Find Romantic Hotels in The Berkshires, MA from CA $131

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Top The Berkshires Romantic Hotels

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 CA $202
CA $221 total
includes taxes & fees
Nov 6 - Nov 7
Shaker Mill Inn
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1743)
"The suite was clean, comfortable, and ready when I arrived."
The price is CA $235
CA $271 total
includes taxes & fees
Nov 6 - Nov 7
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (670)
"My stay at the Holiday Inn was very pleasant!"
The price is CA $131
CA $146 total
includes taxes & fees
Dec 6 - Dec 7
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
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, (89)
"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 CA $638
CA $772 total
includes taxes & fees
Nov 6 - Nov 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (116)
"The grounds were gorgeous and the unit was just as described. It is incredibly quiet and peaceful and was a nice retreat to go back to at the end of the day. There were other amenities, like a gym but I believe they close the building fairly early so it can’t be used past 6pm. I would absolutely stay here again, should I be in the area. It was an incredible value for the amount paid. "
The Ponds at Foxhollow by Capital Vacations
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The Autumn display, the charming setting The seating arrangement in the lobby Lended itself to conversation. "
The price is CA $202
CA $288 total
includes taxes & fees
Nov 12 - Nov 13
The Red Lion Inn
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (615)
"Nice"
The price is CA $199
CA $222 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Lenox Pittsfield
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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