Find Romantic Hotels in The Berkshires, MA
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14 Aug - 16 AugOur top choices for The Berkshires romantic hotels
1. Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
Adam J
AED 551
AED 821 total
includes taxes & fees
31 Aug - 1 Sep
2. 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
John F.
AED 463
AED 964 total
includes taxes & fees
10 Aug - 11 Aug
3. Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Enjoy a restful stay with fast internet, smart TV and the company of your pet.winsted
Steve
AED 463
AED 782 total
includes taxes & fees
10 Aug - 11 Aug
4. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!Granby
Kristen S.
AED 496
AED 916 total
includes taxes & fees
9 Aug - 10 Aug
5. Gorgeous Mountain Views Retreat: Family & Nature
Gorgeous Mountain Views Retreat: Family & NatureHillsdale
Anne S.
6. 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
Mike
AED 1,031
AED 1,784 total
includes taxes & fees
10 Aug - 11 Aug
7. A Country Lodge Straight Out of the Pages of a Great Novel
A Country Lodge Straight Out of the Pages of a Great NovelPine Plains
Hessie S.
AED 3,269
AED 5,410 total
includes taxes & fees
17 Aug - 18 Aug
8. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski
2 Bed Berkshire Apt minutes to Jiminy Peak SkiStephentown
Christine P.
AED 566
AED 1,089 total
includes taxes & fees
10 Aug - 11 Aug
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Top The Berkshires Hotel Reviews
The Red Lion Inn
8/10 Good
"Property is aging and needs attention. Still a nice place to stay."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Jiminy Peak Mountain Resort
8/10 Good
"Jiminy Peak is located in an absolutely beatiful location in the Berkshires. And it has fun family-friendly summertime activities. But it could use some sprucing up. The pool liner is a little wrinkly and the hot tub is quite stained near the water line. In addition, our room had a nice 2-foot gouge in the wall seemingly caused by the corner of the armchair beneath it. It seems that could/should have been repaired before out arrival. And the dated counertops and fixtures are showing their age. That said, so am I! On the plus side: the iconic scenery, the friendly helpful staff, and the amenities. All in all, a good value for a family getaway. I would definitely recommend the prolerty overall."
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