Search for Cheap Deals on
Wedding Hotels in The Berkshires

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured The Berkshires Hotel Wedding Venues

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Eastgate Inn B&B
Eastgate Inn B&B
2.5 out of 5
207 West Street, Lenox, MA
Book a stay at this business-friendly B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen ...
Eastgate Inn B&B
Gateways Inn & Restaurant
Gateways Inn & Restaurant
3 out of 5
51 Walker St, Lenox, MA
Stay at this 3-star hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Popular attractions Tanglewood Music Center and Lenox Library are located ...
Gateways Inn & Restaurant
Harbour House Inn
Harbour House Inn
3.5 out of 5
725 North State Road, Cheshire, MA
Stay at this 3.5-star B&B in Cheshire. Enjoy free breakfast, free WiFi, and free parking. Popular attractions St Mary's of the Assumption Church and Adams Theater ...
Harbour House Inn
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 Chesterwood
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 out of 5
910 Cold Spring Road, Williamstown, MA
Stay at this inn in Williamstown. Enjoy free parking, a business center, and a garden. Popular attractions Sheep Hill and Bullock Ledge Wildlife Management Area ...
1896 House Country Inn & Motels
The Orchards Hotel
The Orchards Hotel
2.5 out of 5
222 Adams Rd, Williamstown, MA
Book a stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonial Plaza and Mehlin ...
The Orchards Hotel
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Red Lion Inn
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 out of 5
5 Greenwood Street, Lenox, MA
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
Whistler's Inn Bed & Breakfast
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Travelodge by Wyndham Great Barrington Berkshires
Lenox Inn
Lenox Inn
2 out of 5
Pittsfield Road,525, Lenox, Massachusetts
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Guido's Marketplace are located ...
Lenox Inn
Monument Mountain Motel
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Monument Mountain Motel
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.

Spa Hotels in The Berkshires

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,000 reviews)
"The hotel services were really nice and the rooms were spacious."

Reviewed on Mar 25, 2025

Hotel Downstreet, Ascend Hotel Collection
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."

Reviewed on Mar 19, 2025

Vacation Village in the Berkshires
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,000 reviews)
"Beautiful views of the lake with cozy rooms. Staff is excellent."

Reviewed on Mar 20, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
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.

Hotels with Pools in The Berkshires

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"

Reviewed on Mar 18, 2025

The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."

Reviewed on Mar 19, 2025

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (762 reviews)
"Easy check in, nice staff. Rug in the room was kind of musty. They were accommodating to me requesting to have a slightly later check out. Would return if in the area."

Reviewed on Mar 18, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.

Hotels Wedding Venues in The Berkshires

You both said “yes” and pretty soon it’ll be “I do,” but there’s a lot to get together before the big day. (I know, I know, don’t remind you!) But we can help you out with part of the planning by getting you a great deal on hotel wedding venues in The Berkshires. When you book through us, you’ll have more money to spend on the things that truly matter, like monogrammed napkins and flowers—more flowers!

Here comes. . . your wedding venue

Sure, you could have your wedding party play a scavenger hunt to find the spots for the ceremony, the reception, and then their hotels. Or you could coordinate it all in the same place. Many wedding hotels provide more than just a dance floor. Need a DJ? How about some food and drink services? Set it all up separately through the hotel and vendors ahead of time and it’ll be ready to go when your party arrives.

Booking your rooms at or near the wedding venue means your crew can stumble. . . err. . . stroll to their room when the party’s over. They’ll have just what they need to rest up for the next day. There may even be honeymoon suites available, so you two can make your night even more special.

Get hitched to great savings

It’s your big day and we want to help you save so you can go all out on your honeymoon or that knife set still on your registry. Filter hotels by:

  • Price: Looking for a The Berkshires wedding venue that won’t bust your budget? We have rates starting at $78

  • Amenities: Full catering? Honeymoon suite? Maybe some pool cabanas? Pick the hotel that helps your dream wedding become a reality.

  • Hotwire Hot Rate: We’ll lift the veil on the hotel name after you book. But trust us, this will be a happy marriage between a wonderful rate and a lovely hotel.

With your impending nuptials, you can check a few things off that wedding to-do list by booking a hotel in The Berkshires for wedding venues. And all those savings? Hello, honeymoon!