Hotel holiday 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.
Holiday rentals for every style
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Popular amenities for The Berkshires hotels
Family-Friendly hotels
Hotel room in Hancock
4.83 out of 5 average rating, 12 reviewsWyndham Bentley Brook ** 2BR Deluxe
Hotel in Fort Montgomery
4.75 out of 5 average rating, 105 reviewsBear Mountain Bridge Motel (Rooms 1, 2, 4, 5)
Aparthotel in Watertown
4.88 out of 5 average rating, 16 reviewsThe Depot Square Inn - Room 524
Hotel room in Cold Spring
4.82 out of 5 average rating, 78 reviewsRoom 3 Cold Spring Hotel (Main St.)
Hotel in Woodstock
4.91 out of 5 average rating, 34 reviewsRoom 9 - Third Floor - Twin Gables of Woodstock
Boutique hotel in Windham
4.5 out of 5 average rating, 4 reviewsEastwind Hotel & Bar - King Room
Hotel in Big Indian
4.85 out of 5 average rating, 13 reviewsStarlite Motel Suite
Boutique hotel in Old Lyme
Spectacular Master Suite in Historic Mansion
Hotels with a pool
Hotel room in Lee
4.75 out of 5 average rating, 8 reviewsGreat Place |2 BD|Kitchen| Pool
Hotel room in Lee
Great place|2 BD|Kitchen| Pool
Hotel room in Lee
Good Place 2BD/2BA
Resort in Hancock
4.66 out of 5 average rating, 180 reviewsCountry Inn Suite at Jiminy Peak - No fees added
Hotel in Enfield
4.87 out of 5 average rating, 47 reviewsNew, modern hotel in Enfield, CT RM3 2 Queens
Hotel in Wilmington
5.0 out of 5 average rating, 5 reviewsBrook Bound Inn-Main Lodge-King Room 201-2nd Floor
Boutique hotel in Dover
5.0 out of 5 average rating, 7 reviewsLuxury King Suite w/balcony in Historic Inn, rm 1
Hotel in Lee
Villa in the Berkshires Presidential Suite
Hotels with a patio
Hotel room in Shandaken
5.0 out of 5 average rating, 43 reviewsAlpine Cabin at Belleayre Lodge near Mountain #4B
Hotel room in Albany
4.77 out of 5 average rating, 217 reviewsChic-romantic, center-city, hotel-style apartment.
pension in Jamaica
5.0 out of 5 average rating, 35 reviewsCorsica 2 room Suite at the Jamaicahaus
Hotel in Albany
5.0 out of 5 average rating, 4 reviewsHudson 1 at The Argus Hotel
Boutique hotel in Ellenville
81 NORTH- Innkeepers Suite
Hotel in Red Hook
The Reclaimed Motel, Hudson Valley - Three Farmers
Hotel in Warwick
4.77 out of 5 average rating, 122 reviewsThe Warwick Inn Boutique Amity Room 1
Room in New Milford
4.91 out of 5 average rating, 22 reviewsCandlewood Lake - Cozy private room by the lake
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