Photo by Photo courtesy of Berkshire Visitors Bureau
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)
The price is ¥13,770
¥15,381 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The price is ¥22,595
¥32,249 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The price is ¥32,822
¥36,662 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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)
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 ¥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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