Find Hotels with a Pool in Western Massachusetts, MA
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Our top choices for Western Massachusetts hotels with a pool
9.2 out of 10, Wonderful, (1003)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is AED 290
AED 324 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
regina maria
The price is AED 393
AED 439 total
includes taxes & fees
17 Dec - 18 Dec
9.8 out of 10, Exceptional, (12)
"New hotel very nice"
joel
The price is AED 481
AED 537 total
includes taxes & fees
21 Dec - 22 Dec
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
Joyce
The price is AED 545
AED 773 total
includes taxes & fees
14 Jan - 15 January 2026
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay....
"
Laura
The price is AED 779
AED 993 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is AED 340
AED 380 total
includes taxes & fees
17 Dec - 18 Dec
9.2 out of 10, Wonderful, (2256)
"Stayed 3 nights, really great hotel and value. "
Vince
The price is AED 401
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
8.6 out of 10, Excellent, (1004)
"Very nice hotel, clean and friendly perfectly located. "
Brandy
The price is AED 438
AED 497 total
includes taxes & fees
21 Dec - 22 Dec
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 Western Massachusetts
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MAMetro Center
8.0 out of 10, Very Good, (1307)
The price is AED 406
AED 460 total
includes taxes & fees
17 Dec - 18 Dec
4-star hotels with pools in Western Massachusetts
The price is AED 547
AED 704 total
includes taxes & fees
4 Jan - 5 January 2026
Hotels with pools and hot tubs in Western Massachusetts
9.2 out of 10, Wonderful, (2256)
The price is AED 401
AED 466 total
includes taxes & fees
1 Jan - 2 January 2026
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 Western Massachusetts Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
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Hotels near popular Western Massachusetts Attractions
- Hotels near Jiminy Peak Mountain Resort
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Western Massachusetts Hotels by Star Rating
Explore more hotels
- The Red Lion Inn
- Berkshires Untold
- Hilton Garden Inn-Springfield, MA
- Hotel UMass
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Hampton Inn & Suites Springfield/Downtown
- Hotel Downstreet, an Ascend Collection Hotel
- Inn on Boltwood
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