Hillsdale Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 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 ฿2,868 per night from 24 May to 25 May
฿2,868
฿3,933 total
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (942 reviews)
"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great"
Reviewed on 19 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿4,082 per night from 25 May to 26 May
฿4,082
฿4,559 total
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (952 reviews)
"all very good for our 1 night stay!!"
Reviewed on 20 May 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
The price is ฿5,852 per night from 1 Jun to 2 Jun
฿5,852
฿7,732 total
1 Jun - 2 Jun
includes taxes & fees
9.6/10 Exceptional! (228 reviews)
"Cabin was clean and pretty well appointed. I appreciated the campfire bundles and coffee! Check in/out was super simple. Overall very good experience."
Reviewed on 18 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.
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.
