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
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was great! "
Daphne
The price is €89
includes taxes & fees
22 Jan - 23 Jan
9.0 out of 10, Wonderful, (835 reviews)
"Great hospitality and beautiful design. Our family had a great time!"
Alison
The price is €85
includes taxes & fees
21 Jan - 22 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (1,000 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
Melissa
The price is €94
includes taxes & fees
23 Jan - 24 Jan
8.8 out of 10, Excellent, (1,001 reviews)
"Old time charm and hot tub under the stars"
Lori
The price is €184
includes taxes & fees
21 Jan - 22 Jan
9.6 out of 10, Exceptional, (562 reviews)
"Very pleasant and relaxing place to stay"
steve
The price is €179
includes taxes & fees
25 Jan - 26 Jan
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
9.2 out of 10, Wonderful, (134 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 €175
includes taxes & fees
19 Jan - 20 Jan
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (272 reviews)
"What an ideal place to make home base for an extended weekend in the Berkshires with activities. Place is a gem in the woods but accessible to everything. "
liz k.
The price is €185
includes taxes & fees
16 Jan - 17 Jan
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