Hillsdale Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
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Find the Best Hillsdale Vacation Packages
Hillsdale Hotel Deals
The Brooks Motel
2871 New York 23 Hillsdale NY
Fully refundableReserve now, pay when you stay
7.4/10 Good! (119 reviews)
Yes everything was perfect, just had a little trouble getting the WIFI for the TV set up!
Reviewed on Dec 1, 2025
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ₩145,824 per night from Jan 6 to Jan 7
₩145,824
₩162,886 total
Jan 6 - Jan 7, 2026
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The bed was very comfortable. The staff was helpful and courteous
Reviewed on Dec 24, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₩127,155 per night from Jan 2 to Jan 3
₩127,155
₩142,032 total
Jan 2 - Jan 3, 2026
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too!
Reviewed on Dec 28, 2025
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.
