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, (2348)
"The staff was exceptionally friendly and helpful."
The price is SAR 445
SAR 508 total
includes taxes & fees
3 Dec - 4 Dec
D. Hotel Suites & Spa

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (400)
"Quaint "
The price is SAR 544
SAR 597 total
includes taxes & fees
3 Dec - 4 Dec
Shaker Mill Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is SAR 634
SAR 733 total
includes taxes & fees
2 Dec - 3 Dec
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (682)
"The restaurant is as great!"
The price is SAR 371
SAR 414 total
includes taxes & fees
9 Dec - 10 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, (95)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is SAR 544
SAR 776 total
includes taxes & fees
1 Dec - 2 Dec
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 2,084 total
includes taxes & fees
3 Dec - 4 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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