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Our top choices for The Berkshires romantic hotels

1. Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (301 reviews)
The price is AED 551
AED 804 total
includes taxes & fees
15 Nov - 16 Nov

2. Secluded Family Home in Serene Stockbridge Woods
Secluded Family Home in Serene Stockbridge WoodsStockbridge
10.0 out of 10, Exceptional, (30 reviews)
The price is AED 1,253
AED 2,257 total
includes taxes & fees
9 Nov - 10 Nov

3. A roomy remodeled retreat close to MassMoCA
A roomy remodeled retreat close to MassMoCANorth Adams
10.0 out of 10, Exceptional, (61 reviews)
The price is AED 908
AED 1,724 total
includes taxes & fees
10 Nov - 11 Nov

4. 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
9.4 out of 10, Exceptional, (55 reviews)
The price is AED 433
AED 803 total
includes taxes & fees
1 Dec - 2 Dec

5. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski
2 Bed Berkshire Apt minutes to Jiminy Peak SkiStephentown
8.4 out of 10, Very good, (12 reviews)
The price is AED 364
AED 879 total
includes taxes & fees
8 Nov - 9 Nov

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
10.0 out of 10, Exceptional, (76 reviews)
The price is AED 1,031
AED 1,656 total
includes taxes & fees
8 Nov - 9 Nov

7. 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)
The price is AED 233
AED 1,110 total
includes taxes & fees
8 Nov - 9 Nov

8. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!Hoosick Falls
9.8 out of 10, Exceptional, (118 reviews)
The price is AED 691
AED 1,374 total
includes taxes & fees
8 Nov - 9 Nov

9. rural, serene + sophisticated space
rural, serene + sophisticated spaceRed Hook
10.0 out of 10, Exceptional, (9 reviews)
The price is AED 1,172
AED 1,415 total
includes taxes & fees
1 Dec - 2 Dec

10. 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
10.0 out of 10, Exceptional, (15 reviews)
The price is AED 3,269
AED 4,903 total
includes taxes & fees
8 Nov - 9 Nov
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.






























































































