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Find Hotel Wedding Venues in The Berkshires, MA
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Our top choices for The Berkshires wedding hotels
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (997)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
Dwight
The price is ￥13,770
￥15,381 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is ￥22,595
￥32,249 total
includes taxes & fees
Jan 14 - Jan 15, 2026
9.6 out of 10, Exceptional, (553)
"staff was great"
Tim
The price is ￥32,822
￥36,662 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
Christopher
9.4 out of 10, Exceptional, (133)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
Lynda
The price is ￥28,958
￥31,766 total
includes taxes & fees
Dec 29 - Dec 30
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 ￥59,625
￥72,130 total
includes taxes & fees
Jan 7 - Jan 8, 2026
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
edson
9.4 out of 10, Exceptional, (53)
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
alton
The price is ￥33,566
￥35,480 total
includes taxes & fees
Jan 7 - Jan 8, 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.
Top The Berkshires Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
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