Search Bennington hotels

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Bennington

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
8.2 out of 10, Very good, (1014)
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is AU$183
includes taxes & fees
2 Nov - 3 Nov
Hotel Vervana, Trademark Collection by Wyndham
Best Western Bennington
2.5 star property
7.6 out of 10, Good, (930)
"Great customer service. Perfect spot for a berkshires getaway "
United States
Brian
The price is AU$177
includes taxes & fees
2 Nov - 3 Nov
Best Western Bennington
Hampton Inn Bennington
2.5 star property
8.6 out of 10, Excellent, (1000)
"Good breakfast"
United States
Jean
The price is AU$232
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Bennington
The Autumn Inn
2.0 star property
7.6 out of 10, Good, (632)
"Found this place to be comfortable and in respectable condition"
United States
Glenn
The price is AU$126
includes taxes & fees
27 Oct - 28 Oct
The Autumn Inn
South Shire
4.0 star property
9.2 out of 10, Wonderful, (113)
"A unique historical property, the furnishings are all lovely antiques. The parlor room is a beauty and it was so nice to have a cup of tea there at the end of the day. Everyone is friendly and accommodating. It was like staying at your great aunt's glamorous home...welcoming and comfortable. The bed was amazing!"
United States
Deanna
The price is AU$252
includes taxes & fees
2 Nov - 3 Nov
South Shire
Harwood Hill Motel
2.0 star property
9.4 out of 10, Exceptional, (565)
"Nice clean room. Very good continental breakfast. Friendly and helpful staff. Great town. We enjoyed our stay. "
United States
John
The price is AU$217
includes taxes & fees
26 Oct - 27 Oct
Harwood Hill Motel
Knotty Pine
2.5 star property
9.2 out of 10, Wonderful, (5)
"Very nice and nostalgic. Close to all amenities, friendly front staff. I would definitely stay again if in the area. 1 small critique... bed was a little firm for my liking. Again i would highly recommend and stay again."
United States
Dave
The price is AU$258
includes taxes & fees
24 Oct - 25 Oct
Knotty Pine
Starlight Inn
2.0 star property
6.8 out of 10, (221)
"Owners were excellent and very friendly. Definitely would stay again. "
United States
Whitney
The price is AU$182
includes taxes & fees
22 Oct - 23 Oct
Starlight Inn
Bennington Motor Inn
2.0 star property
7.8 out of 10, Good, (473)
"In a limited market, this was a safe and clean hotel. "
United States
Charles
The price is AU$189
includes taxes & fees
22 Oct - 23 Oct
Bennington Motor Inn
The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
8.4 out of 10, Very good, (844)
"very nice and a pool."
United States
wendell
The price is AU$239
includes taxes & fees
3 Nov - 4 Nov
The Palmer House Resort, an Ascend Collection Hotel
Aspen At Manchester
2.5 star property
8.8 out of 10, Excellent, (596)
"Very nice hotel. Clean and looked recently remodeled. It was very quiet, allowing me to relax. Will stay here again when in the area."
United States
Grant
The price is AU$193
includes taxes & fees
16 Nov - 17 Nov
Aspen At Manchester
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1019)
"Friendly staff made everything that was good even better."
United States
Kathleen
The price is AU$235
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn and Suites Manchester
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (928)
"One of the nicest places I’ve ever stayed. Very comfortable"
United States
Rhonda
The price is AU$244
includes taxes & fees
28 Oct - 29 Oct
The Black Bear Lodge at Stratton Mountain Resort
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (68)
"Very comfortable condo near the Stratton Mountain lifts. Very comfortable beds, lots of extra bedding. We would definitely stay here again. "
United States
alexandra
The price is AU$416
includes taxes & fees
22 Oct - 23 Oct
Vantage Point Villas at Stratton Mountain Resort
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (554)
"Such a beautiful location! Especially love the fire pit outside of the Falcon Bar"
United States
Robin
The price is AU$286
includes taxes & fees
2 Nov - 3 Nov
The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG
4.0 star property
9.4 out of 10, Exceptional, (808)
"Great place for dogs we loved it "
United States
Anthony
The price is AU$341
includes taxes & fees
3 Nov - 4 Nov
Kimpton Taconic Hotel by IHG
The Manchester View
2.5 star property
9.4 out of 10, Exceptional, (764)
"Beautiful setting outside town, clean room, friendly staff, continental breakfast."
United States
Sylvia
The Manchester View
The Four Chimneys Inn
4.0 star property
9.4 out of 10, Exceptional, (280)
"The property was in a great location. "
United States
Farhad
The Four Chimneys Inn
Toll Road Inn
2.0 star property
9.0 out of 10, Wonderful, (477)
"Good location "
United States
Elaine
The price is AU$236
includes taxes & fees
3 Nov - 4 Nov
Toll Road Inn
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (394)
"Older ski mountain motel, kind of a homey feeling. Our stay was very quiet and comfortable. Would stay again"
United States
O
Bromley View Inn
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.

