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Find Romantic Hotels in The Berkshires, MA
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Our top choices for The Berkshires romantic hotels
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (285 reviews)
"The property is very nice, well stocked amenities. Cozy and warm and perfect for a long weekend getaway. "
Jonathan H.
The price is AED 735
AED 1,075 total
includes taxes & fees
15 Jul - 16 Jul
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country InnHancock
9.8 out of 10, Exceptional, (22 reviews)
"Great skiing and proximity to mountain. Great for families"
John F.
The price is AED 606
AED 1,145 total
includes taxes & fees
8 Jul - 9 Jul
Enjoy comfortable elegance in this secluded grand home located in town
Enjoy comfortable elegance in this secluded grand home located in townLenox
10.0 out of 10, Exceptional, (80 reviews)
"Amazing property, close to town "
Tricia E.
The price is AED 2,204
AED 2,814 total
includes taxes & fees
19 Jul - 20 Jul
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!Granby
10.0 out of 10, Exceptional, (109 reviews)
"Cozy spot with lots of thoughtful details. "
Michelle Y.
The price is AED 496
AED 901 total
includes taxes & fees
8 Jul - 9 Jul
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint CollinsvilleCollinsville
10.0 out of 10, Exceptional, (67 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
Mike
The price is AED 1,146
AED 1,931 total
includes taxes & fees
7 Jul - 8 Jul
Summer Escape Near Lakes, Trails & Mt Snow
Summer Escape Near Lakes, Trails & Mt SnowDover
10.0 out of 10, Exceptional, (44 reviews)
"Awesome home. Had a great time with the family. Owners were easy to get in touch with."
william k.
The price is AED 1,194
AED 2,420 total
includes taxes & fees
6 Jul - 7 Jul
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain DenDover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
Tania J.
The price is AED 250
AED 1,200 total
includes taxes & fees
8 Jul - 9 Jul
Perfect for a peaceful get away in clean fresh Vermont air!
Perfect for a peaceful get away in clean fresh Vermont air!Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
Karissa A.
The price is AED 698
AED 1,493 total
includes taxes & fees
21 Jul - 22 Jul
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
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
The Red Lion Inn
8/10 Good
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