- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style
Bennington and related destinations
Stroll through the charming downtown, 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.

Top reviews in Bennington




The Inn at Manchester
The Inn at ManchesterManchester Village Historic District
10/10 Excellent
Beautifully landscaped with great location and walkable to several restaurants or easy drive. Welcoming, helpful staff and great breakfast.
Beautifully landscaped with great location and walkable to several restaurants or easy drive. Welcoming, helpful staff and great breakfast.
Mary




Inn At Mount Snow
Inn At Mount SnowWest Dover
10/10 Excellent
Our overnight stay was excellent! Spacious, clean room with a comfortable bed. Very nice breakfast choices in the morning, Keurig machine for all other hours. Large community room with a pool table, comfortable seatings and games to play; would be great for a family gathering. A deck with a view on Snow Mountain. Staff was very accommodating. Easy check-in; we are planning to return.
Our overnight stay was excellent! Spacious, clean room with a comfortable bed. Very nice breakfast choices in the morning, Keurig machine for all other hours. Large community room with a pool table, comfortable seatings and games to play; would be great for a family gathering. A deck with a view on Snow Mountain. Staff was very accommodating. Easy check-in; we are planning to return.
Peter




The Wilmington Inn
The Wilmington InnWilmington
10/10 Excellent
Really lovely. Innkeepers are friendly and the property has a smaller number of rooms so is quite peaceful. My 10 year old son really enjoyed the quiet and the multitude of board games. Charlie even had all the cars cleared of snow the morning after a big snowfall. Will be back for sure!!
Really lovely. Innkeepers are friendly and the property has a smaller number of rooms so is quite peaceful. My 10 year old son really enjoyed the quiet and the multitude of board games. Charlie even had all the cars cleared of snow the morning after a big snowfall. Will be back for sure!!
Sophia




The Reluctant Panther Inn and Restaurant
The Reluctant Panther Inn and RestaurantManchester Village Historic District
10/10 Excellent
nice stay, friendly staff, terrific breakfast
highly recommend
nice stay, friendly staff, terrific breakfast
highly recommend
Anonymous traveler




The Four Chimneys Inn
The Four Chimneys InnBennington
10/10 Excellent
Conveniently located. Breakfast was delicious. Extremely clean and nicely decorated.
Conveniently located. Breakfast was delicious. Extremely clean and nicely decorated.
Randall




The Inn at Ormsby Hill
The Inn at Ormsby HillManchester Center
10/10 Excellent
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...
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...
Anonymous traveler




Hill Farm Inn
Hill Farm InnArlington
10/10 Excellent
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.
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.
Michael




Harwood Hill Motel
Harwood Hill MotelBennington
10/10 Excellent
We stayed here for one overnight while visiting the area. The hotel was just what we were looking for - affordable, clean, great location. There is a restaurant right next door and an apple picking orchard across the street. Easy 5-10 minute drive to a few other restaurants and about 30 minutes from Manchester with great shopping and hiking. The free breakfast in the morning was also great. I would recommend it!
We stayed here for one overnight while visiting the area. The hotel was just what we were looking for - affordable, clean, great location. There is a restaurant right next door and an apple picking orchard across the street. Easy 5-10 minute drive to a few other restaurants and about 30 minutes from Manchester with great shopping and hiking. The free breakfast in the morning was also great. I would recommend it!
Allison




Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHGManchester Village Historic District
10/10 Excellent
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.
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.
john




The Olympia Lodge
The Olympia LodgeManchester Center
10/10 Excellent
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.
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.
Brad




The Landgrove
The LandgroveLondonderry
10/10 Excellent
The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...
The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...
Rita




Brittany Motel
Brittany MotelManchester Center
10/10 Excellent
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!
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!
Heaven




Toll Road Inn
Toll Road InnManchester Center
10/10 Excellent
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 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....
Abby




Hampton Inn Bennington
Hampton Inn BenningtonBennington
10/10 Excellent
Very impressed with evening and overnight staff. Only issue is pillows way too soft. Breakfast was good. Impressed.
Very impressed with evening and overnight staff. Only issue is pillows way too soft. Breakfast was good. Impressed.
Andrrw




Bromley View Inn
Bromley View InnBondville
10/10 Excellent
Great location for stratton and bromley mtns.
Great location for stratton and bromley mtns.
Rich




Stanford House
Stanford HouseManchester Center
10/10 Excellent
No hot tub , fire pit was nice . Peaceful stay
No hot tub , fire pit was nice . Peaceful stay
Sarika