Great weekend hotel deals in Bennington, VT

Showing deals for:31 Oct - 2 Nov
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Bennington attractions

Bennington and related destinations

Trip time! Discover the skiing, mountains and adventure in Bennington.

Bennington Battle Monument which includes landscape views

Top Bennington Hotel Reviews

More cheap accommodation in Bennington

Find out more about Bennington

Top reasons to visit Bennington

  • Skiing Adventures: Experience thrilling skiing at nearby resorts, perfect for winter enthusiasts.
  • Cultural Exploration: Visit the Bennington Museum and historic sites to immerse yourself in local heritage.
  • Stunning Natural Scenery: Enjoy picturesque views at the Bennington Monument and surrounding state parks.
  • Charming Accommodations: Choose from delightful bed and breakfasts to unique agritourism stays.
  • Live Music and Events: Engage in the local vibe with vibrant live music events throughout the year.

Find great hotels in and around Bennington

Discover the ideal place to unwind in Bennington, Vermont, where a range of lodging options awaits you. From charming bed and breakfasts to unique agritourism properties, there's something for every type of traveller. Enjoy pet-friendly accommodations and family-friendly experiences, perfect for an adventure-filled holiday. Whether you're seeking luxury hotels or quaint resorts, Bennington has the perfect spot for your memorable getaway.

  • Hotel Downstreet, Ascend Hotel Collection: This LGBTQIA-friendly, pet-friendly hotel is perfect for travellers seeking a welcoming atmosphere. Located 22.5km from Bennington, it embraces inclusivity with amenities that cater to both pets and their owners. Features include a dedicated pet policy allowing dogs and cats onsite, ensuring your furry companion can join in the adventure. With its affiliation to LGBTQI travel guides, guests can expect a supportive environment while enjoying the comfortable lodging that Hotel Downstreet has to offer.
  • Best Western Bennington: Situated conveniently in Bennington, this hotel is ideal for those who appreciate a variety of dining options and recreational activities. Guests can indulge in a complimentary breakfast that includes a buffet and wrapped food daily. With nearby skiing opportunities and on-site fitness facilities, it caters to both relaxation and adventure. Additionally, entertainment options like Cable TV and premium channels ensure a comfortable stay, while the nearby laundromat adds to the convenience for longer visits.
  • Hotel Vervana, Trademark Collection by Wyndham: This business-themed hotel is perfect for those looking to combine work with pleasure while enjoying a ski vacation. Located in Bennington, it offers easy access to ski lifts and shuttles for a fantastic winter getaway. With business amenities readily available, it caters to corporate travellers needing a conducive environment. The hotel's strategic location allows guests to enjoy nearby skiing while providing the essential services needed for a productive stay.

Where to stay in and around Bennington

Bennington, Vermont, offers an enchanting blend of adventure and tranquillity, making it perfect for your vacation. Explore the scenic drives that meander through charming New England towns, or indulge in a romantic getaway amidst stunning landscapes. With ski areas nearby and a welcoming atmosphere filled with friendly locals, you'll find plenty of family-friendly excursions to enjoy. Whether you seek adventure or relaxation, Bennington has something special for every traveller.

  • Williamstown: Nestled approximately 19.3km from Bennington, Williamstown is a charming city that attracts visitors year-round, particularly during the peak seasons of April and from June to July. Known for its outdoor adventure offerings, Williamstown is a haven for skiing enthusiasts, boasting access to several ski fields and resorts. The city's rich history is highlighted by its renowned college university, while the stunning nearby mountains and lakes create a picturesque backdrop for your explorations. Whether you’re hitting the slopes or simply enjoying the scenic beauty, Williamstown promises an engaging travel experience.
  • North Adams: Located about 22.5km from Bennington, North Adams welcomes adventurers and outdoor lovers alike. This vibrant city sees an influx of visitors during June to July and September, making it a lively spot for those seeking adventure. North Adams is particularly famous for its ski resorts and fields, offering ample opportunities for winter sports. Beyond skiing, the city is home to a remarkable art museum and a vibrant cultural centre, making it a cultural hub as well. The public art installations throughout the area add a unique charm, ensuring your visit is both exciting and enriching.
  • Woodford: Just a stone's throw from Bennington, the village of Woodford is a seasonal gem that attracts visitors primarily from March to May. Known for its outdoor experiences, Woodford is a popular destination for skiing and adventure seekers. With easy access to ski fields and resorts, it’s perfect for those who love winter sports. The village is surrounded by natural beauty, including serene lakes and the expansive national state park, providing endless opportunities for outdoor activities and relaxation. Don’t forget to stop by the visitor centre to learn more about the area’s attractions.

Things to do in and around Bennington

Bennington, Vermont, offers a fantastic mix of adventure and relaxation for tourists. Enjoy skiing at local resorts, explore the scenic picnic areas, and immerse yourself in live music events. Don't miss the chance to visit nearby colleges and discover the rich cultural experiences Bennington has to offer. Whether you're hitting the slopes or soaking in the local vibe, there's something for everyone to enjoy in this charming town.

