Highland Holidays from £1,423
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Highland Holiday
Reserve a Highland holiday package and get set to experience all this city has to offer. Consider basing yourself in the neighbourhood of Poughkeepsie Waterfront, which is great for families, history and culture. If sightseeing is on the to-do list during your trip to Highland, swing by well-known attractions like Walkway Over the Hudson State Historic Park, Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. Check out Expedia's wide range of travel options and book your dream holiday to Highland now.
Top Highland Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hilton New York Times Square
Manhattan
Price was £2,374, price is now £1,423 per person
£1,423
per person
14 Jun - 17 Jun
found 4 hours ago
Return flight included
London (LHR) to New York (JFK)
8.6/10 Excellent! (1,882 reviews)
We enjoyed our stay at this Hilton location. The room was very spacious compared to other manhattan hotels. The property is I a great location, close to many attractions and food options. No excessive noise despite being in the heart of the city.
The staff was great but especially the first level bag/concierge gentlemen. They were especially friendly and handled our items with care. We were also running late to our train but thanks to one gentleman’s quick service we were able to make it on time.
Reviewed on 13 May 2026
The Towers at Lotte New York Palace
Manhattan
Save 100% on your flight
Price was £3,900, price is now £2,197 per person
£2,197
per person
1 Jul - 6 Jul
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (666 reviews)
Customer Service is outstanding
Reviewed on 23 Apr 2026
2 bedroom luxury Empire State VIEW
Manhattan
Save 100% on your flight
Price was £4,333, price is now £2,735 per person
£2,735
per person
22 Jun - 25 Jun
found 3 hours ago
Return flight included
London (LHR) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on 19 Mar 2026
Highland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 5,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Berean Park Beach, Franny Reese State Park and Apple Greens Golf Course |
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 £77 per night from 7 Jun to 8 Jun
£77
7 Jun - 8 Jun
includes taxes & fees
7.8/10 Good! (1,008 reviews)
The staff wad excellent and the rooms were clean
Reviewed on 11 May 2026
Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is £98 per night from 25 May to 26 May
£98
25 May - 26 May
includes taxes & fees
7.4/10 Good! (1,009 reviews)
The carpet in our room smelled like urine. The staff was friendly however the hotel is very rundown and feels dirty. We spent as little time as possible there
Reviewed on 10 May 2026
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £68 per night from 31 May to 1 Jun
£68
31 May - 1 Jun
includes taxes & fees
6.6/10 (1,003 reviews)
Nice
Reviewed on 13 May 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
£69
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
