Family friendly Hotels in Great Barrington, Massachusetts
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Sep 4 - Sep 6Our top choices for Great Barrington family-friendly hotels
1. Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
- Escape with the kids to this quiet, comfortable motel where family stays come with free beds and cribs in immaculately clean rooms.
P4,875
P5,446 total
includes taxes & fees
Sep 1 - Sep 2
2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Families splash into fun at this Berkshires hotel with indoor pool, game arcade, and cozy rooms—all nestled near Ski Butternut.
P12,012
P13,418 total
includes taxes & fees
Aug 30 - Aug 31
3. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
P7,220
P9,272 total
includes taxes & fees
Aug 31 - Sep 1
4. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
- Family fun at lakeside retreat with kayaking, fishing, and premium TV channels.
P7,868
P8,789 total
includes taxes & fees
Sep 15 - Sep 16
5. Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great BarringtonLee
- Family-friendly budget escape with free miniature golf and breakfast, minutes from Berkshire Botanical Garden.
P4,388
P4,901 total
includes taxes & fees
Sep 7 - Sep 8
6. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
- Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
P7,034
P7,857 total
includes taxes & fees
Sep 1 - Sep 2
7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
- Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Center.
P7,838
P8,755 total
includes taxes & fees
Aug 31 - Sep 1
P11,479
P12,822 total
includes taxes & fees
Aug 31 - Sep 1
Top Great Barrington Hotel Reviews
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"Great location + well maintained property inside + outside"
Quality Inn Great Barrington
10/10 Excellent
"A nice little hotel. Friendly staff. Well-maintained. And the nice thing is the location - it's in downtown Great Barrington, so you can walk to restaurants and other attractions without having to get into your car. No more than 30 minutes from Tanglewood, Shakespeare and Co., and Jacob's Pillow. Also a 20-minute walk from a small lake and beach."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"I liked the balcony overlooking the lake"
The Yankee Inn
8/10 Good
"the room smelled like marijuana and cigarettes at initial arrival. I was in the 2nd bldg. and not able to get fresh coffee in the morning. overall, our stay was well worth it."
The Red Lion Inn
10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
FairBridge Inn Express
10/10 Excellent
"It was very nice and everyone was extremely helpful"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Monument Mountain Motel
10/10 Excellent
"This is a comfortable, clean hotel with a charming proprietor. Reasonably priced too. I highly recommend!"
Travelodge by Wyndham Great Barrington Berkshires
8/10 Good
"We did not use the amenities. We were only there to sleep and for one night, but the staff was friendly and the room was cleanly enough."