Hotels with Swimming Pool in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Hotels with Swimming Pool

Top Western Massachusetts Hotels with Swimming Pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Indoor pool
8.8 out of 10, Excellent, (693)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energizes adventures in Great Barrington's vibrant surroundings.
The price is P6,319
P7,058 total
includes taxes & fees
Nov 24 - Nov 25
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Indoor pool
8.0 out of 10, Very Good, (959)
Swimmers splash in the pristine indoor pool from 7 AM to 9 PM, complemented by an on-site health club for complete wellness. Hiking trails and skiing opportunities nearby make this centrally located hotel an ideal family-friendly retreat.
The price is P5,209
P5,818 total
includes taxes & fees
Nov 21 - Nov 22
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Indoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1003)
Shimmering waters beckon at dual pool options, where indoor relaxation meets seasonal outdoor splendor. After exploring nearby Bousquet Ski Area, guests unwind in the rejuvenating hot tub while mountain vistas provide a stunning backdrop for aquatic serenity.
The price is P5,846
P6,530 total
includes taxes & fees
Dec 15 - Dec 16
The Yankee, Trademark Collection by Wyndham

Vacation Village in the Berkshires

3.0 star property
Williamstown
  • Outdoor pool
  • Indoor pool
  • Pool umbrellas
8.8 out of 10, Excellent, (2136)
Mountain-view relaxation awaits at the indoor and outdoor pools after exploring Berkshire trails. Families appreciate the children's pool, playground, and game room, while skiers love the direct access to Jiminy Peak slopes.
The price is P6,140
P7,506 total
includes taxes & fees
Nov 17 - Nov 18
Vacation Village in the Berkshires

Tru by Hilton Chicopee Springfield

2.5 star property
Chicopee
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1003)
Swimmers of all ages enjoy the indoor pool, complete with sun loungers and extended 15-hour daily access. After aquatic fun, guests appreciate the well-equipped 24-hour fitness center, complimentary breakfast, and spotlessly clean rooms.
The price is P5,150
P5,842 total
includes taxes & fees
Dec 1 - Dec 2
Tru by Hilton Chicopee Springfield

Element Lenox Berkshires

3.0 star property
Lenox
  • Indoor pool
9.6 out of 10, Exceptional, (10)
Swimming enthusiasts appreciate the serene indoor pool that provides year-round aquatic enjoyment regardless of weather. After energizing laps, guests gather at the outdoor firepit or enjoy a complimentary manager's reception before retreating to individually furnished rooms.
The price is P7,972
P8,905 total
includes taxes & fees
Nov 23 - Nov 24
Element Lenox Berkshires

Courtyard by Marriott West Springfield

3.0 star property
West Springfield
  • Indoor pool
9.2 out of 10, Wonderful, (567)
Spacious indoor pool provides year-round swimming in a modern setting, complemented by 24-hour fitness facilities. Guests appreciate the convenient location near Big E fairgrounds, Connecticut River trails, and attentive service from friendly staff.
The price is P6,977
P7,986 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott West Springfield

Hampton Inn Westfield

2.5 star property
Westfield
  • Indoor pool
8.4 out of 10, Very Good, (810)
Sparkling water beckons at the inviting indoor pool, accessible for splashy fun from 9:00 AM to 10:00 PM daily. Recently remodeled rooms feature premium bedding, while complimentary full breakfast earns consistent praise from satisfied guests.
The price is P6,567
P7,335 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn Westfield

Jiminy Peak Mountain Resort

3.0 star property
Hancock
  • Outdoor pool
  • Pool loungers
  • 2 hot tubs
8.2 out of 10, Very Good, (985)
Splash into alpine relaxation at the sun-drenched outdoor pool complete with loungers and umbrellas after a day on the slopes. Beyond swimming, this resort offers tennis courts, hiking trails, and a fitness center for complete mountain enjoyment.
The price is P8,799
P9,829 total
includes taxes & fees
Nov 17 - Nov 18
Jiminy Peak Mountain Resort

MGM Springfield

4.0 star property
Metro Center
  • Pool loungers
9.0 out of 10, Wonderful, (1435)
Poolside relaxation awaits at the seasonal outdoor pool, complete with sun loungers and umbrellas from April through October. After swimming, guests can explore 8 restaurants, try their luck at the casino, or enjoy a game at the bowling alley.
The price is P7,981
P10,395 total
includes taxes & fees
Nov 17 - Nov 18
MGM Springfield
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

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