas, golf courses and museums. A top sight in the area is Mount Snow. In Bennington, there are 51 hotels and other accommodation options to choose from. Find out more about Bennington.
What should I do while I'm visiting Bennington?
Cultural venues include Bennington Museum and Robert Frost Stone House Museum. Landmarks like Old First Congregational Church, Bennington Battle Monument and Bennington Potters Yard might be worth a visit. The mountain views and hiking trails exemplify the natural beauty, and places to admire include Green Mountain National Forest and Harmen Hills Trail. Take a look at what more there is to see and do in Expedia's Bennington guide.
What's the seasonal weather like in Bennington?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.