
Highland Vacations from ¥534,191
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The Latest Highland Vacation Packages
Price found within the past 48 hours. Click for updated prices.


Asiatic Hotel by LaGuardia Airport
Queens
¥540,689
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8.8/10 Excellent! (1,258 reviews)
The location is good, close to the subway station. The room is clean but the beds are a little bit small.
Reviewed on Sep 14, 2026

Hotel 1080 Brooklyn
¥547,248
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8/10 Very Good! (929 reviews)
This was our second stay at this hotel, and we chose to return because of its convenient location, especially being so close to our daughter’s apartment and within walking distance of several lovely restaurants and cafés.
During our first stay last year, we did experience some noise from a neighboring guests playing music at various times in their rooms but it was resolved.
This year we booked our stay on the 9th because we were arriving around 3:00 a.m. on the 10th. At check-in, we were initially given a room on the second floor, directly above the bar. The front desk staff member kindly suggested that we’d contact reception later that afternoon to request a room change. We were very appreciative that they were able to move us to the fourth floor.
One thing to be aware of though, is that the building itself does not seem to provide much sound insulation. We could hear guests arriving late at night with all their conversations and footsteps in the hallway.
Our biggest concern, however, was noise from the room above us. For three consecutive nights, there was significant noise for more than 45 mins after 11:00 pm. The sound was surprisingly loud and carried clearly into our room, footsteps and things being moved around. We have never experienced hearing other rooms noises so loud in other hotels. Staff had to get involved to remediate the situation each night but if the building doesn’t have good insulation, there’s not much they can do.
Won’t be staying here again.
Reviewed on Sep 14, 2026

Find the Best Highland Vacation Packages
Highland Hotel Deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
¥13,708
¥15,352 total
Sep 21 - Sep 22
includes taxes & fees

Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
¥14,885
¥17,286 total
Oct 14 - Oct 15
includes taxes & fees

Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
¥20,622
¥23,329 total
Sep 16 - Sep 17
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."
Reviewed on Sep 14, 2026
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.
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.
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.
What to do in Highland

Hallows and Hauntings of Hyde Park Ghost Tour
¥3,842
per adult

Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm
¥3,442
per adult
80% of travellers recommend
Frequently asked questions
How much does a Highland vacation package cost?
You can snap up a vacation package to this destination from ¥534,191 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?
- 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.
- 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.
- 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.
- 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.

