Highland Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is 1.964.328 ₫ per night from 15 Feb to 16 Feb
1.964.328 ₫
2.200.050 ₫ total
15 Feb - 16 Feb
includes taxes & fees
7.6/10 Good! (959 reviews)
Super clean
Reviewed on 15 Jan 2026
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is 2.726.430 ₫ per night from 16 Feb to 17 Feb
2.726.430 ₫
3.084.274 ₫ total
16 Feb - 17 Feb
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Room was nice. Staff was friendly
Reviewed on 7 Feb 2026
Residence Inn by Marriott Kingston
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
The price is 3.193.818 ₫ per night from 1 Mar to 2 Mar
3.193.818 ₫
3.577.074 ₫ total
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (834 reviews)
Have stayed here many times. they have done a really good job of keeping the property up to date. Very nice people.
Reviewed on 25 Jan 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
Apple Greens Golf Course
Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.
Franklin D Roosevelt Library & Museum
You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your holiday in Highland. While you're in the area, stroll along the riverfront.
