Best hotels in The Berkshires

The Whitlock image

16 Church St, MA, 01240, United States Of America

Berkshires Untold image

194 Pittsfield Rd, MA, 01240, United States Of America

Half Moon by Avantstay 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining image

6 Berkshire Circle, MA, 01230, United States Of America

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge! image

21 Saint James Avenue, MA, 01238, United States Of America

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape! image

270 Harrington Dr, NY, 12017, United States Of America

Berkshires Cabin 2 Mi to Appalachian Trail! image

517 Dimmock Rd, MA, 01253, United States Of America

Ashley Falls Home w/ Fire Pit: Hike & Ski! image

1469 Ashley Falls Rd, MA, 01222, United States Of America

Rustic Berkshires Cottage at Lake Buel w/ Kayaks! image

35 Downs Road, MA, 01230, United States Of America

Beautiful Lenox Home, 3 Mi to Shakespeare & Co! image

225 Pittsfield Road, MA, 01240, United States Of America

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns image

125 Town Hill Road, MA, 01255, United States Of America

Cozy Great Barrington Home ~ 1 Mi to Ski Resort! image

81 Lake Buel Road, MA, 01230, United States Of America

East Otis Reservoir Cabin w/ Porch - Walk to Lake! image

89 Ridge Avenue, MA, 01029, United States Of America

Lakefront Otis Home w/ Stunning Views & Boats! image

1975 W Center Rd, MA, 01253-9623, United States Of America

Elegant Pittsfield Home Near Downtown & Skiing! image

140 Pomeroy Ave, MA, 01201, United States Of America

Tranquil 3 BR Stockbridge House w/ Private Deck! image

5 Westdale Road, MA, 01262, United States Of America

Lakefront Granby Escape w/ Private Dock & Kayaks! image

22 Lakeside Dr, CT, 06035, United States Of America

Serene Salisbury Rental Home on 26 Acres w/ Deck! image

184 Dugway Rd, CT, 06068, United States Of America

West Cornwall Cabin ~ 4 Mi to Covered Bridge! image

33 Town St, CT, 06796, United States Of America

Linden by Avantstay Countryside Berkshire Escape image

16 Shuntoll Rd, MA, 01258, United States Of America

Lakefront Westhampton Cabin w/ Beach + Kayaks! image

16 N Shore Rd, MA, 01027, United States Of America

Modern Sharon Farmhouse: Spacious, Patio, Views image

235 Calkinstown Rd, CT, 06069, United States Of America

Cozy Becket Cottage Escape w/ Lake Access! image

155 Wells Rd, MA, 01223, United States Of America

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks image

29 Broderick Rd, MA, 01245, United States Of America

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak! image

10 Lawrence Dr, MA, 01201-1949, United States Of America

Stockbridge Retreat w/ Pool & Hot Tub! image

20A Goodrich St, MA, 01262, United States Of America