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Our top choices for Hillsdale guest houses

1. Hideaway Inn Lenox
Hideaway Inn LenoxLenox
8.0 out of 10, Very good, (69 reviews)
The price is €111
includes taxes & fees
8 Nov - 9 Nov

2. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
8.4 out of 10, Very good, (434 reviews)
The price is €98
includes taxes & fees
8 Nov - 9 Nov

3. The Harlow House
The Harlow HouseRhinebeck
8.8 out of 10, Excellent, (23 reviews)
The price is €199
includes taxes & fees
8 Nov - 9 Nov

5. Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!Lanesborough
9.8 out of 10, Exceptional, (301 reviews)
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.
Learn more about Hillsdale
Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

















