Find Hotel Wedding Venues in Pittsfield, MA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotel Wedding Venues

Our top choices for Pittsfield wedding hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is AED 433
AED 484 total
includes taxes & fees
19 May - 20 May
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (19 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is AED 2,117
AED 3,976 total
includes taxes & fees
19 May - 20 May
Hancock Village Inn Near Jiminy Peak

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is AED 552
AED 781 total
includes taxes & fees
28 May - 29 May
The Red Lion Inn

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (450 reviews)
"Older strip type motel. That said room was clean and bed was comfortable. It was good for a couple of days that I stayed. No breakfast available at motel though they did give me a discount coupon to bar/resturant next door. "
United States
William
The price is AED 359
AED 401 total
includes taxes & fees
19 May - 20 May
1896 House Country Inn & Motels

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is AED 913
AED 965 total
includes taxes & fees
19 May - 20 May
Harbour House Inn

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
Hancock
9.8 out of 10, Exceptional, (21 reviews)
"Great location! "
United States
shannon m.
The price is AED 397
AED 878 total
includes taxes & fees
19 May - 20 May
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (627 reviews)
"Amazing place to stay."
United States
Augusta
The price is AED 996
AED 1,113 total
includes taxes & fees
19 May - 20 May
The Williams Inn

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
8.0 out of 10, Very Good, (1 review)
"This location is great as an overnight trip. It’s centralized between ski resorts, restaurants near Pittsfield, MA and local NY. "
United States
Luz A.
The price is AED 635
AED 1,538 total
includes taxes & fees
28 May - 29 May
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

Farmhouse Retreat, Infrared Sauna, Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy

Farmhouse Retreat, Infrared Sauna, Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
Valatie
10.0 out of 10, Exceptional, (3 reviews)
"It was a great location with privacy. House was the perfect size for us. Would definitely consider for next year's tournament. "
United States
Brian H.
The price is AED 1,197
AED 2,789 total
includes taxes & fees
20 May - 21 May
Farmhouse Retreat, Infrared Sauna, Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is AED 975
AED 1,089 total
includes taxes & fees
27 May - 28 May
Whistler's Inn Bed & Breakfast
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

Explore a world of travel with Expedia