Highland Holidays
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Highland Holiday
Our pick of the best Highland Hotel Deals
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 19 Apr to 20 Apr
NZ$154
19 Apr - 20 Apr
includes taxes & fees
7.8/10 Good! (986 reviews)
Yes
Reviewed on 10 Apr 2026
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is NZ$167 per night from 28 Apr to 29 Apr
NZ$167
28 Apr - 29 Apr
includes taxes & fees
7.6/10 Good! (1,003 reviews)
Did not have breakfast. Special shoutout to James D. for his service, hospitality, guidance, friendliness and making our stay a wonderful one.
Reviewed on 1 Apr 2026
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NZ$243 per night from 12 May to 13 May
NZ$243
12 May - 13 May
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Amazing breakfast, hotel and room was very clean. The room was huge for the price. Very friendly staff. Hotel is very Special Needs friendly.
Reviewed on 9 Apr 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.
What to do in Highland
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
NZ$160
per adult
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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.
