Family Hotels & Resorts in Western Massachusetts from AU$129
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Our top choices for Western Massachusetts family-friendly hotels
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,002 reviews)
- Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
"We have a dog traveling with us. It is really pet friendly. Love it!"
Yan
The price is AU$169
includes taxes & fees
13 May - 14 May
9.2 out of 10, Wonderful, (904 reviews)
"Friendly hotel workers, great breakfast, and my daughter loved the lobby decor. Perfect for a mother-daughter weekend away!"
Janice
The price is AU$129
includes taxes & fees
17 May - 18 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,006 reviews)
- Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
"We wojld considrr returning in warmer weather with the kids/ grandkids as the environment is family friendly."
Melody
The price is AU$195
includes taxes & fees
19 May - 20 May
9.8 out of 10, Exceptional, (86 reviews)
- Kids can splash in the indoor pool near the University of Massachusetts Amherst in this hotel with welcoming staff and family perks.
"Everything is great here and pet friendly :) "
Jonathan
The price is AU$270
includes taxes & fees
1 June - 2 June
9.0 out of 10, Wonderful, (990 reviews)
"Our family loved our stay at your hotel and enjoyed the amenities!"
Bethany
The price is AU$239
includes taxes & fees
2 June - 3 June
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (93 reviews)
- Splash into family fun with indoor pool and spa pool—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
"Room was clean, bed was comfortable, pool was nice, breakfast and coffee were good!"
Haley
The price is AU$164
includes taxes & fees
17 May - 18 May
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.2 out of 10, Wonderful, (891 reviews)
"I wish I had known about this place when my kids were young."
JoAnn
The price is AU$224
includes taxes & fees
13 May - 14 May
9.4 out of 10, Exceptional, (1,008 reviews)
- Family haven with indoor pool and top-notch amenities for memorable adventures near University of Massachusetts Amherst.
"Great place to stay for a family."
Summer
The price is AU$257
includes taxes & fees
31 May - 1 June
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.
Family-friendly hotels with free breakfast in Western Massachusetts
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1002)
The price is AU$169
includes taxes & fees
13 May - 14 May
Family-friendly hotels with pools in Western Massachusetts
9.2 out of 10, Wonderful, (2225)
The price is AU$262
includes taxes & fees
11 May - 12 May
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
Hampton Inn & Suites Springfield/Downtown
10/10 Excellent
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