Highland Vacations

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    Save up to SAR 390 when you book a flight and hotel together*
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Find the Best Highland Vacation Packages

Highland Hotel Deals

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 SAR 386 per night from Mar 16 to Mar 17
SAR 386
SAR 437 total
includes taxes & fees
16 Mar - 17 Mar
8.6/10 Excellent! (1,016 reviews)
"5 stars"

Reviewed on 7 March 2025

HYATT house Fishkill/Poughkeepsie
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is SAR 2,698 per night from Mar 13 to Mar 14
SAR 2,698
SAR 3,184 total
includes taxes & fees
13 Mar - 14 Mar
9.4/10 Exceptional! (48 reviews)
"Its a beautiful property and some of the best staff and service. Looking forward to be back soon"

Reviewed on 4 March 2025

Wildflower Farms, Auberge Resorts Collection
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is SAR 446 per night from Apr 1 to Apr 2
SAR 446
SAR 518 total
includes taxes & fees
1 Apr - 2 Apr
8.6/10 Excellent! (1,010 reviews)
Great stay
"Staff was friendly and helpful. The breakfast was great. Everything was clean and well maintained."

Reviewed on 3 March 2025

Hyatt Place Poughkeepsie / Hudson Valley
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 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 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