Hotels with Pool & Resorts in Western Massachusetts from AU$126
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Our top choices for Western Massachusetts hotels with a pool
9.2 out of 10, Wonderful, (1002)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is AU$126
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 AU$180
includes taxes & fees
17 Dec - 18 Dec
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
joel
The price is AU$220
includes taxes & fees
22 Dec - 23 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 AU$309
includes taxes & fees
14 Jan - 15 Jan 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 AU$403
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (986)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is AU$156
includes taxes & fees
16 Dec - 17 Dec
9.2 out of 10, Wonderful, (2254)
"Stayed 3 nights, really great hotel and value. "
Vince
The price is AU$191
includes taxes & fees
1 Jan - 2 Jan 2026
8.6 out of 10, Excellent, (1004)
"Very nice hotel, clean and friendly perfectly located. "
Brandy
The price is AU$203
includes taxes & fees
20 Dec - 21 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 AU$188
includes taxes & fees
16 Dec - 17 Dec
4-star hotels with pools in Western Massachusetts
The price is AU$288
includes taxes & fees
4 Jan - 5 Jan 2026
Hotels with pools and spa pools in Western Massachusetts
9.2 out of 10, Wonderful, (2254)
The price is AU$191
includes taxes & fees
1 Jan - 2 Jan 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
D. Hotel Suites & Spa
10/10 Excellent
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