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Check availability on The Berkshires Romantic Hotels

Our top choices for The Berkshires romantic hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,015 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is AED 694
AED 775 total
includes taxes & fees
16 Jul - 17 Jul
The Yankee Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,018 reviews)
"Nice place to stay."
United States
Debra
The price is AED 606
AED 676 total
includes taxes & fees
29 Jul - 30 Jul
Berkshires Untold
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location too"
United States
judith
The price is AED 559
AED 707 total
includes taxes & fees
3 Aug - 4 Aug
Berkshire Mountain Lodge
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,446 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is AED 457
AED 550 total
includes taxes & fees
19 Jul - 20 Jul
Vacation Village in the Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (133 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is AED 518
AED 578 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is AED 434
AED 485 total
includes taxes & fees
10 Aug - 11 Aug
Quality Inn Great Barrington
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
"Excellent stay. Such history and attention to detail. Some areas showing some wear but this is a great place to stay."
United States
Allen
The price is AED 691
AED 936 total
includes taxes & fees
23 Jul - 24 Jul
The Red Lion Inn
Exterior

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (790 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AED 528
AED 590 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool, open 6:00 AM to 10 PM, sun loungers

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,000 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is AED 632
AED 706 total
includes taxes & fees
19 Jul - 20 Jul
Hotel Downstreet, an Ascend Collection Hotel
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,007 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is AED 434
AED 484 total
includes taxes & fees
22 Jul - 23 Jul
Best Western Plus Berkshire Hills Inn & Suites
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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Top The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Fantastic pool to top off the great location and fun historic hotel!"
Antoinette G. 1-night trip
Posted 11 hours ago
The Red Lion Inn

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