Hillsdale, NY
Travel Guide
Visit Hillsdale
The Yankee Inn
461 Pittsfield Rd Lenox MA
$152 nightly
The price is $170 total per night from Aug 9 to Aug 10
$170 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,011 reviews)
"Bad smell in the room."
Reviewed on Aug 7, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$138 nightly
The price is $155 total per night from Aug 30 to Aug 31
$155 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,050 reviews)
"It’s low key and chill. I loke that a lot. Great staff."
Reviewed on Aug 7, 2026
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
$61 nightly
The price is $68 total per night from Aug 10 to Aug 11
$68 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.4/10 (864 reviews)
"The main drawback here is cleanliness. Carpets were heavily stained, top cover was mildly stained but the quilt and sheets were clean. Room has a smokey smell. Bathroom was clean. The shower head was excellent and flow was great. I think if they did a deep clean and re-paint of the rooms they could ..."
Reviewed on Aug 3, 2026
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.
Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake
Copake Lake NY
Stay at this vacation home in Hillsdale. Enjoy laundry facilities and air conditioning. Popular attractions Copake Lake and Mosquito Island are located ...
8/10 Very Good! (1 review)
"A very nice spot!"
Reviewed on Jul 18, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,050 reviews)
"It’s low key and chill. I loke that a lot. Great staff."
Reviewed on Aug 7, 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (266 reviews)
"Amazing stay!"
Reviewed on Aug 5, 2026
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.
Stay near popular Hillsdale attractions
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- Visit Ancram
- Visit Saugerties
- Visit Canaan
- Visit Austerlitz
- Taconic State Park
- Visit Athens
- Visit Coxsackie
- Visit Claverack
- Visit Catskill
- Visit Leeds
- Visit Copake Falls
- Visit Craryville
- Visit Stottville
- Visit Rhinebeck
- Visit Pine Plains
- Visit Ghent
- Visit Ancramdale
- Visit Kinderhook
- Visit Taghkanic
- Visit Elizaville
- Visit Hudson
- Visit Annandale-on-Hudson
- Visit East Chatham
- Visit Mellenville
- Catamount Aerial Adventure Park
- Visit Valatie
- Visit Columbiaville
- Visit Philmont
- Visit Spencertown
- Visit Old Chatham
- Visit Chatham
- Visit Stuyvesant Falls
- Catamount Aerial Adventure Park
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Bard College
- HITS-on-the-Hudson
- National Shrine of the Divine Mercy
- Hudson River
- Lime Rock Park
- Norman Rockwell Museum
- Olana State Historic Site
- Lee Premium Outlets
- Jacob's Pillow
- Taconic State Park
- Ski Butternut
- Lake Taghkanic State Park
- The Mount
- Catamount Ski Area
- Hancock Shaker Village
- Esopus Creek
- Bousquet Ski Area
- Harlem Valley Rail Trail
- Saugerties Lighthouse
- Thomas Cole National Historic Site
- Lenox Library
- Berkshire Botanical Garden
- Naumkeag Museum
