Find Romantic Hotels in The Berkshires, MA
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on The Berkshires Romantic Hotels
Tonight
Tomorrow
This weekend
Next weekend
Compare The Berkshires Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (408)
The price is SAR 544
SAR 597 total
includes taxes & fees
17 Mar - 18 Mar

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1786)
The price is SAR 409
SAR 486 total
includes taxes & fees
13 Mar - 14 Mar

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very Good, (749)
The price is SAR 413
SAR 461 total
includes taxes & fees
22 Mar - 23 Mar

Chestnut Lodge
Chestnut Lodge
2.0 out of 10, (2)

Kemble Inn
Kemble Inn
8.8 out of 10, Excellent, (31)

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
10.0 out of 10, Exceptional, (94)

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
9.2 out of 10, Wonderful, (105)
The price is SAR 1,592
SAR 1,926 total
includes taxes & fees
17 Mar - 18 Mar

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)
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.
Find out more about The Berkshires
Find out more about The Berkshires
Recent reviews of The Berkshires hotels
Recent reviews of The Berkshires hotels

Vacation Village in the Berkshires
5/5 Excellent
"It was very nice. Had a kitchen and 2 tvs!"
A verified traveler stayed at Vacation Village in the Berkshires
Posted 4 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Find More Hotels near The Berkshires
More Hotel Options in The Berkshires
- Adults Only Resorts & Hotels in The Berkshires
- Adventure Hotels in The Berkshires
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Business Hotels in The Berkshires
- Casinos in The Berkshires
- Cheap Hotels in The Berkshires
- Family Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Green Hotels in The Berkshires
- Historic Hotels in The Berkshires
- Hotel Wedding Venues in The Berkshires
- Hotel with a Concierge in The Berkshires
- Hotels with Bars in The Berkshires
- Hotels with Free Parking in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Hotels with WiFi in The Berkshires
- Hotels with a Lazy River in The Berkshires
- Hotels with a Pool in The Berkshires
- Hotels with an Indoor Pool in The Berkshires
- Hotels with smoking rooms in The Berkshires
- Luxury Hotels in The Berkshires
- Pet-friendly Hotels in The Berkshires
- Resorts & Hotels with Spas in The Berkshires
- Shopping Hotels in The Berkshires
- Ski Hotels in The Berkshires
- Winery Hotels in The Berkshires
More Accommodation Types in The Berkshires
- Vacation Homes in Massachusetts
- Apartments in Massachusetts
- Cottages in Massachusetts
- Condo Rentals in Massachusetts
- B&B in Massachusetts
- Motels in Massachusetts
- Guest Houses in Massachusetts
- Resorts in Massachusetts
- Aparthotels in Massachusetts
- Cabin Rentals in Massachusetts
- Farmstay in Massachusetts
- Inns in Massachusetts
- Villas in Massachusetts
- Houseboats in Massachusetts
- Lodges in Massachusetts
- Hostels in Massachusetts
- Chalets in Massachusetts
- Condo Resorts in Massachusetts
- Holiday Park Resorts in Massachusetts
- RV Parks in Massachusetts
- Residences in Massachusetts
Hotels near popular The Berkshires Attractions
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Williams College
- Hotels near Ski Butternut
- Hotels near Mount Greylock
- Hotels near Bousquet Ski Area
- Hotels near Jacob's Pillow
- Hotels near The Clark Art Institute
The Berkshires Hotels by Star Rating
Explore more hotels
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Quality Inn
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Fairfield Inn & Suites by Marriott Williamstown
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Best Western Plus Berkshire Hills Inn & Suites
- The Cornell Inn, Lenox
- Courtyard by Marriott Lenox Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- The Porches Inn at Mass MoCA
- Hilton Garden Inn Lenox Pittsfield
- The Little Lion
- Howard Johnson by Wyndham Williamstown
- The Villager Motel
- Howard Johnson by Wyndham Lenox
- Monument Mountain Motel
- The Ponds at Foxhollow by Capital Vacations
- Berkshire Inn
- Blue Vista Motor Lodge
- Club Wyndham Bentley Brook