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Find Romantic Hotels in The Berkshires, MA

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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, (1,003 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is AED 621
AED 693 total
includes taxes & fees
21 Jul - 22 Jul
The Yankee Inn
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff were super friendly"
United States
John
The price is AED 604
AED 695 total
includes taxes & fees
23 Jul - 24 Jul
The Cornell Inn, Lenox & The Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay."
United States
Debra
The price is AED 685
AED 765 total
includes taxes & fees
16 Aug - 17 Aug
Berkshires Untold
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, (137 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
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is AED 670
AED 913 total
includes taxes & fees
27 Jul - 28 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, (791 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is AED 518
AED 578 total
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is AED 434
AED 485 total
includes taxes & fees
11 Aug - 12 Aug
Quality Inn Great Barrington
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,009 reviews)
"Great location too"
United States
judith
The price is AED 491
AED 630 total
includes taxes & fees
16 Aug - 17 Aug
Berkshire Mountain Lodge
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (19 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is AED 486
AED 543 total
includes taxes & fees
20 Jul - 21 Jul
Hideaway Inn Lenox
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
"Great place"
United States
Michelle
The price is AED 485
AED 542 total
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Lee - Lenox South
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 Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

8/10 Good
"This is very much like a quaint bed and breakfast rather than a hotel. My room was in a very old house modified to accommodate paid guests. Now, if that appeals to you, this is a great option. Unfortunately, it did not appeal to me, and the fault was mine--not the people who own and run this establishment. I should have done a much better job investigating before booking this property. I have nothing but good things to say about the hostess and other employees... I messed up, not them."
Thomas 1-night trip
Posted 22 hours ago
The Cornell Inn, Lenox & The Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker room to take showers before we left to go home on our trip The room was very clean. The bed was comfortable plenty of pillows to choose from. Every staff member we encountered were very accommodating and friendly"
Suzanne 1-night trip
Posted 5 days ago
Jiminy Peak Mountain Resort

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