Find Romantic Hotels in Western Massachusetts, MA

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Pick from 45 Western Massachusetts Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2331)
"Great staff comfy room"
The price is SAR 508
SAR 579 total
includes taxes & fees
17 Nov - 18 Nov
D. Hotel Suites & Spa
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (399)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is SAR 545
SAR 598 total
includes taxes & fees
14 Nov - 15 Nov
Shaker Mill Inn
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"Love staying here "
The price is SAR 634
SAR 733 total
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
8.0 out of 10, Very Good, (676)
"The front desk staff went above and beyond to make sure that our stay went off without a hitch. Thank you kindly.!"
The price is SAR 353
SAR 394 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Chestnut Lodge
3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (129)
"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "
Hadley Amherst Location.Explore the Valley Colleges!
Kemble Inn
3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (94)
"This stay was wonderful. It's located about 4 miles from UMass, in a nice quiet area. We were greeted with farm fresh eggs, bakery cinnamon bread slices, local apples, homemade butter and organic milk in the fridge. The pictures are accurate and the place reminded me of an old farmhouse. There's a chicken coop right on the property. The beds were super comfortable and the hosts thought of everything. There were oatmeal packets, small candy bars, microwave popcorn, etc to snack on. There...
The price is SAR 545
SAR 781 total
includes taxes & fees
14 Nov - 15 Nov
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
10.0 out of 10, Exceptional, (90)
"Very clean, spacious, and comfortable. Property manager’s information was helpful."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
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 SAR 1,723
SAR 2,085 total
includes taxes & fees
20 Nov - 21 Nov
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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