Photo by Photo courtesy of Berkshire Visitors Bureau
The Berkshires Hotel Guide - Romantic Hotels in The Berkshires, Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Romantic Hotels
Our top choices for The Berkshires romantic hotels
9.0 out of 10, Wonderful, (867 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
Melissa
The price is €96
includes taxes & fees
5 Mar - 6 Mar
9.2 out of 10, Wonderful, (1,003 reviews)
"Very friendly staff comfy beds!"
Giselle
The price is €88
includes taxes & fees
11 Mar - 12 Mar
9.6 out of 10, Exceptional, (583 reviews)
"Very pleasant and relaxing place to stay"
steve
The price is €188
includes taxes & fees
5 Mar - 6 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (1,002 reviews)
"Staff was very courteous and rooms clean."
Steven
The price is €122
includes taxes & fees
6 Mar - 7 Mar
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
Gary
The price is €200
includes taxes & fees
10 Mar - 11 Mar
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
9.2 out of 10, Wonderful, (135 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
Lynda
The price is €174
includes taxes & fees
8 Mar - 9 Mar
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (274 reviews)
"It was a cute property- just what we needed. Nice location!"
Linda M.
The price is €182
includes taxes & fees
5 Mar - 6 Mar
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.
Top The Berkshires Hotel Reviews
Vacation Village in the Berkshires
10/10 Excellent
Explore a world of travel with Expedia
- 4 Star Hotels in Chester
- 4 Star Hotels in Granville
- 4 Star Hotels in Western Massachusetts
- Agawam Hotels
- Alford Hotels
- Becket Hotels
- Cheshire Hotels
- Apartments in Chesterfield
- Hotels with Spa in Chicopee
- Dalton Hotels
- Florence Hotels
- Apartments in Granville
- Cheap Hotels in Great Barrington
- Hotels with Spa in Great Barrington
- Great Barrington Hotels
- Hotels with Spa in Hancock
- Hancock Hotels
- Holyoke Hotels
- Hotels near Jacob's Pillow
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Kennedy Park
- Apartments in Lee
- Historic Hotels in Lee
- Lee Hotels
- Cheap Hotels in Lenox
- Lenox Hotels
- Hotels near National Shrine of the Divine Mercy
- Cabin Rentals in October Mountain State Forest
- Otis Hotels
- Luxury Hotels in Pittsfield
- Hotels with Spa in Pittsfield
- Pittsfield Hotels
- Plainfield Hotels
- Richmond Hotels
- Russell Hotels
- Savoy Hotels
- Cabin Rentals in Sheffield
- Southfield Hotels
- Southwick Hotels
- Beach Hotels in Springfield
- Cheap Hotels in Springfield
- Luxury Hotels in Springfield
- Wedding Hotels in Springfield
- Stockbridge Hotels
- Hotels near Tanglewood Music Center
- Cabin Rentals in The Berkshires
- Cottages in The Berkshires
- Boutique Hotels in The Berkshires
- Cheap Hotels in The Berkshires
- Hotels with Spa in The Berkshires
- West Springfield Hotels
- West Stockbridge Hotels
- Cabin Rentals in Western Massachusetts
- Castles in Western Massachusetts
- Luxury Hotels in Western Massachusetts
- Westfield Hotels
- Windsor Hotels
- Becket Land Trust Historic Quarry
- Visit Sherwood Forest
- Visit Becket
- Berkshire Botanical Garden
- Charles H. Baldwin & Sons
- Visit Cheshire
- Chesterfield Holidays
- Chesterwood
- Visit Great Barrington
- Visit Hancock
- Lee Holidays
- Visit Lee
- Romantic Holiday Packages The Berkshires
- Mclennan Reservation
- Visit Middlefield
- National Shrine of the Divine Mercy
- Naumkeag Museum
- Otis Holidays
- Visit Pittsfield
- Visit South Lee
- Visit Southampton
- Tanglewood Music Center
- Visit Western Massachusetts