Find & compare wedding hotels in The Berkshires, MA from $74

Top The Berkshires Hotel Wedding Venues

Harbour House Inn

725 North State Road, Cheshire, MA

$241 nightly

$255 total

Nov 4 - Nov 5

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Free full breakfast is served. A garden, a communal living ...

Eastgate Inn B&B

207 West Street, Lenox, MA

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This bed & breakfast features an area shuttle, free self parking, and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, ...

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183, Stockbridge, MA

$335 nightly

$374 total

Nov 3 - Nov 4

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

The Dewey

7 Hubbard Street, Lenox, MA

$174 nightly

$195 total

Nov 9 - Nov 10

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

The Red Lion Inn

30 Main Street, Stockbridge, MA

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$203 total

Nov 19 - Nov 20

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Nov 2 - Nov 3

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.

Gateways Inn & Restaurant

51 Walker St, Lenox, MA

$254 nightly

$282 total

Nov 6 - Nov 7

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, ...

Whistler's Inn Bed & Breakfast

5 Greenwood Street, Lenox, MA

$170 nightly

$190 total

Oct 23 - Oct 24

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street, Pittsfield, MA

Free Cancellation

$103 nightly

$115 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd, Great Barrington, MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$84 total

Oct 22 - Oct 23

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and dry cleaning are also on offer.

1896 House Country Inn & Motels

910 Cold Spring Road, Williamstown, MA

$107 nightly

$120 total

Oct 27 - Oct 28

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, ...

The Orchards Hotel

222 Adams Rd, Williamstown, MA

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A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal ...

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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.

When love is in the air, you’ll find inspiration at one of our The Berkshires wedding hotels. Tie the knot with personalized ceremonies ranging from intimate affairs that keep it simple to nuptial extravaganzas with all the sugar and spice. The blushing bride and out-of-town visitors alike will be swept off their feet by the convenience and value of on-site accommodations.

The special day will be unforgettable for both the sweethearts and guests at one of the wedding hotels in The Berkshires. Gorgeous landscapes, beautiful indoor spaces, special bridal suites, and amazing arrangements are just some of the options to choose from. Enjoy a stunning ceremony surrounded by friends and family, then retire to the reception room for a fun night of toasts and treats. Feel free to waltz the night away, knowing you’ve found a gem of a deal.

You’ll live happily ever after when you choose from Travelocity’s selection of the best wedding hotels in The Berkshires. Find that perfect combination of romance and flair and add your signature style to make it your own. Our customer service and Price Guarantee are just the icing on the cake. Book with us so on the big day, you can go and smell the roses—we’ve got it covered.

The Berkshires hotels essential information

Accommodation	1,105 hotels
Lowest Price	$74
Highest Price	$374
Popular hotels	The Dewey, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Eastgate Inn B&B, Gateways Inn & Restaurant, Harbour House Inn, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, 1896 House Country Inn & Motels, The Orchards Hotel, The Red Lion Inn, Whistler's Inn Bed & Breakfast, Travelodge by Wyndham Great Barrington Berkshires, Monument Mountain Motel

Recent The Berkshires hotel reviews by fellow wanderers

Vacation Village in the Berkshires

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Front desk was friendly and helpful. Plenty of parking near our specific unit. Our room was clean, spacious, and very comfortable. The pool and hot tub area were clean and had plenty of towels to use. This was our first time here and we will definitely come back. "

A verified traveler stayed at Vacation Village in the Berkshires

The Yankee, Trademark Collection by Wyndham

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"Great stay-- would stay here again-- safe, nice welcome from Cameron at front desk, room was clean and cozy. Bed was very comfortable. Didn't have breakfast. I usually stay in Pittsfield at a hotel that has given me a discount since March when my mother was put into a nursing home. I normally try to come down twice a month from CNY--needless to say it is expensive for me.. Random question-- do you offer discounts?"

A verified traveler stayed at The Yankee, Trademark Collection by Wyndham

The Red Lion Inn

5 out of 5

Posted 9 days ago

Travelocity Verified Review

"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "

A verified traveler stayed at The Red Lion Inn