Find Hotel Wedding Venues in Pittsfield, MA
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Top Pittsfield Hotel Wedding Venues
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is SAR 345
SAR 385 total
includes taxes & fees
12 Dec - 13 Dec
Harbour House Inn
Cheshire
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 SAR 791
SAR 836 total
includes taxes & fees
7 Jan - 8 January 2026
The Red Lion Inn
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
Nancy
The price is SAR 535
SAR 766 total
includes taxes & fees
4 Jan - 5 January 2026
The Williams Inn
Williamstown
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 SAR 710
SAR 793 total
includes taxes & fees
10 Dec - 11 Dec
1896 House Country Inn & Motels
Williamstown
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
Stockbridge
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 SAR 1,433
SAR 1,734 total
includes taxes & fees
5 Jan - 6 January 2026
Gateways Inn & Restaurant
Lenox
8.0 out of 10, Very Good, (192)
"Very well kept property, nice restaurant and is in a great area"
Josephine
The price is SAR 548
SAR 639 total
includes taxes & fees
6 Jan - 7 January 2026
Brook Farm Inn
Lenox
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.
Top Pittsfield Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
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Hotels near popular Pittsfield Attractions
- Hotels near Bousquet Ski Area
- Hotels near Colonial Theater
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Museum
- Hotels near Barrington Stage Company
- Hotels near Guido's Marketplace
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Berkshire Athenaeum
- Hotels near Herman Melville's Arrowhead
- Hotels near Crane Museum of Papermaking
Pittsfield Hotels by Star Rating
Explore more hotels
- Hotel Downstreet, an Ascend Collection Hotel
- The Williams Inn
- The Yankee, Trademark Collection by Wyndham
- Berkshires Untold
- The Red Lion Inn
- Holiday Inn Club Vacations Oak n ’ Spruce Resort in the Berkshires by IHG
- Comfort Inn & Suites East Greenbush - Albany
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Hampton Inn & Suites Berkshires-Lenox
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Courtyard by Marriott Lenox Berkshires
- Huttopia Berkshires
- The Porches Inn at Mass MoCA
- Quality Inn
- Fairfield Inn & Suites by Marriott Williamstown
- Monument Mountain Motel
- The Ponds at Foxhollow
- Jiminy Peak Mountain Resort
- Quality Inn
- Prospect Berkshires