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St. Peter's Presbyterian Church Spencertown Academy Union Station Chatham Brewing The Mac-Haydn Theatre Hudson-Chatham Winery Rowe-Lant Farm Steepletop Art Omi International Arts Center - Fields Sculpture Park Spengler Bridge High Falls Trail Ichabod Crane Schoolhouse Van Alen House Martin Van Buren National Historic Site Columbia County Airport Valatie Free Library Hotchkiss Mobiles Catamount Ski Area Monument Mountain

131 hotels

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Inn at Silver Maple FarmCanaan- Show on map

Exceptional, 9.6

(121reviews)

Garden

Berkshires Bed & Breakfast Richmond MassachusettsRichmond- Show on map

Silvanus Lodge Hillsdale- Show on map

Swimming pool
Wi-Fi

Avg. price/night

$106

Thyme In The CountryClaverack- Show on map

Exceptional, 10.0

(84reviews)

Swimming pool
Spa
Garden
Wi-Fi

Blue Spruce Inn & SuitesKinderhook- Show on map

Good, 7.5

(59reviews)

Swimming pool
24-Hour reception
Wi-Fi

Haddock Hill House Canaan- Show on map

Swimming pool
Wi-Fi

Lavender SuiteClaverack- Show on map

Exceptional, 10.0

(84reviews)

Swimming pool
Spa
Garden
Wi-Fi

Berkshire Travel LodgeCanaan- Show on map

5.3

(66reviews)

Swimming pool
Garden
24-Hour reception
Wi-Fi

Avg. price/night

$58

Chatham Travel LodgeEast Chatham- Show on map

6.1

(103reviews)

Wi-Fi

Avg. price/night

$97

Pleasant Valley Motel West StockbridgeWest Stockbridge- Show on map

6.8

(1138reviews)

Pet friendly
Swimming pool
24-Hour reception
Wi-Fi

Avg. price/night

$66

Holiday House Motel Hillsdale Hillsdale- Show on map

6.7

(42reviews)

Wi-Fi

Avg. price/night

$91

Shaker Mill InnWest Stockbridge- Show on map

Exceptional, 9.7

(527reviews)

Garden
24-Hour reception
Wi-Fi

Avg. price/night

$159

Elm Tree MotelHillsdale- Show on map

5.9

(48reviews)

Wi-Fi

Avg. price/night

$144

1805 House Bed & BreakfastClaverack- Show on map

Exceptional, 9.6

(20reviews)

Wi-Fi

Avg. price/night

$189

Apple Tree Inn Lenox Lenox- Show on map

Avg. price/night

$89

Swiss Hutte Inn and Restaurant Copake- Show on map

Avg. price/night

$159

The Inn At Sweet Water FarmEgremont- Show on map

Exceptional, 10.0

(351reviews)

Inn At RichmondRichmond- Show on map

Superb, 9.1

(119reviews)

Spa
Concierge
Wi-Fi
Airport shuttle

Stockbridge Country InnStockbridge- Show on map

Superb, 9.0

(206reviews)

Restaurant
Swimming pool
Garden
Wi-Fi

Avg. price/night

$234

Taggart HouseStockbridge- Show on map

The Cottage StockbridgeStockbridge- Show on map

Good, 7.2

(9reviews)

Private beach
Garden
Wi-Fi
Parking

Avg. price/night

$108

The Briarcliff MotelGreat Barrington- Show on map

Superb, 9.1

(835reviews)

Pet friendly
Swimming pool
Garden
Wi-Fi

Avg. price/night

$80

The Red Lion Inn StockbridgeStockbridge- Show on map

Very Good, 8.2

(1443reviews)

Room service
Swimming pool
Spa
Concierge
Elevator / Lift
24-Hour reception
Babysitting

Avg. price/night

$208

WheatleighStockbridge- Show on map

Superb, 9.0

(151reviews)

Room service
Restaurant
Fitness center
Swimming pool
Babysitting

Eastgate Inn B&B Lenox- Show on map

Garden
Babysitting
Wi-Fi

Avg. price/night

$104

Chesapeake Inn of LenoxLenox- Show on map

Very Good, 8.4

(25reviews)

Swimming pool
24-Hour reception
Wi-Fi

Conroy's B&BStockbridge- Show on map

Very Good, 8.4

(62reviews)

Swimming pool

Thornewood InnGreat Barrington- Show on map

Good, 7.7

(150reviews)

Restaurant
Pet friendly
Swimming pool
Spa
Garden
Wi-Fi

Avg. price/night

$177

1862 Seasons On Main Bed And BreakfastStockbridge- Show on map

Exceptional, 10.0

(46reviews)

Wi-Fi

Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington- Show on map

6.5

(546reviews)

Restaurant
Swimming pool
Garden
24-Hour reception
Wi-Fi

Avg. price/night

$71

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Pratt Homestead

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