Hotel vacation rentals in The Berkshires
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Top-rated hotels in The Berkshires
Guests agree: these hotels are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for The Berkshires hotels
Family-friendly hotels
Hotel room in Cold Spring
4.85 out of 5 average rating, 73 reviewsRoom 5 Cold Spring Hotel (Main St.)
Hotel room in Goshen
4.71 out of 5 average rating, 28 reviewsVictorian Rose Room; Historic Brook Rd Inn
Hotel room in Saugerties
4.92 out of 5 average rating, 62 reviewsVillage Inn - Tribeca suite - Saugerties NY
Hotel room in Fort Montgomery
4.76 out of 5 average rating, 116 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
Hotel room in Whitingham
4.94 out of 5 average rating, 170 reviewsThe Engel House Room 3: Mt Snow/Wilmington VT Area
Hotel room in Cummington
4.82 out of 5 average rating, 83 reviewsSinging Bridge Harmony Room
Hotel room in Watertown
4.86 out of 5 average rating, 29 reviewsThe Depot Square Inn - Room 525
Hotel room in Saratoga Springs
4.75 out of 5 average rating, 161 reviewsBrentwood Single King
Hotels with a pool
Hotel room in Kerhonkson
4.96 out of 5 average rating, 53 reviewsStarlite Motel
Hotel room in Lenox
5 out of 5 average rating, 4 reviews★Romantic! Fireplace, Jacuzzi & Private Entrance
Hotel room in Dover
4.6 out of 5 average rating, 45 reviewsCozy Queen at Mountaineer Inn
Hotel room in Enfield
4.88 out of 5 average rating, 49 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
Hotel room in Dover
5 out of 5 average rating, 7 reviewsLuxury King Suite w/balcony in Historic Inn, rm 1
Hotel room in Cornwall
4.94 out of 5 average rating, 16 reviewsCornwall Lodge - Queen Room (pet friendly)
Hotel room in Lee
Great for family|2 BD|Kitchen| Pool
Hotel room in Elka Park
4.78 out of 5 average rating, 161 reviewsLodge Rooms in Historic Elka Park
Hotels with a patio
Hotel room in Manchester
New place to stay4 Prickly Pear, double room
Hotel room in Shaftsbury
4.67 out of 5 average rating, 3 reviewsDog friendly Queen Room
Hotel room in Shelburne Falls
5 out of 5 average rating, 6 reviewsShelburne Springs
Hotel room in Greenwood Lake
5 out of 5 average rating, 12 reviewsUnique lakeside lodging steps from the lake
Hotel room in Mount Tremper
4.67 out of 5 average rating, 3 reviewsFarmhouse Inn in the Heart of the Catskills (Rm 8)
Private room in Rhinebeck
New place to stayThe Harlow House: Lotus Suite
Hotel room in Spencertown
Spencertown Inn Suite 3
Hotel room in Winhall
4.83 out of 5 average rating, 6 reviewsBromley View Inn Suite #5
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