Find Romantic Hotels in The Berkshires, MA

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Check availability on The Berkshires Romantic Hotels

Top The Berkshires Romantic Hotels

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (412)
"Nice"
The price is SAR 523
SAR 574 total
includes taxes & fees
16 Jun - 17 Jun
Shaker Mill Inn

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1821)
"Nice place"
The price is SAR 362
SAR 445 total
includes taxes & fees
12 Jun - 13 Jun
Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (791)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is SAR 409
SAR 457 total
includes taxes & fees
16 Jun - 17 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
"Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!"
The price is SAR 596
SAR 666 total
includes taxes & fees
16 Jun - 17 Jun
The Dewey

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

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

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (94)
"amazing home, great communication with the host. "
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)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is SAR 1,290
SAR 1,560 total
includes taxes & fees
17 Jun - 18 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The Ponds at Foxhollow

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Quintessential Berkshire Inn."
The price is SAR 645
SAR 888 total
includes taxes & fees
16 Jun - 17 Jun
The Red Lion Inn
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.