Find Romantic Hotels in The Berkshires, MA
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21 Aug - 23 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 845 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 499
AED 1,009 total
includes taxes & fees
13 Aug - 14 Aug
3. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
Jennifer O.
AED 841
AED 1,781 total
includes taxes & fees
9 Sep - 10 Sep
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 927 total
includes taxes & fees
24 Aug - 25 Aug
5. 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 789 total
includes taxes & fees
19 Aug - 20 Aug
6. 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
Tania J.
AED 250
AED 1,166 total
includes taxes & fees
7 Sep - 8 Sep
7. 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
16 Aug - 17 Aug
8. Gorgeous Mountain Views Retreat: Family & Nature
Gorgeous Mountain Views Retreat: Family & NatureHillsdale
Anne S.
AED 1,025
AED 1,958 total
includes taxes & fees
13 Aug - 14 Aug
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Top The Berkshires Hotel Reviews
The Red Lion Inn
10/10 Excellent
"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."
Jiminy Peak Mountain Resort
10/10 Excellent
"Quiet and serene. Great weekend escape!"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
The Cornell Inn, Lenox & The Berkshires
8/10 Good
"Room was very small and room rate was big!"
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