Shopping

In Bennington, check out Hemmings Motor News Car Lover's Convenience Store for unique car-themed gifts and Bennington Potters Yard for handcrafted pottery. If you're up for a drive, head to Colonial Plaza, 20.9km away, where you'll find a variety of shops with a family-friendly atmosphere.

Recreation

Experience the scenic Taconic Golf Club, where you can enjoy a round of golf surrounded by stunning landscapes. For a more relaxing vibe, head to Windsor Lake Park, perfect for unwinding with nature or a leisurely stroll. Don’t miss Williams College Taconic Golf Course for more outdoor sports excitement.

Adventure

Experience the thrill of skiing at Mount Snow, located 25.7km from Bennington, where you can enjoy exhilarating slopes and vibrant sports culture. For a scenic adventure, hike the Harmen Hills Trail right in Bennington, immersing yourself in breathtaking outdoor beauty and nature's serenity.

Nightlife

Experience the charm of Bennington's nightlife at the Adams Memorial Theatre, offering a blend of culture and romance. For a unique twist, visit the Hopkins Observatory for family-friendly entertainment. The Mohawk Theater also promises a delightful evening with its vibrant atmosphere and engaging shows.

Booking tips and Expedia advantages for Bennington

Bennington, Vermont, offers numerous free activities such as visiting Bennington College and Park McCullough House. To save on transport, consider walking or biking around the town. The best times to visit for lower rates are April to May and November, while Tuesday is the cheapest day to stay. Use Expedia to compare accommodation prices, book flights and activities together for additional savings, and filter for eco-friendly hotels. Take advantage of these tips to enjoy a budget-friendly experience in Bennington.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Bennington are April to May and November, where the prices are slightly lower. This is in comparison to February, July and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Bennington is Tuesday. The most expensive day to stay in Bennington is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you set your budget and choose your ideal location, among other preferences. You can arrange the results to display prices from lowest to highest, making it easy to find the most affordable accommodation first. Additionally, you have the option to refine your search by hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Bennington hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Bennington

Bennington, Vermont, offers an exciting blend of skiing, adventure, and sports for visitors. Explore the rich culture at the Bennington Museum and historic buildings, or take in the stunning views at the Bennington Monument and local state parks. Whether you're after outdoor activities or family experiences, this charming town has something for everyone, making it a perfect destination for your holiday.

  • Bennington College: Nestled 4.8km from Bennington, this historic institution is renowned for its vibrant arts culture and picturesque campus. Experience inspiring architecture and lush landscapes while soaking in the creative energy that defines this unique college.
  • Bennington Battle Monument: Located in the heart of Bennington, this towering monument commemorates a pivotal battle in the American Revolution. Climb to the top for panoramic views and delve into the area's rich history through informative exhibits.
  • Bennington Museum: Situated within Bennington, this museum showcases the region's art, history, and culture. Explore fascinating collections, including works by local artists and exhibits on the Revolutionary War, making it a treasure trove for history buffs.

Best time to go to Bennington

The best time to visit Bennington is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.2°F (-6.0°C)Light RainMostly CloudyAverageAverage
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly High
March31.5°F (-0.3°C)Light RainMostly CloudyAverageAverage
April43.7°F (6.5°C)Light RainMostly CloudySlightly LowSlightly Low
May56.5°F (13.6°C)Light RainMostly SunnySlightly LowSlightly Low
June63.9°F (17.7°C)Light RainMostly SunnyAverageAverage
July70.0°F (21.1°C)Light RainMostly SunnySlightly HighSlightly High
August68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
September61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
October49.3°F (9.6°C)Light RainMostly CloudySlightly HighSlightly High
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low
December28.2°F (-2.1°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Bennington

For your trip to Bennington, Vermont, you have several airport options. Albany International Airport (ALB) is 51.5km away and has notable hotels nearby, such as The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both 12.9km from the airport. Rutland Southern Vermont Regional Airport (RUT) is 75.6km distant, with options like Killington Mountain Lodge and Snowed Inn, about 17.7km from the airport. Pittsfield Municipal Airport (PSF) is also 51.5km away, featuring hotels like 33 Main and Hampton Terrace Inn, just 8.0km from the airport. These airports provide various transport services for easy access to your accommodation.

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 Hampton Inn Bennington and Hotel Vervana, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Bennington.
What are some of the best holiday rentals that Bennington has to offer?
Okemo Mountain Lodging: This holiday home rental outside Bennington is in the mountains, and equipped with daily housekeeping and an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. See all 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?
Hotel Vervana, Trademark Collection by Wyndham is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and free WiFi for its human guests. Other good choices to stay with your pet include Hampton Inn Bennington 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?
Hotel Vervana, Trademark Collection by Wyndham: Offers daily, a seasonal outdoor pool and free self parking. Best Western Bennington and Hampton Inn 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. In Bennington, there are 53 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.

Explore a world of travel with Expedia