Search Family-Friendly Hotels in The Berkshires
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21 Aug - 23 AugOur top choices for The Berkshires family-friendly hotels
1. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
₹10,197
₹13,251 total
includes taxes & fees
8 Sept - 9 Sept
2. 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.
₹12,786
₹14,282 total
includes taxes & fees
7 Sept - 8 Sept
3. 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 Centre.
₹11,711
₹13,081 total
includes taxes & fees
7 Sept - 8 Sept
4. 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.
₹10,852
₹12,121 total
includes taxes & fees
30 Aug - 31 Aug
5. 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 cosy rooms—all nestled near Ski Butternut.
₹18,532
₹20,700 total
includes taxes & fees
13 Aug - 14 Aug
6. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
- Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
₹12,091
₹13,506 total
includes taxes & fees
23 Aug - 24 Aug
₹15,303
₹19,240 total
includes taxes & fees
16 Aug - 17 Aug
8. Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - AlbanyCastleton-on-Hudson
₹10,844
₹12,037 total
includes taxes & fees
7 Sept - 8 Sept
View all properties
Family-friendly hotels with free breakfast in The Berkshires
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
₹10,197
₹13,251 total
includes taxes & fees
8 Sept - 9 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
₹12,786
₹14,282 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
₹11,711
₹13,081 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
₹10,852
₹12,121 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
₹18,532
₹20,700 total
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
₹12,091
₹13,506 total
includes taxes & fees
23 Aug - 24 Aug
₹8,397
₹9,870 total
includes taxes & fees
8 Sept - 9 Sept
₹11,901
₹13,294 total
includes taxes & fees
8 Sept - 9 Sept
₹20,184
₹22,546 total
includes taxes & fees
19 Aug - 20 Aug
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
₹7,521
₹8,401 total
includes taxes & fees
1 Sept - 2 Sept
Family-friendly hotels with pools in The Berkshires
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
₹10,197
₹13,251 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
₹11,711
₹13,081 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
₹18,532
₹20,700 total
includes taxes & fees
13 Aug - 14 Aug
₹14,608
₹16,317 total
includes taxes & fees
30 Aug - 31 Aug
₹8,397
₹9,870 total
includes taxes & fees
8 Sept - 9 Sept
₹11,901
₹13,294 total
includes taxes & fees
8 Sept - 9 Sept
₹20,184
₹22,546 total
includes taxes & fees
19 Aug - 20 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
₹12,091
₹13,506 total
includes taxes & fees
23 Aug - 24 Aug
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.
View all propertiesTop The Berkshires Hotel Reviews
The Yankee Inn
8/10 Good
"Rooms were clean, renovated and well appointed. Staff was very limited."
Quality Inn Great Barrington
8/10 Good
"Great hot waffles for brrakfast! But the scrambled eggs came from a carton. The Staff was very helpful teaching me how to use.my fog lights on my rental car."
Vacation Village in the Berkshires
10/10 Excellent
"Great area...reasonable, very clean and cosy... Highly recommended"
The Red Lion Inn
10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Love this hotel for going to Mass MoCA"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
The Little Lion
10/10 Excellent
"Great location. Functional and affordable. Pet friendly."
Jiminy Peak Mountain Resort
8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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