Highland Vacations from NT$48,805

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The Latest Highland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
10/10 Exceptional! (1 review)
Everything was so perfect! Location was walkable to meatpacking district, staff onsite to clean daily, and other guests were friendly. 10/10 recommend!

Reviewed on 2025/5/21

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Loved the eco friendly sustainable theme and abundance of plants in the foyer. Thoroughly enjoyed staying there - light crowd, quick check, pleasant staff. Room was on a smaller side but that is to be expected I guess given the location. Enjoyed staying in Dumbo with everything being walkable around us. Worth the money and experience. Wish the gym was bigger but we were the only ones that morning so didn’t bother us.

Reviewed on 2025/6/15

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.8/10 Exceptional! (1,205 reviews)
Best hotel I’ve ever stayed at ✌❤️

Reviewed on 2025/6/19

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Jul 29 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9/10 Wonderful! (2,108 reviews)
The rooms were large (for Manhattan) and the location was great for subways and trains out of Penn Station. Would definitely stay here again.

Reviewed on 2025/6/17

The Mark

The Mark

5 out of 5
Manhattan
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.6/10 Exceptional! (665 reviews)
They really went out of their way to make me feel welcome

Reviewed on 2025/6/17

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, I-87 Exit 18 to I-9W, Highland, NY
Fully refundableReserve now, pay when you stay
The price is NT$2,910 per night from Jun 29 to Jun 30
NT$2,910
NT$3,259 total
Jun 29 - Jun 30
includes taxes & fees
7.6/10 Good! (832 reviews)
"A very friendly quiet place, wasn't full everything well cleaned 🙄"

Reviewed on 2025/6/9

SureStay Plus Hotel by Best Western Highland Poughkeepsie
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,278 per night from Jul 6 to Jul 7
NT$3,278
NT$3,708 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very nice, updated, clean and price was great. Pool and hot tub were also great."

Reviewed on 2025/6/18

HYATT house Fishkill/Poughkeepsie
Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NT$3,258 per night from Jul 23 to Jul 24
NT$3,258
NT$3,784 total
Jul 23 - Jul 24
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Nice room! Clean property!"

Reviewed on 2025/6/21

Hampton Inn & Suites Poughkeepsie
See all 1,529 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.

Frequently asked questions

How much does a Highland vacation package cost?
You can snap up a vacation package to this destination from NT$48,805 on Expedia. However, how much your vacation 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 vacation 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 vacation. But if you want to have more time to rest or take day trips, consider extending your trip.
Is it worth booking a vacation 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 vacation.
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 traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Highland vacation as a package?
Expedia vacation 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 personalized Highland vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 vacation in Highland.
  2. Plan your budget wisely: In addition to the price of your accommodations, 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 personalized Highland vacation package.

Discover the most popular places to visit in Highland

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.