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Top Pittsfield Family Hotels
Our top choices for Pittsfield family-friendly hotels

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1004)
The price is ₩147,075
₩164,283 total
includes taxes & fees
Sep 1 - Sep 2

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
9.6 out of 10, Exceptional, (27)
The price is ₩195,958
₩218,885 total
includes taxes & fees
Sep 1 - Sep 2

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very Good, (868)
The price is ₩150,896
₩168,551 total
includes taxes & fees
Sep 1 - Sep 2

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (969)
The price is ₩220,115
₩245,868 total
includes taxes & fees
Sep 1 - Sep 2

Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
7.6 out of 10, Good, (546)
The price is ₩103,828
₩115,983 total
includes taxes & fees
Sep 8 - Sep 9

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
9.0 out of 10, Wonderful, (1004)
The price is ₩175,330
₩195,843 total
includes taxes & fees
Sep 7 - Sep 8

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (732)
The price is ₩209,040
₩233,497 total
includes taxes & fees
Sep 7 - Sep 8

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.4 out of 10, (627)
The price is ₩88,254
₩98,580 total
includes taxes & fees
Sep 14 - Sep 15
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 pools in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very Good, (868)
The price is ₩150,896
₩168,551 total
includes taxes & fees
Sep 1 - Sep 2
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
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More Accommodation Types in Pittsfield
Hotels near popular Pittsfield Attractions
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- Hotel Downstreet, Ascend Hotel Collection
- Comfort Inn & Suites East Greenbush - Albany
- The Red Lion Inn
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- The Yankee, Trademark Collection by Wyndham
- Jiminy Peak Mountain Resort
- The Constance by the Lenox Collection
- The Springs Motel