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Our top choices for Pittsfield wedding hotels
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is 2.443.294 ₫
2.729.160 ₫ total
includes taxes & fees
16 Dec - 17 Dec
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
Lorie
The price is 5.666.755 ₫
5.989.892 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
Nancy
The price is 3.981.870 ₫
5.626.040 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
9.6 out of 10, Exceptional, (548)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
Jon
The price is 5.194.965 ₫
5.802.776 ₫ total
includes taxes & fees
14 Dec - 15 Dec
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
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 10.066.265 ₫
12.177.318 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
8.0 out of 10, Very good, (192)
"Very well kept property, nice restaurant and is in a great area"
Josephine
The price is 4.048.962 ₫
4.725.138 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
9.4 out of 10, Exceptional, (163)
"Everything was perfect - location and accommodation."
Christopher
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.
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