Find Golf Hotels in Pittsfield, MA
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Our top choices for Pittsfield hotels with a golf course
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (709)
"Great hospitality "
regina maria
The price is NT$3,377
NT$3,772 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (993)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is NT$2,926
NT$3,268 total
includes taxes & fees
Dec 23 - Dec 24
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
Tom
The price is NT$2,367
NT$2,644 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
Thomas
The price is NT$4,261
NT$4,759 total
includes taxes & fees
Jan 5 - 2026/1/6
7.8 out of 10, Good, (840)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
MARIA J
The price is NT$2,714
NT$3,032 total
includes taxes & fees
Dec 22 - Dec 23
9.0 out of 10, Wonderful, (793)
"Spacious room and loved pool and hot tub!"
Deanna
The price is NT$3,115
NT$4,184 total
includes taxes & fees
Jan 11 - 2026/1/12
5.4 out of 10, (811)
"Room spotless and staff helpful."
William
The price is NT$2,528
NT$2,824 total
includes taxes & fees
Jan 3 - 2026/1/4
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1004)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is NT$3,166
NT$3,536 total
includes taxes & fees
Jan 11 - 2026/1/12
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
Vacation Village in the Berkshires
10/10 Excellent
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- Frelinghuysen Morris House and Studio
- Pleasant Valley Wilderness Sanctuary
- Visit Housatonic
- Kushi Institute
- Visit Hancock
- Crane Museum of Papermaking
- Berkshire Botanical Garden
- National Shrine of the Divine Mercy
- Lee Premium Outlets
- South Lee Vacations
- Canoe Meadows Wildlife Sanctuary
- Mount Greylock State Reservation Visitor Center
- Visit South Lee
- Norman Rockwell Museum
- Charles H. Baldwin & Sons
- Animagic Museum of Animation
- Visit Lenox
- Greenock Country Club
- Visit Middlefield
- Bousquet Ski Area
- Mission House
- Visit Lanesborough
- Visit Dalton
- Visit Lee
- Visit West Stockbridge
- Lenox Mountain