Hillsdale Holidays

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Your Hillsdale Holiday

The rich history and welcoming locals are just the beginning of the things Hillsdale has on offer. Enjoy the sights and sounds of this lively city your way with a customised Hillsdale holiday package. There's plenty to include on your must-do list during a trip to Hillsdale, beginning with popular sights such as Taconic State Park and Catamount Aerial Adventure Park. A few clicks is all it takes to put together a tailor-made Hillsdale holiday on Expedia.

Hillsdale Holiday

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Lake Taghkanic State Park, Hudson Chatham Winery and Catamount Aerial Adventure Park

Our pick of the best Hillsdale Hotel Deals

The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23 Hillsdale NY
Fully refundableReserve now, pay when you stay
7.4/10 Good! (124 reviews)
Clean ! Great location

Reviewed on 5 Jan 2026

The Brooks Motel
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
The price is AU$242 per night from 22 Jan to 23 Jan
AU$242
22 Jan - 23 Jan
includes taxes & fees
9.4/10 Exceptional! (131 reviews)
The cabin was clean and the host was super nice and accommodating!

Reviewed on 17 Jan 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 25 Jan to 26 Jan
AU$155
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
As usual at the Yankee, check-in was friendly and quick. Room was clean and had everything in order. Rate was very reasonable.,

Reviewed on 15 Jan 2026

The Yankee, Trademark Collection by Wyndham
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.