Best hotels in The Berkshires

A-frame Cabin w/ Furnished Deck in Becket! image

186 Old Abbey Ln W, MA, 01223, United States Of America

Historic New Lebanon Hideaway on 33 Private Acres! image

126 Old Shaker Rd, NY, 12125, United States Of America

9 Academy image

9 Academy St, CT, 06068, United States Of America

Woodland Zen by Avantstay Modern Design + Patio image

58 Glendale Rd, MA, 01262, United States Of America

Westfield Vacation Rental w/ Porch, Pets Welcome! image

142 Western Ave, MA, 01085, United States Of America

Becket Home w/ 3-season Porch: Walk to Lake Access image

97 Will Scarlet Dr, MA, 01223, United States Of America

Lakefront Hinsdale Home ~ 10 Mi to Pittsfield! image

177 Ashmere Dr, MA, 01235, United States Of America

Historic Farmhouse Near Mountains & Colleges! image

9 N Rd, MA, 01085, United States Of America

1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge image

14 Cherry Hill Rd, MA, 01262, United States Of America

6 Mi to Skiing: Pet-friendly Home in Pittsfield! image

30 Lucia Dr, MA, 01201, United States Of America

Charming 6 Bdrm Countryside Stay image

10 Mountain View Rd, MA, 01230, United States Of America

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

Private vacation home

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

Sunny Pond by Avantstay Secluded Estate w a Private Pond Gym Movie Theater image

Private vacation home

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

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay image

450 New Concord Road, NY, 12060, United States Of America

4 Mi to Great Barrington: Berkshires Retreat! image

600 West Rd, MA, 01257, United States Of America

Trail Access: Berkshires Gem w/ Rooftop Deck! image

230 High St, MA, 01238, United States Of America

Watercrafts & Dock: Stunning Lakehouse in Becket! image

178 Mystic Isle Way, MA, 01223, United States Of America

Element Lenox Berkshires image

130 PITTSFIELD ROAD, MA, 01240, United States Of America

Prospect Berkshires image

50 Prospect Lake Rd, MA, 01230, United States Of America

Games & Outdoor Entertainment: Upstate Family Home image

11524 NY-22, NY, 12017, United States Of America

1 Mi to Vineyard: Serene Berkshires Country Escape image

22 Summit Rd, MA, 01254, United States Of America

Pool & Private Acreage: Luxe Hudson Valley Home image

570 Bean River Rd, NY, 12567, United States Of America

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits! image

301 Beech Tree Ln, MA, 01223, United States Of America

Berkshires Untold image

194 Pittsfield Rd, LENOX - MA, MA, 1240, United States Of America

Seven Hills Inn image

40 Plunkett Street, MA, 01240, United States Of America

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