Best Hotels in The Berkshires, Massachusetts

Gilded Age summer 'cottages', Tanglewood music lawns, and historic Red Lion Inn verandas.

Wheatleigh

From $1050/night • Hawthorne Road / Tanglewood Ridge

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Canyon Ranch Lenox

From $950/night • Bellefontaine Mansion Grounds

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Miraval Berkshires Resort & Spa

From $895/night • Wyndhurst Estate / Cranwell

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Blantyre

From $795/night • Blantyre Estate / Walker Street

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The Red Lion Inn

From $215/night • Historic Stockbridge Main Street

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Apple Tree Inn

From $225/night • Richmond Mountain / Tanglewood Gates

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Kemble Inn

From $295/night • Kemble Street / Downtown Edge

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Seven Hills Inn

From $185/night • Plunkett Street / The Mount Neighbor

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The Porches Inn at MASS MoCA

From $215/night • River Street / MASS MoCA Arts District

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TOURISTS

From $245/night • Mohawk Trail / Hoosic River

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Life House, Berkshires

From $195/night • Pittsfield Road / North Lenox

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The Williams Inn

From $265/night • Spring Street / College Green

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33 Main

From $345/night • Downtown Great Barrington Core

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The Briarcliff Motel

From $145/night • Monument Mountain Foothills / Route 7

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Devonfield Inn

From $235/night • Stockbridge Road / Country Estate

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Race Brook Lodge

From $185/night • Mount Race Foothills / Sheffield

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Chambery Inn

From $165/night • Main Street Lee Core

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Gateways Inn

From $195/night • Walker Street Historic Corridor

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Black Swan Inn, Ascend Hotel Collection

From $135/night • Laurel Lake Waterfront

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Yankee Inn

From $115/night • Route 7 / North Lenox Corridor

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