Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Bennington on Hotels.com. These Bennington hotels consistently deliver on quality, location and traveler experience. Last updated on October 12, 2026.
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.
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.
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.
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.
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.
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.
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.
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.
Tucked in Manchester Center with easy access to Bromley Mountain Ski Resort, this welcoming motel offers seasonal outdoor swimming, tennis, and garden terrace. Guests rave about the complimentary breakfast and attentive staff.
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.
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.
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.
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.
Wake to snowy vistas at this ski-in/ski-out lodge near Bromley Mountain Ski Resort. After hitting the slopes, warm up at Trailhead restaurant with American cuisine or unwind at the on-site bar. The terrace offers fresh mountain air while knowledgeable staff ensure a memorable alpine adventure.
Warm up at this Manchester Center ski B&B, where free breakfast and WiFi await after a day on the slopes. Colonial-style comfort blends with outdoor pleasures, including scenic terrace views and garden strolls. Hildene and the Museum of Creative Process are just minutes away.
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.
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.
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.
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.
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.
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.
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.
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.
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.
The Inn at Ormsby Hill is a magnificent B&B in historic Manchester Vermont. We were in Vermont for a ski week vacation. We ended our trip staying at this Inn and skiing at Stratton Ski Area. When we arrived, the Innkeeper Maryanne greeted us then suggested we move our room to one more centrally located. Our room was beautiful with a 4 post king bed, gas fireplace and plush bathrobes. The daily breakfast was superb! The dining area was full of antiques, many from the Pullman Corporation. Edward...
A serene setting in a gorgeous home, tucked into the mountains with a brand new farm-to-table restaurant opening--powered by solar panels--I was eminently impressed with the quality of this Inn, as well as the hospitality. I will bring my family back, and ground a peaceful weekend stay in this pristine Inn.
Only 2 rooms were booked the night I stayed, so the hotel was very quiet. My room was clean and comfortable and had two doors - one to the interior hall and one to the parking lot. The husband and wife owners were very friendly and were fun to talk with. Breakfast was included and was fresh and tasty. Location is a mile or so outside of Manchester. Recommended.
Very nice, upscale property with lovely interior design, attentive staff, and tasty dining options.
The not so good: Video entertainment. $27 for a 4 month old movie. Some in room maintenance issues. No in room luggage stands. Promoted free internet & parking however fine print states $33 resort fee pays for parking & internet. @$500 / night I would expect less nickel and dime.
Loved our stay there and the French toast is absolutely amazing!! The owners are so nice and accommodating. They take alot of pride in their place! There renovating all rooms. We stayed in one not renovated and it was still great. Super clean!! We normally stay at the equinox but will stay here from now on! And for the price in the fall it's a great deal! Great hospitality!
Had a lovely experience with the hotel. it was clean and tidy and ready for us when we got there. There was some issued with a neighbor on our last night that woke us up but the property managers checked in and even gave us a small refund for the trouble. Would stay here again!
I had an incredible stay at this renovated 1960s motel! They've done an amazing job of preserving the vintage character while adding tasteful, modern updates. The retro decor instantly transports you back in time, with original furnishings that feel straight out of the ‘60s—quirky lamps, classic wood paneling, and a color palette that’s delightfully retro. Despite the vintage aesthetic, the amenities are modern and comfortable: fast Wi-Fi and cozy, plush beds that offer a great night’s sleep....
I loved this beautiful inn! I felt like we were actually thrown back in time. So many cool things to see. There were no tv’s. It was NFL Sunday. At first, we were bummed but! We found a ton of fun games and played Yahtzee in the parlor. It was good to turn away from technology! Thank you for a wonderful stay!
The inn is an old home updated for today. They do maintain the Victorian style with traditional Victorian furnishings. The outside gardens are gorgeous & a grand place for weddings(which are held there often)The food was topnotch. The only inn where the food has been this good(smaller type inns)would be the Sugar Hill Inn. You got a full great country breakfast in the morning. Many places give you a smallish breakfast. Not here. The Omelet was excellent & good sized. Nice sides such as Home made...
Location is only 12 minutes to Manchester Center and the view is awesome! Super nice hotel staff and great Breakfast!I will recommend this lodge to anyone who visits Bromley
You can find top hotels in Bennington from CNY533 with options to suit your budget and needs. Hotel Vervana, Trademark Collection by Wyndham is one low-cost option that's popular with our travelers. If you're looking for an affordable hotel in Bennington that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Bennington hotels?
Discover great deals on Bennington hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Bennington hotels.
Can I book Bennington hotels with free cancellation?
It's easy to book a refundable Bennington hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Bennington?
Consider one of our travelers' favorite pet-friendly hotels in Bennington:
South Shire: A bed & breakfast with a guest rating of 9 out of 10
You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Bennington.
What are some of the best hotels in Bennington for couples?
Enjoy your couple's retreat with a stay at a top-rated Bennington romantic hotel. Our travelers love The Four Chimneys Inn, a bed & breakfast with a bar/lounge. Another romantic hotel with top reviews is South Shire. This bed & breakfast offers in-room champagne service and in-room massages for a perfect stay. Discover more hotels in Bennington on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best Bennington hotels with free parking?
If you're arriving by car, choosing a great Bennington hotel with free parking is a plus. Our travelers' favorites include:
The Four Chimneys Inn: A bed & breakfast with an average guest rating of 9.4 out of 10
South Shire: A bed & breakfast with an average guest rating of 9
What are some popular hotels in central Bennington?
If you're looking for hotels in central Bennington, check out South Shire. Travelers love South Shire for its location, as well as the restaurant, bar/lounge and free bicycle rentals this bed & breakfast offers.