Highland Holidays from AU$2,057
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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
Price was AU$3,212, price is now AU$2,057 per person
AU$2,057
per person
9 Feb - 15 Feb
found 22 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Staff helpful and friendly. The room was clean , a nice size and a fab view.
Reviewed on 26 Nov 2025
Margaritaville Resort Times Square
Manhattan
Save 100% on your flight
Price was AU$3,795, price is now AU$2,316 per person
AU$2,316
per person
9 Feb - 15 Feb
found 22 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
The brightness and color of the rooms. They were always clean and tidy.
Reviewed on 26 Nov 2025
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was AU$3,953, price is now AU$2,515 per person
AU$2,515
per person
13 Jan - 20 Jan
just found
Return flight included
Brisbane (BNE) to New York (NYC)
9/10 Wonderful! (2,790 reviews)
Staff courteous...helpful....easy check in and check out....close to everything.....safe
Reviewed on 26 Nov 2025
INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
Price was AU$3,508, price is now AU$2,240 per person
AU$2,240
per person
9 Feb - 15 Feb
found 22 hours ago
Return direct flight included
Sydney (SYD) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
There were so many broken amenities, hair dryer, sink, remote control and even the key access reader. Staff members were super friendly though, they need some maintenance done.
Reviewed on 26 Nov 2025
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$152 per night from 2 Dec to 3 Dec
AU$152
2 Dec - 3 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
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 17 Dec to 18 Dec
AU$156
17 Dec - 18 Dec
includes taxes & fees
7.8/10 Good! (485 reviews)
Best stay!
Reviewed on 20 Nov 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 5 Dec to 6 Dec
AU$177
5 Dec - 6 Dec
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Large room, clean and comfortable
Reviewed on 22 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.
What to do in Highland
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
AU$145
per adult
Llama/Alpaca Hike and Farm Tour
AU$103
per adult
100% of travellers recommend
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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.
