129 Properties in The Berkshires, Massachusetts, United States of America. November 29, 2026 through November 30, 2026

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Tanglewood Music Center

Catamount Ski Area

Massachusetts Museum of Contemporary Art

Mount Greylock

Williams College

Norman Rockwell Museum

Naumkeag Museum

Lee Premium Outlets

Ski Butternut

Mohawk Trail State Forest

Jiminy Peak Mountain Resort

National Shrine of the Divine Mercy

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North Adams Public Library

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Dalton

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129 properties

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A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

The Yankee Inn

Lenox

Breakfast included
Pool
Hot tub

Fully refundable

Reserve now, pay later

9.29.2 out of 10

Wonderfulwonderful

1,016 reviews(1,016 reviews)

$122 nightly

The current price is $136 total

$136 total

Total with taxes and fees

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A hotel room with a bed, a desk, a television, a microwave, and a sofa.

VIP Access

Quality Inn Lee - Lenox South

Lee

Breakfast included

8.68.6 out of 10

Excellentexcellent

1,010 reviews(1,010 reviews)

$110 nightly

The current price is $122 total

$122 total

Total with taxes and fees

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A modern hotel with a large entrance, multiple floors, and a well-lit facade.

An indoor swimming pool with clear water, tiled floors, and a blue wall.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Breakfast included
Pool
Hot tub

9.49.4 out of 10

Exceptionalexceptional

220 reviews(220 reviews)

$103 nightly

The current price is $115 total

$115 total

Total with taxes and fees

We have 1 left at this price

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Photo gallery for The Yankee Inn

The Yankee Inn

Photo gallery for Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Photo gallery for Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG