Highland Holidays from AU$3,227
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Your Highland Holiday
Lock in a Highland holiday package and get set to experience everything this city has to offer. Think about staying in the neighbourhood of Poughkeepsie Waterfront, which is good for history, families and culture. A trip to Highland is an ideal opportunity to do some sightseeing. Be sure to visit well-known attractions like Walkway Over the Hudson State Historic Park, Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. Whatever your travel plans or budget, putting together the ultimate tailored Highland holiday is a walk in the park with Expedia.
The Latest Highland Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was AU$5,366, price is now AU$3,227 per person
AU$3,227
per person
11 May - 17 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Great place great people. Wonderful stay, great location.
Reviewed on 26 Feb 2026
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was AU$9,781, price is now AU$5,525 per person
AU$5,525
per person
11 May - 17 May
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Very amazing place, everything is picture worthy.
Reviewed on 21 Feb 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was AU$5,505, price is now AU$3,285 per person
AU$3,285
per person
11 May - 17 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Our luggages were taken care off already while we were waiting in line for check in, staff consistently greeted guests, breakfast buffet was good value, and the buffet staff were efficient.
Reviewed on 26 Feb 2026
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was AU$8,052, price is now AU$4,904 per person
AU$4,904
per person
11 May - 17 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Service at the hotel was fantastic!!! Beds are comfy, and bathrooms are very very nice!
Reviewed on 21 Feb 2026
The Fifth Avenue Hotel
Manhattan
Save 100% on your flight
Price was AU$9,968, price is now AU$6,385 per person
AU$6,385
per person
11 May - 17 May
found 1 day ago
Return flight included
Melbourne (MEL) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.
Reviewed on 21 Feb 2026
Highland Holiday
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 | Franny Reese State Park, Berean Park Beach and Apple Greens Golf Course |
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 AU$118 per night from 1 Mar to 2 Mar
AU$118
1 Mar - 2 Mar
includes taxes & fees
7.8/10 Good! (963 reviews)
Clean room, staff accommodating, and easy check in and out
Reviewed on 23 Feb 2026
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland NY
9.6/10 Exceptional! (11 reviews)
Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ...
Reviewed on 25 Nov 2025
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 15 Mar to 16 Mar
AU$167
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Easy check-in/out. Staff very personable. Clean.
Reviewed on 23 Feb 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.
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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.
