The Berkshires Hotel Guide - Wedding Hotels in The Berkshires, Massachusetts

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top The Berkshires Wedding Hotels

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
8.0 out of 10, Very good, (682)
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"
The price is €100
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Eastgate Inn B&B
2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Gateways Inn & Restaurant
3.0 star property
7.8 out of 10, Good, (185)
"very comfortable and pleasant hotel."
The price is €213
includes taxes & fees
4 Dec - 5 Dec
Gateways Inn & Restaurant
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is €256
includes taxes & fees
19 Dec - 20 Dec
Harbour House Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is €523
includes taxes & fees
22 Nov - 23 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1896 House Country Inn & Motels
2.5 star property
6.6 out of 10, (404)
"Excellent experience for the price. Lovely area next to creek. Helpful staff"
The price is €94
includes taxes & fees
4 Dec - 5 Dec
1896 House Country Inn & Motels
The Orchards Hotel
2.5 star property
8.6 out of 10, Excellent, (442)
"A little dated. Restaurant shut down for renovations, disappointing"
The Orchards Hotel
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1001)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and...
The price is €224
includes taxes & fees
24 Nov - 25 Nov
The Red Lion Inn
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is €155
includes taxes & fees
25 Nov - 26 Nov
Whistler's Inn Bed & Breakfast
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (511)
"Not many tv channels to select from "
The price is €73
includes taxes & fees
2 Dec - 3 Dec
Travelodge by Wyndham Great Barrington Berkshires
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.
Don't see what you're looking for?
See all available properties in The Berkshires