Highlands Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Highlands Vacation

Say goodbye to the hassle of planning and hello to a Highlands vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Sandy Hook, which is great for nature, history and walking. Make your trip to Highlands even more enjoyable by going sightseeing. Count Basie Theater, Sandy Hook Gateway National Recreation Area and Sandy Hook Lighthouse are some of the major attractions you'll want to explore. A couple of quick clicks is all it takes to craft a customized Highlands vacation on Expedia.

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Highlands Hotel Deals

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
215 Chrystie St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $406 per night from Nov 22 to Nov 23
CA $406
CA $544 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (4,101 reviews)
"Great spot! Awesome location"

Reviewed on Nov 8, 2026

PUBLIC, an Ian Schrager hotel
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Nov 15 to Nov 16
CA $207
CA $243 total
Nov 15 - Nov 16
includes taxes & fees
8.4/10 Very good! (4,358 reviews)
"Everything was great until the last day. My husband found a bug in our bathroom. Other than that, we enjoyed our stay."

Reviewed on Nov 8, 2026

DoubleTree by Hilton New York Downtown
TWA Hotel at JFK Airport

TWA Hotel at JFK Airport

4 out of 5
One Idlewild Drive Jamaica NY
Fully refundableReserve now, pay when you stay
The price is CA $359 per night from Nov 22 to Nov 23
CA $359
CA $462 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (1,024 reviews)
"Awesome cool hotel. Would highly recommend!"

Reviewed on Nov 8, 2026

TWA Hotel at JFK Airport
See all 6,031 properties in Highlands
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Stay near popular Highlands attractions

A white lighthouse and a white house with a red roof.

Sandy Hook Gateway National Recreation Area

8.4/10 (30 reviews)
Explore the great outdoors at Sandy Hook Gateway National Recreation Area, a lovely green space in Highlands. While you're in the area, stroll along the beautiful beaches.
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Frequently asked questions

How much does a Highlands vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Highlands costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Highlands?
To score cheap Highlands vacation packages, organize your trip outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Highlands?
Allow around 4 days for your Highlands vacation if you're hoping to immerse yourself in everything that makes this place unique. Stroll around key areas, including Port Monmouth and Navesink. Then tick off top attractions like Sandy Hook Lighthouse and Mount Mitchell Scenic Overlook. With a clever itinerary, you'll be kept busy with room for some me-time too. Want to venture outside of Highlands? Consider an excursion or two.
How to find the best Highlands package deals?
Use Expedia's filter tool to find some unbeatable Highlands package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Highlands package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Highlands 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 you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Highlands vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Highlands?
If you have your Highlands travel dates confirmed, book as early as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Highlands?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Highlands.
  2. Set a budget: Consider expenses like transportation, flights and meals when calculating how much to set aside for your trip to Highlands. Then, select a hotel that fits your budget, whether that's an economical stay or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Highlands, you can work out the perfect length of your break. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Highlands vacation package.

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