Hillsdale Holidays

Name: Berkshires Untold
Price range: AU$150
Rating: 9

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Save up to AU$703 when you book a flight and hotel together*

Find the right fit

With over 300,000 hotels worldwide, it's easy to create a perfect package

Rest easy

Plan, book, and manage your trip all in one place

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

2871 New York 23, Hillsdale, NY

Fully refundableReserve now, pay when you stay

7.4/10 Good! (109 reviews)

"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."

Reviewed on 4 Oct 2025

Get rates

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Fully refundableReserve now, pay when you stay

AU$194

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (698 reviews)

"Clean spacious."

Reviewed on 13 Oct 2025

Berkshires Untold

194 Pittsfield Rd, Lenox, MA

Fully refundableReserve now, pay when you stay

AU$150

3 Nov - 4 Nov

includes taxes & fees

9/10 Wonderful! (756 reviews)

"We had a nice room and the food was delicious. Great place to stay."

Reviewed on 13 Oct 2025

See all 1,812 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.