A lake with a rocky shoreline and a forested island.

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Our top choices for Western Massachusetts wedding hotels

A historic building with a covered porch, American flags, and a sign reading 'Deerfield Inn.'

1. Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
9.8 out of 10, Exceptional, (42 reviews)
"Excellent stay!"
United States
Debbie
The price is £164
includes taxes & fees
14 Dec - 15 Dec
Deerfield Inn
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

2. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,002 reviews)
"nice place to stay in the heart of downtown Northampton"
United States
Beth
The price is £159
includes taxes & fees
27 Nov - 28 Nov
Hotel Northampton
An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

3. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (790 reviews)
"the room was clean and the staff was so kind"
United States
valerie
The price is £121
includes taxes & fees
18 Nov - 19 Nov
Courtyard by Marriott Hadley Amherst
A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

4. Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (902 reviews)
"the wonderful stay!"
United States
Yong
The price is £174
includes taxes & fees
15 Nov - 16 Nov
Inn on Boltwood
A two-story house with a red door, green shutters, and a snow-covered front yard.

5. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (195 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is £141
includes taxes & fees
15 Dec - 16 Dec
Centennial House
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

6. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (714 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is £166
includes taxes & fees
15 Nov - 16 Nov
The Williams Inn
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

7. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is £171
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
A house with a chimney, surrounded by trees with autumn foliage.

8. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is £79
includes taxes & fees
15 Nov - 16 Nov
UU Rowe Camp and Conference Center
An indoor swimming pool with clear glass ceilings, sunlit interior, and lounge chairs along the sides.

9. Sheraton Springfield Monarch Place Hotel

Sheraton Springfield Monarch Place Hotel
3.5 star property
Metro Center
8.0 out of 10, Very good, (1,000 reviews)
"Enjoyed my stay"
United States
Timothy
The price is £124
includes taxes & fees
22 Nov - 23 Nov
Sheraton Springfield Monarch Place Hotel
A two-story house with a brick entrance and a white facade.

10. 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 star property
Stockbridge
9.4 out of 10, Exceptional, (121 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is £349
includes taxes & fees
6 Dec - 7 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.
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Top Western Massachusetts Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"The staff were super kind and helpful, however there were some concerns. The indoor pool was closed because there were too many pool chemicals in it, which was tough since that was a primary reason for choosing this property. This meant that the families with children were relegated to the hot tub and pool table areas because the arcade area costs money to play. The staff were kind, but the lack of swimming pool and the abundance of bored children arouns changed the atmosphere. "Too many chemicals" in the pool seems like an avoidable problem. The room was lovely, but we had to take out our own trash and wash our own dishes which wasn't quite "vacation vibes" since this was listed as a hotel. Loved the gas fireplace, but it does run on by using a dial on the wall that makes a ticking sound constantly. The walls were super thin, so I could see where that would be a challenge during busy season. Honestly, I feel like the whole property would feel kind of feral during busy season with so many "first come, first served" elements, but the mountain views were gorgeous and the staff were very very kind and helpful. Also, the room was beautifully clean and cozy, which is always a nice feeling."
Johanna 1-night trip
Posted 5 hours ago
Vacation Village in the Berkshires

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