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Our top choices for Stockbridge hotels with a golf course
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1007)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is 2.641.200 ₫
2.950.221 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
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, (710)
"Great hospitality "
regina maria
The price is 2.815.705 ₫
3.145.142 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is 2.439.400 ₫
2.724.810 ₫ total
includes taxes & fees
25 Dec - 26 Dec
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
Lori
The price is 3.949.950 ₫
5.588.652 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
Robert
The price is 10.050.225 ₫
12.157.914 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
Edward
The price is 2.736.760 ₫
3.056.962 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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 3.554.955 ₫
3.970.884 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
9.0 out of 10, Wonderful, (794)
"Spacious room and loved pool and hot tub!"
Deanna
The price is 2.596.896 ₫
3.488.609 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
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.