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21 Aug - 23 AugOur top choices for Pittsfield family-friendly hotels
1. 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
2. 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
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
₹5,321
₹5,944 total
includes taxes & fees
10 Aug - 11 Aug
5. 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
₹20,184
₹22,546 total
includes taxes & fees
19 Aug - 20 Aug
7. 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
Top Pittsfield Hotel Reviews
The Yankee Inn
10/10 Excellent
"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, 15 or 20 mins to Tanglewood depending on time. A very nice breakfast with lots of choices. We would definitely recommend this Inn to friends, and plan to return for future trips to Tanglewood and The Berkshires. ."
Quality Inn Great Barrington
10/10 Excellent
"Easy parking"
Hotel On North
10/10 Excellent
"A really cool place to stay. Easy drive to Tanglewood. Rich history with modern room amenities."
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"
The Central Downtown Inn & Suites
8/10 Good
"This place was well situated for walks downtown. The suite was clean, spacious and well worth the money. Check in was done by phone which was a little different but it all ran smooth. I would do it again in a heartbeat."
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Great hotel and super clean rooms. Staff was very friendly and helpful. Breakfast was a good amenity."
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"
Berkshire Inn
10/10 Excellent
"Nice and clean"
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