Family friendly Hotels in The Berkshires, Massachusetts
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on The Berkshires Family friendly Hotels
Top The Berkshires Family friendly Hotels

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1849)

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
8.8 out of 10, Excellent, (1003)
The price is P8,106
P9,054 total
includes taxes & fees
Aug 3 - Aug 4

Stay Berkshires
Stay Berkshires
8.4 out of 10, Very Good, (353)

Williamstown Motel
Williamstown Motel
9.4 out of 10, Exceptional, (271)
The price is P5,022
P5,609 total
includes taxes & fees
Jul 6 - Jul 7

Cozy Corner Motel
Cozy Corner Motel
9.2 out of 10, Wonderful, (829)
The price is P5,344
P6,271 total
includes taxes & fees
Jul 9 - Jul 10

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.2 out of 10, (604)
The price is P3,597
P4,018 total
includes taxes & fees
Aug 3 - Aug 4

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (943)
The price is P10,070
P11,248 total
includes taxes & fees
Jul 6 - Jul 7

Lantern House Motel
Lantern House Motel
8.2 out of 10, Very Good, (455)
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.
Recent Reviews in The Berkshires
Recent Reviews in The Berkshires

Hotel Downstreet, Ascend Hotel Collection
5/5 Excellent
"Fantastic place"
A verified traveler stayed at Hotel Downstreet, Ascend Hotel Collection
Posted 3 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Hotel Theme
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Budget Hotels in The Berkshires
- Business Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Hotels near Shopping Areas in The Berkshires
- Hotels with Air Conditioning in The Berkshires
- Hotels with Balcony in The Berkshires
- Hotels with Bars / Lounges in The Berkshires
- Hotels with Breakfast in The Berkshires
- Hotels with Childcare in The Berkshires
- Hotels with Entertainment in The Berkshires
- Hotels with Gyms in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Hotels with Internet in The Berkshires
- Hotels with Restaurants in The Berkshires
- Hotels with Spa in The Berkshires
- Hotels with Swimming Pool in The Berkshires
- Hotels with Views in The Berkshires
- Hotels with WiFi in The Berkshires
- Hotels with connecting rooms in The Berkshires
- Hotels with free Internet in The Berkshires
- Hotels with free breakfast in The Berkshires
- Hotels with free parking in The Berkshires
- Hotels with free wifi in The Berkshires
- Hotels with indoor pool in The Berkshires
- Hotels with parking in The Berkshires
- Hotels with shuttle in The Berkshires
- Hotels with smoking rooms in The Berkshires
- Luxury Hotels in The Berkshires
- Pet friendly Hotels in The Berkshires
- Romantic Hotels in The Berkshires