Highland Vacations from NT$41,299

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The Latest Highland Vacation Packages

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

Chelsea Inn

3 out of 5
Manhattan
per person
Sep 22 - Sep 25
found 15 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
8/10 Very Good! (1,671 reviews)
Nice staff very Clean Quiet Area!

Reviewed on 2025/8/8

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
per person
Sep 22 - Sep 25
found 15 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.4/10 Exceptional! (1,262 reviews)
I love Hotel Beacon. My husband and I enjoyed walking around the hotel and learning about NY. It was safe and in a very convenient location. The front desk staff was exceptionally friendly and helpful. I recommend this Hotel.

Reviewed on 2025/8/6

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
per person
Sep 22 - Sep 25
found 15 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
8.4/10 Very Good! (2,931 reviews)
Beautiful room and building, overall an amazing experience.

Reviewed on 2025/8/6

Romer Hell's Kitchen

Romer Hell's Kitchen

4 out of 5
Manhattan
per person
Sep 22 - Sep 25
found 15 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.4/10 Exceptional! (1,924 reviews)
Can’t compliment the staff enough on their professionalism and attention to customer service. Five star hotel in so many aspects.

Reviewed on 2025/8/8

Arlo Midtown

Arlo Midtown

4 out of 5
Manhattan
per person
Sep 22 - Sep 25
found 15 hours ago
Roundtrip non-stop flight included
Taipei (TPE) to New York (JFK)
9.2/10 Wonderful! (5,705 reviews)
The staff at the Arlo were great, without exception! Check in and out was efficient and the restaurant and coffee shop staff were pleasant. The desk and security staff were helpful with luggage and securing taxis. Good restaurants around the corner on 9th but not much in area except that it was a short ride to most of our destinations and the cruise pier, our exit from the city.

Reviewed on 2025/8/8

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$2,884 per night from Aug 12 to Aug 13
NT$2,884
NT$3,231 total
Aug 12 - Aug 13
includes taxes & fees
7.6/10 Good! (854 reviews)
"Ashley at the front desk was wonderful! Can't wait to come back here!!"

Reviewed on 2025/7/26

SureStay Plus Hotel by Best Western Highland Poughkeepsie
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is NT$2,920 per night from Sep 2 to Sep 3
NT$2,920
NT$3,449 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (506 reviews)
"Good value property. Room was updated and very comfortable. Staff was very friendly and helpful. Hallways and other common areas could use some refreshing. Would stay again."

Reviewed on 2025/8/6

The Crossroads Hotel, Newburgh
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is NT$3,393 per night from Aug 24 to Aug 25
NT$3,393
NT$3,940 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on 2025/8/3

Holiday Inn Express Poughkeepsie by IHG
See all 1,526 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

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 much does a Highland vacation package cost?
You can snap up a vacation package to this destination from NT$41,299 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.

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