Highland Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Karen Wirtz
Top hotels in Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
The price is 2.446.238 ₫ per night from 5 Oct to 6 Oct
2.446.238 ₫
2.739.785 ₫ total
5 Oct - 6 Oct
includes taxes & fees
7.6/10 Good! (883 reviews)
"Room was clean, staff was exceptional."
Reviewed on 23 Sept 2025
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is 3.229.615 ₫ per night from 5 Oct to 6 Oct
3.229.615 ₫
3.617.170 ₫ total
5 Oct - 6 Oct
includes taxes & fees
7.6/10 Good! (1,015 reviews)
"Front desk clerk, excellent service and very pleasant and friendly."
Reviewed on 15 Sept 2025
Wildflower Farms, Auberge Collection
2702 Main St, Gardiner, NY
The price is 32.581.302 ₫ per night from 30 Sept to 1 Oct
32.581.302 ₫
37.631.668 ₫ total
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (53 reviews)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ..."
Reviewed on 16 Sept 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.
Popular places to visit
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.
Apple Greens Golf Course
Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.
