Search Guest Houses in Hillsdale

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Check prices for these dates

Our top choices for Hillsdale guest houses

1. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (69 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is €111
includes taxes & fees
8 Nov - 9 Nov
Hideaway Inn Lenox

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is €98
includes taxes & fees
8 Nov - 9 Nov
The Central Downtown Inn & Suites

3. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (23 reviews)
"Great place"
United States
Robert
The price is €199
includes taxes & fees
8 Nov - 9 Nov
The Harlow House

4. 9 Academy

9 Academy
4.0 star property
Salisbury
9.4 out of 10, Exceptional, (15 reviews)
"Incredible space. I plan on staying again anytime I’m in the area. Wonderful staff, very easy check in and check out. Excellent room and amenities."
United States
Kyle
The price is €608
includes taxes & fees
17 Nov - 18 Nov
9 Academy

5. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (301 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
Berkshire Village Carriage House - Super Private!!
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.

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.