Hillsdale

Travel Guide

A rural landscape with snow-covered fields, a winding road, and scattered trees.
A snow-covered landscape with fields, trees, and distant mountains.
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.
A grassy field with wildflowers and a hill in the background.
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is €169 per night from 10 Aug to 11 Aug
€169
10 Aug - 11 Aug
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
The Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is €129 per night from 23 Aug to 24 Aug
€129
23 Aug - 24 Aug
includes taxes & fees
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
The price is €60 per night from 10 Aug to 11 Aug
€60
10 Aug - 11 Aug
includes taxes & fees
Stay at this business-friendly motel in Pittsfield. Enjoy free Wi-Fi, 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 3 Aug 2026

FairBridge Inn Express
See all 1,876 properties in Hillsdale
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

Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake

Copake Lake NY
Stay at this holiday 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 18 Jul 2026

Beautiful New Build 1-bedroom home with Central Air ,on charming Copake Lake
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Stay at this golf aparthotel in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
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 are ...
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all properties in Hillsdale
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

Catamount Aerial Adventure Park

6.4/10 (5 reviews)
You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails.
See properties
USA, New York, Catskill Mountains. A stream cascades through the forest in the Catskill Mountains in New York.

Hudson

A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.

Great Barrington

A forest with autumn leaves, trees, and gravestones.

Austerlitz

A waterfall cascading over large rocks surrounded by lush green foliage.

Copake Falls

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