Photo by Photo courtesy of Berkshire Visitors Bureau
Find Romantic Hotels in The Berkshires, MA
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, (1,020 reviews)
"The breakfast buffet is wonderfully extensive."
Stephanie
The price is AED 625
AED 698 total
includes taxes & fees
27 Jul - 28 Jul
8.4 out of 10, Very Good, (1,006 reviews)
"great location
very clean
friendly staff"
Jeanne
The price is AED 467
AED 522 total
includes taxes & fees
25 Aug - 26 Aug
9.0 out of 10, Wonderful, (1,024 reviews)
"Clean room, friendly staff, nice property"
Joseph
The price is AED 408
AED 538 total
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (145 reviews)
"Breakfast was good, good location, friendly staff."
Courtney
The price is AED 572
AED 639 total
includes taxes & fees
23 Aug - 24 Aug
8.6 out of 10, Excellent, (1,002 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Lynn
The price is AED 434
AED 485 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (794 reviews)
"very responsive staff excellent check in and check out"
Kathleen
The price is AED 514
AED 574 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.2 out of 10, Wonderful, (942 reviews)
"Wonderful stay for families."
Kimberly
The price is AED 511
AED 642 total
includes taxes & fees
25 Aug - 26 Aug
9.0 out of 10, Wonderful, (1,014 reviews)
"Nice place to stay."
Debra
The price is AED 553
AED 617 total
includes taxes & fees
25 Aug - 26 Aug
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
The Cornell Inn, Lenox & The Berkshires
10/10 Excellent
Explore a world of travel with Expedia
- Hotels near Ski Butternut
- Wyndham Hotels in Tyringham
- Motel 6 Hotels in Blandford
- B&B in South Lee
- America's Best Inns Hotels in Chester
- Cheap Hotels in Lee
- Resorts in Becket
- Villas in South Lee
- Cabin Rentals in Monterey
- Historic Hotels in Sheffield
- Accor Hotels in Blandford
- Hotels with a Pool in New Marlborough
- Cottages in The Berkshires
- B&B in The Berkshires
- 2 Star Hotels in Sheffield
- Historic Hotels in Becket
- 3 Star Hotels in Sheffield
- Motels in Great Barrington
- Villas in Tyringham
- Red Carpet Inn Hotels in Blandford
- Cottages in Chester
- Cabin Rentals in Otis
- Guest Houses in South Lee
- Apartments in Becket
- Hotels with an Indoor Pool in The Berkshires
- 5 Star Hotels in Tyringham
- Winery Hotels in The Berkshires
- Hotels with Bars in Great Barrington
- Cottages in Beartown State Forest
- Resorts & Hotels with Spas in Great Barrington
- Cabin Rentals in The Berkshires
- Historic Hotels in South Lee
- Condo Rentals in Lee
- 3 Star Hotels in Blandford
- Hotel Wedding Venues Hotels in Stockbridge
- Great Barrington Hotels
- Daiwa Royal Hotels in Lee
- Independent Hotels in New Marlborough
- 2 Star Hotels in Sandisfield
- Inns in The Berkshires
- Hotel Wedding Venues Hotels in Great Barrington
- Romantic Hotels in Becket
- Casino Hotels in The Berkshires
- Farmstay in The Berkshires
- Inns in Blandford
- Aparthotels in The Berkshires
- Lodges in Chester
- Cabin Rentals in Lee
- Cabin Rentals in Sheffield
- Casino Hotels in Great Barrington
- Pet-Friendly Hotels in New Marlborough
- Wyndham Hotels in Blandford
- 5 Star Hotels in Otis
- Marriott Hotels & Resorts in Chester
- 5 Star Hotels in Sheffield
- Condo Resorts in The Berkshires
- Independent Hotels in Blandford
- Hotels with a Pool in Sheffield
- Family Hotels in Lenox
- Beach Hotels in Stockbridge
- Vacation Homes in Mill River
- 5 Star Hotels in The Berkshires
- 4 Star Hotels in The Berkshires
- Condo Rentals in Mill River
- Boutique Hotels in Lenox
- B&B in Tyringham
- Vacation Homes in New Marlborough
- 5 Star Hotels in Mill River
- Business Hotels in New Marlborough
- Cottages in Sheffield
- Condo Resorts in New Marlborough
- Lodges in The Berkshires
- Hotels with WiFi in Great Barrington
- Hotels with Free Parking in Becket
- 3 Star Hotels in Monterey
- Pet-Friendly Hotels in The Berkshires
- Hotels with Bars in The Berkshires
- Golf Hotels in Great Barrington
- Hotels with Hot Tubs in The Berkshires
- Hotel with a Concierge Hotels in Great Barrington
- Monterey Hotels
- Adults Only Resorts & in Lenox
- Hotels near National Shrine of the Divine Mercy
- Resorts in The Berkshires
- 4 Star Hotels in Sheffield
- Hotels with Hot Tubs in Stockbridge
- Cabin Rentals in South Lee
- B&B in Great Barrington
- 5 Star Hotels in Monterey
- Cabin Rentals in Blandford
- Romantic Hotels in Lee
- 2 Star Hotels in Beartown State Forest