Highland Vacations from AED4,419

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The Latest Highland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ace Hotel New York

Ace Hotel New York

4 out of 5
Manhattan
Price was AED5,976, price is now AED4,419 per person
AED4,419
per person
Apr 1 - Apr 6
found 13 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,008 reviews)
Staff was wonderful, food great, bed really comfortable with nice bedding, location great. It needs to be updated. The carpet is old, the shower tiles are old showing age, cracking. There wasn’t a place to sit except at an 8 foot cafeteria table that was beat up, and this was an upgraded room. I get the concept, and love the idea, but it opened in 2009, just needs to be refreshed.

Reviewed on 8 February 2026

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was AED6,812, price is now AED4,723 per person
AED4,723
per person
Apr 1 - Apr 6
found 13 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (6,546 reviews)
Best location!!! Room itself was dated and small but it was clean and fine for our needs. Staff was helpful and allowed early check in for $25 and late checkout plus baggage holding.

Reviewed on 9 February 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was AED8,353, price is now AED5,815 per person
AED5,815
per person
Apr 1 - Apr 6
found 13 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Staff was lovely, rooms were clean and modern, location was excellent. I don’t believe the hype about breakfast though - you can get far better food elsewhere.

Reviewed on 9 February 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was AED6,747, price is now AED4,701 per person
AED4,701
per person
Apr 1 - Apr 6
found 13 hours ago
Roundtrip non-stop flight included
Dubai (DXB) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Easy process and great location. Room is good for you need for a stay while you’re in the city

Reviewed on 1 February 2026

Find the Best Highland Vacation Packages

Highland Hotel Deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is AED 278 per night from Feb 15 to Feb 16
AED 278
AED 311 total
15 Feb - 16 Feb
includes taxes & fees
7.6/10 Good! (959 reviews)
Super clean

Reviewed on 15 January 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Highland NY
9.4/10 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 November 2025

Get rates
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AED 386 per night from Feb 18 to Feb 19
AED 386
AED 436 total
18 Feb - 19 Feb
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
Room was nice. Staff was friendly

Reviewed on 7 February 2026

Courtyard by Marriott Poughkeepsie
See all 1,542 properties in Highland
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.

Discover the most popular places to visit in Highland

Apple Greens Golf Course

Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.

Apple Greens Golf Course

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 travels to Highland. While you're in the area, stroll along the riverfront.

Franklin D Roosevelt Library & Museum

Frequently asked questions

How do I find cheap flights to Highland that have flexible change policies?
It's as easy as 1-2-3 with Expedia. Firstly, enter your travel dates and destination and click on the "Search" button. Next, check "No change fee" below the "Flexible change policies" subheading to the left of the screen. Step 3. Snag your flexible and cheap ticket to Highland.
Which airlines fly to Highland?
Book your seat with Breeze Airways and then begin working on your Highland itinerary. This top carrier offers 17 flights per month to Stewart Intl. Airport (SWF), a main gateway.
How can I find cheap tickets to Highland?
In the last seven days, was the lowest price for a flight to Highland. If you'd love to save even more, book well ahead of time and be flexible with your dates. Search for your journey to Highland, then compare prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Highland?
There were loads of affordable fares for the taking in the last seven days, with the cost of a return airfare to Highland varying between and . Many lucky vacationers scored one-way seats from () for only .
What are the most popular airports to fly into in Highland?
Start planning your Highland getaway by securing one of the 43 flights every month to Stewart Intl. Airport (SWF). This is the region's main point of entry.
When is the cheapest time to fly to Highland?
Depart for Highland early on in the week and you'll usually be rewarded with more affordable fares. Tuesday is known for being the cheapest day to get on a plane, with Monday a close second. If you want to avoid the most expensive flights, stay away from Saturdays.
How much is a plane ticket to Highland?
In the last seven days, fares to Highland varied from to .
What months are the cheapest to book a flight to Highland?
February is a good month to pick up a terrific deal to Highland. Be aware that the most expensive time to book a seat in the USA isn't the middle of summer, but the month of December.
How long is a flight to Highland?
It depends on a few factors, such as where you jet off from and whether you're on a direct or multi-stop flight. Listed below are three of the busiest domestic routes to Highland and their average flight durations:

  • Charleston, SC (CHS-Charleston Intl.) to Stewart Intl. Airport (SWF) - 2 hours
  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 56 minutes
  • Punta Gorda Airport (PGD) to Stewart Intl. Airport (SWF) - 2 hours and 59 minutes