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272 Properties in The Berkshires, Massachusetts, United States of America. November 19, 2025 through November 20, 2025

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Jiminy Peak Mountain Resort

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272 properties

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33 Main

Property class 4 out of 5

Lenox

Breakfast included

Mar 25 - Mar 26

1010 out of 10

Exceptional

exceptional

74 reviews

(74 reviews)

We are sold out

33 Main is sold out for your dates on our site.

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River Cottage 1 Bedroom | Premium bedding, in-room safe, desk, iron/ironing board. Troutbeck

Troutbeck

Property class 5 out of 5

Pool

9.09.0 out of 10

Wonderful

wonderful

$62 off

$495 nightly

The current price is $600 total

$600 total

Total with taxes and fees

We have 5 left at this price

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Lobby sitting area. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Suite, Private Bathroom (RedBird Suite) | View from room. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Property class 4.5 out of 5

Stockbridge

Breakfast included
Pool

9.29.2 out of 10

Wonderful

wonderful

110 reviews

(110 reviews)

$378 nightly

The current price is $458 total

$458 total

Total with taxes and fees

We have 1 left at this price

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