Highland Vacations from SAR3,323

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Photo by Karen Wirtz

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The Latest Highland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9/10 Wonderful! (2,125 reviews)
incredible experience! the customer service and hospitality was off the charts. Amazing location, walkable to Times Sq/Theater District, and Highline, etc. A highlight was they have two bikes you can take for the day, for free - we biked to Central Park and it was an AWESOME way to experience the city. And lastly, restaurant is delicious and has a great vibe - ate there 2x despite all the food options in the city. Thank you, thank you - we will be back.

Reviewed on 2 June 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Great location, spectacular view of bridge, great room

Reviewed on 3 June 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9.8/10 Exceptional! (1,186 reviews)
The hotel is very clean and conveniently located in Chinatown within walking distance of the financial district, Brooklyn bridge and more. Lots of great dining options near by. You can lave your luggage in the lobby before check in and after check out. Staff are friendly

Reviewed on 30 May 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9.4/10 Exceptional! (26 reviews)
Best service in the city

Reviewed on 24 May 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
per person
Aug 12 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
9/10 Wonderful! (225 reviews)
This is the most luxurious hotel I have ever seen. It was designed by John Jacob Astor who unfortunately was lost in the Titanic disaster. But thankfully his beautiful hotel keeps his legacy alive. The architecture is absolutely jaw dropping. You will feel like you went back in time because the decor and amenities look like they are brand new even though they are intricately ornate Edwardian designs. This hotel looks like it's from a fairy tale both inside and out.Astor thought of everything. Every little detail in this place is impeccable. The staff is extremely friendly and thoughtful and their service is excellent. They carry your luggage and walk you to the building with an umbrella if it's raining. They carry your luggage up to your room. The concierge desk helps you with whatever you need. It was my mother and my birthday and they were so thoughtful and hooked us up at another restaurant for her birthday dinner. They gave us a personalized birthday card and treats. They gave us a tour of the basement which has historical artifacts and photos or autographs of many famous celebrities who came to stay to perform at the venue in a previous decade. If you are a fan of luxury, history or VIP treatment this is the place for you. If you want to experience luxury

Reviewed on 5 May 2025

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 SAR 414 per night from Jun 9 to Jun 10
SAR 414
SAR 464 total
includes taxes & fees
9 Jun - 10 Jun
7.6/10 Good! (827 reviews)
"Super clean hotel. Very courteous and professional staff."

Reviewed on 27 May 2025

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 SAR 416 per night from Jul 6 to Jul 7
SAR 416
SAR 471 total
includes taxes & fees
6 Jul - 7 Jul
8.6/10 Excellent! (1,001 reviews)
"Checking was fast, room was clean, quiet, everything was working fine. Pool and hot tub were good. Breakfast was good, satisfying."

Reviewed on 2 June 2025

HYATT house Fishkill/Poughkeepsie
Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
Fully refundableReserve now, pay when you stay
The price is SAR 492 per night from Jun 19 to Jun 20
SAR 492
SAR 551 total
includes taxes & fees
19 Jun - 20 Jun
7.8/10 Good! (1,004 reviews)
"We enjoyed our stay, and our 90 pound Ridgeback did as well."

Reviewed on 1 June 2025

Best Western Plus Kingston Hotel And Conference Center
See all 1,510 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 SAR3,323 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

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

Apple Greens Golf Course

4.5/5(2 reviews)

Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.

Apple Greens Golf Course

Berean Park Beach

Why not spend a lazy afternoon at Berean Park Beach during your trip to Highland? Stroll along the riverfront or discover the mountain views in this family-friendly area.

Berean Park Beach