Hillsdale Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹100,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Hillsdale
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₹10,167 per night from 25 Jun to 26 Jun
₹10,167
₹13,484 total
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (952 reviews)
"The room and property was very good but the staff were not helpful. On our very first night, my husband attempted to get in the shower and the bottom was so slippery with no mat that he fell into the wall, cut himself in serval places on his arm, and the wall had significant damage to the point we ..."
Reviewed on 26 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is ₹11,891 per night from 1 Jun to 2 Jun
₹11,891
₹13,282 total
1 Jun - 2 Jun
includes taxes & fees
9/10 Wonderful! (961 reviews)
"Friendly good location"
Reviewed on 26 May 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
The price is ₹17,046 per night from 8 Jun to 9 Jun
₹17,046
₹22,523 total
8 Jun - 9 Jun
includes taxes & fees
9.6/10 Exceptional! (235 reviews)
"We had a great experience at the Postcard Cabin in the Catskills. Our son really enjoyed exploring the forest and spending time outdoors. We also stopped by a small nearby town, which made the trip even more special. Everything was peaceful, clean, and well organized. It was a perfect little getaway, ..."
Reviewed on 25 May 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.
Popular places to visit
Catamount Aerial Adventure Park
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
