The Berkshires Hotel Guide - Hotels with Pool in The Berkshires, Massachusetts
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Top The Berkshires Hotels with Pool
Our top choices for The Berkshires hotels with a pool

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1005)
The price is €119
includes taxes & fees
22 Sept - 23 Sept

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1973)
The price is €111
includes taxes & fees
7 Sept - 8 Sept

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very good, (865)
The price is €104
includes taxes & fees
1 Sept - 2 Sept

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (732)
The price is €129
includes taxes & fees
11 Sept - 12 Sept

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
8.8 out of 10, Excellent, (1008)
The price is €138
includes taxes & fees
24 Sept - 25 Sept

Berkshire Valley Inn
Berkshire Valley Inn
9.2 out of 10, Wonderful, (559)
The price is €159
includes taxes & fees
8 Sept - 9 Sept

Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
9.2 out of 10, Wonderful, (535)

Berkshire Inn
Berkshire Inn
7.8 out of 10, Good, (803)
The price is €82
includes taxes & fees
28 Aug - 29 Aug
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with pools and free breakfast in The Berkshires

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1005)
The price is €119
includes taxes & fees
22 Sept - 23 Sept
4* hotels with pools in The Berkshires

The Old Inn On The Green
The Old Inn On The Green
9.2 out of 10, Wonderful, (88)
The price is €299
includes taxes & fees
27 Aug - 28 Aug
Hotels with pools and hot tubs in The Berkshires

The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
9.4 out of 10, Exceptional, (413)
The price is €190
includes taxes & fees
24 Sept - 25 Sept
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top The Berkshires Hotel Reviews

Hotel Downstreet, Ascend Hotel Collection
10/10 Excellent
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More top The Berkshires Hotels
- Jiminy Peak Mountain Resort
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
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- The Constance by the Lenox Collection
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