Highland Holidays
Photo by Karen Wirtz
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Top Flight + Hotel Deals in Highland
Price found within the past 48 hours. Click for updated prices.
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was €2,747, price is now €1,581 per person
€1,581
per person
19 Jan - 24 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (NYC)
9.6/10 Exceptional! (159 reviews)
What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout.
Cannot recommend this enough
Reviewed on 17 Nov 2025
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was €2,459, price is now €1,504 per person
€1,504
per person
19 Jan - 24 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (NYC)
9/10 Wonderful! (1,001 reviews)
Small hotel with small rooms, but the decor was very nice.
Reviewed on 28 Nov 2025
The Langham, New York, Fifth Avenue
Manhattan
Save 100% on your flight
Price was €2,434, price is now €1,600 per person
€1,600
per person
19 Jan - 24 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,001 reviews)
Clean spacious room. Courteous staff. Noise issue quickly resolved to our satisfaction.
Reviewed on 24 Nov 2025
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 €85 per night from 3 Dec to 4 Dec
€85
3 Dec - 4 Dec
includes taxes & fees
7.6/10 Good! (934 reviews)
Staff was very pleasant the place was clean and well kept. My one complaint was the bed. The mattress was horrible. I truly did not think they made mattresses that uncomfortable anymore.
Reviewed on 24 Nov 2025
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is €94 per night from 7 Dec to 8 Dec
€94
7 Dec - 8 Dec
includes taxes & fees
7.4/10 Good! (1,008 reviews)
Room was good, staff pleasant. The cancelled free breakfasts adding a daily charge but since i booked before then i received free breakfast coupons for each morning. Have to check every BW visit in future though.
Reviewed on 26 Nov 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is €99 per night from 5 Dec to 6 Dec
€99
5 Dec - 6 Dec
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
The staff was very nice and accommodating. The room was perfect and the bed was super comfortable. Will stay again if in the area.
Reviewed on 26 Nov 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
Apple Greens Golf Course
Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.
What to do in Highland
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
€81
per adult
Llama/Alpaca Hike and Farm Tour
€58
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
