Search Family-Friendly Hotels in Pittsfield
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Pittsfield Family-Friendly Hotels
Top Pittsfield Family-Friendly Hotels

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1001)
The price is 3.126.343 ₫
3.492.124 ₫ total
includes taxes & fees
1 Sept - 2 Sept

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
7.6 out of 10, Good, (540)
The price is 1.970.550 ₫
2.201.236 ₫ total
includes taxes & fees
1 Sept - 2 Sept

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1004)
The price is 3.327.602 ₫
3.716.932 ₫ total
includes taxes & fees
1 Sept - 2 Sept

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very good, (859)
The price is 3.021.510 ₫
3.375.027 ₫ total
includes taxes & fees
1 Sept - 2 Sept

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
9.6 out of 10, Exceptional, (14)
The price is 3.997.589 ₫
4.465.306 ₫ total
includes taxes & fees
18 Aug - 19 Aug

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.4 out of 10, (622)
The price is 1.674.968 ₫
1.870.939 ₫ total
includes taxes & fees
1 Sept - 2 Sept

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (726)
The price is 4.387.758 ₫
4.901.126 ₫ total
includes taxes & fees
25 Aug - 26 Aug

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very good, (962)
The price is 4.177.566 ₫
4.666.341 ₫ total
includes taxes & fees
1 Sept - 2 Sept
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 Pittsfield Hotel Reviews
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Nearby Cities
Choose Your Pittsfield Hotel Style
- Boutique Hotels in Pittsfield
- Business Hotels in Pittsfield
- Cheap Hotels in Pittsfield
- Golf Hotels in Pittsfield
- Historic Hotels in Pittsfield
- Hotels Suites in Pittsfield
- Hotels near Museums in Pittsfield
- Hotels with Air Conditioning in Pittsfield
- Hotels with Connecting Rooms in Pittsfield
- Hotels with Gym in Pittsfield
- Hotels with Hot Tubs in Pittsfield
- Hotels with Indoor Pools in Pittsfield
- Hotels with Laundry Service in Pittsfield
- Hotels with Pool in Pittsfield
- Hotels with Restaurant in Pittsfield
- Hotels with Room Service in Pittsfield
- Hotels with Wifi in Pittsfield
- Hotels with a Bar in Pittsfield
- Hotels with smoking rooms in Pittsfield
- Lakeside Hotels in Pittsfield
- Mountain Hotels in Pittsfield
- Pet-Friendly Hotels in Pittsfield
- Romantic Hotels in Pittsfield
- Shopping Hotels in Pittsfield
- Ski Hotels in Pittsfield
- Wedding Hotels in Pittsfield
Hotels near popular Pittsfield Attractions
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Museum
- Hotels near Colonial Theater
- Hotels near Barrington Stage Company
- Hotels near Berkshire Athenaeum
- Hotels near Guido's Marketplace
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Crane Museum of Papermaking
- Hotels near Tanglewood Music Center
Hotels in Pittsfield by Star Rating
More ways to book
Expedia's Latest Trends
Hotels
Flights