Highland Holidays

Top Highland Flight + Hotel Deals

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

Arthouse Hotel New York City

Manhattan
HK$5,195
per person
15 Nov - 18 Nov
found 21 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
8.8/10 Excellent! (2,236 reviews)
The hotel’s website showed beautiful, remodeled, spacious rooms with views, so I booked a nine-night stay. Unfortunately, what I found was nothing like the photos. I checked in late and immediately discovered the air conditioning was so loud that sleeping was unimaginable. The sconce between the beds was basically decorative, and the only other lights—four ceiling spots—were programmed to turn off every few minutes. I requested a room change and was given a much larger room on the first floor that felt more like a basement or warehouse. Totally wrinkled “Roman shades”, no rug, no bed blankets, the same useless lighting, and tinted windows facing a filthy terrace, leaving the room with virtually no natural light. The next morning, the shower ran cold for ages, then suddenly turned scorching hot with no way to regulate the temperature. So, for the third time, I returned to the front desk and requested another room—this time asking for the apparently unreasonable advertised luxuries of actual windows, functional lighting, and warm, adjustable water, as advertised. I got a third room- small, same problem with the lights and a damaged bathtub… only with windows this time! When trying to use the breakfast coupons at their small bar, I was told it only included one of two croissant options and a cup of drip coffee, Nine nights here? Not even one!!! Huge disappointment and completely different from what the website advertised. Total ripoff.

Reviewed on 6 Oct 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
HK$7,433
per person
15 Nov - 18 Nov
found 21 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
The staff has lodged me in a wrong room and I had to start over the reservation. Not good. Also, the breakfast room was so crowded that I had the feeling I was in the US Navy facility with so many people around. Overall the stay was good.

Reviewed on 6 Oct 2026

Hotel St. James

Hotel St. James

Manhattan
HK$5,403
per person
15 Nov - 18 Nov
found 21 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
8.8/10 Excellent! (8,040 reviews)
The location is fantastic, near Times Square, though the room was quiet. The room was small (typical of an older building) but clean and comfortable. Lots of restaurants, coffee shops, and stores nearby, and only a few blocks from several subway options. The lobby was a comfortable place to wait for a couple of hours until our train departed.

Reviewed on 7 Oct 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
Save 100% on your flight
HK$20,627
per person
26 Nov - 3 Dec
found 10 hours ago
Return direct flight included
Hong Kong (HKG) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Property was very clean, the rooms were nice, and the staff were friendly. Location is perfect for those wanting to be close to Times Square or if you’re seeing a Broadway show.

Reviewed on 6 Oct 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

Manhattan
Save 100% on your flight
HK$17,443
per person
26 Nov - 3 Dec
found 10 hours ago
Return direct flight included
Hong Kong (HKG) to New York (JFK)
9.4/10 Exceptional! (258 reviews)

Top hotels in Highland

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
HK$627
HK$702 total
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Very clean room and lobby.... noise from room above a bit above normal but nothing terrible."

Reviewed on 4 Oct 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY
HK$793
HK$920 total
5 Nov - 6 Nov
includes taxes & fees
9/10 Wonderful! (1,103 reviews)
"Clean and comfortable Large room needs better lighting No room service just a nook/bar downstairs where they make drinks and some offerings of food. Breakfast included but I did not have any- set up looked ok. Entrance is to Storage place so I Missed it the first time around. I would stay again."

Reviewed on 6 Oct 2026

Hyatt Place Poughkeepsie / Hudson Valley
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY
HK$1,053
HK$1,192 total
8 Oct - 9 Oct
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"The Inn was very quaint. The staff was nice and the rooms were appointed well. The town is delightful!"

Reviewed on 6 Oct 2026

Beekman Arms and Delamater Inn
See all 1,535 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.

Stay near popular Highland attractions

Franny Reese State Park

Traverse historic carriage roads and discover 19th-century mansion ruins at this serene riverside park. Hike through lush forests to reach stunning Hudson River overlooks and panoramic views of the Mid-Hudson Bridge.
See properties

Apple Greens Golf Course

8.8/10 (3 reviews)
This 27-hole Hudson Valley course offers challenging play amid stunning Catskill and Shawangunk Mountain views. Arrive early to enjoy the driving range and putting greens before your round.
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Berean Park Beach

Berean Park Beach offers a serene sandy shoreline with picnic facilities and hiking trails in Highland, New York. Families can enjoy swimming, tennis courts, and the playground during summer months.
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Frequently asked questions

How much does a Highland holiday package cost?
You can snap up a holiday package to this destination from HK$5,195 on Expedia. However, how much your holiday to Highland costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Highland?
If you're looking to snag a cheap Highland holiday package, consider visiting in January, February and March. You'll typically find better rates on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Highland?
Usually, a handful of days is enough to tick off the major attractions during your Highland holiday. But if you want to have more time to rest or take day trips, consider extending your trip.
Is it worth booking a holiday package to Highland?
Highland has everything you need for an awesome getaway — mountain biking, watersports and views are just the start. Whether you want to check out attractions such as Berean Park Beach and Franny Reese State Park, or take the path less traveled, you'll have plenty to explore on your Highland holiday.
How to find the best Highland package deals?
Bagging a cheap Highland package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Highland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Highland holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Highland holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Highland?
If you have your Highland travel dates locked in, book as early as you can to score some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Highland?
  1. Choose when to get away: Check your schedule and get packing. Your preferred season and the type of activities available will also help you decide when to holiday in Highland.
  2. Plan your budget wisely: In addition to the price of your accommodation, you should consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Highland.
  3. Decide how long to go away for: Now that you're more familiar with Highland, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Highland holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.