Highland Holidays

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Top hotels in Highland

Rodeway Inn & Suites New Paltz - Hudson Valley
Rodeway Inn & Suites New Paltz - Hudson Valley
2 out of 5
601 Main Street, Highland, NY
Fully refundableReserve now, pay when you stay
The price is Rp1.297.760 per night from 24 Dec to 25 Dec
Rp1.297.760
Rp1.453.490 total
includes taxes & fees
24 Dec - 25 Dec
7.2/10 Good! (667 reviews)
"We had a very good experience. The only thing that made things a little difficult for us is that the bed in the room was very high off the floor. For shorter people, like my wife, that made getting into and out of bed harder than it should."

Reviewed on 30 Nov 2024

Rodeway Inn & Suites New Paltz - Hudson Valley
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 Rp1.679.139 per night from 30 Dec to 31 Dec
Rp1.679.139
Rp1.880.634 total
includes taxes & fees
30 Dec - 31 Dec
7.6/10 Good! (798 reviews)
"The person at the front desk was very friendly and helpful."

Reviewed on 6 Dec 2024

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 Rp1.605.978 per night from 3 Jan to 4 Jan
Rp1.605.978
Rp1.800.703 total
includes taxes & fees
3 Jan - 4 Jan 2025
8.6/10 Excellent! (1,004 reviews)
"Clean, nice place , good price"

Reviewed on 20 Dec 2024

HYATT house Fishkill/Poughkeepsie
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 holiday package cost?
You can snap up a holiday package to this destination 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.

What to do in Highland

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