Highlands Vacations from $434

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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.

The Latest Highlands vacation packages

Price found within the past 48 hours. Click for updated prices.
Pocono Mountain Villas by Exploria Resorts
La Posada
Tanglwood Resort
Paradise Stream Resort
Newark Hansbury Multi Level House
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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
$233 nightly
The price is $271 total per night from Aug 17 to Aug 18
$271 total
Aug 17 - Aug 18
Total includes taxes and fees
8.4/10 Very Good! (2,940 reviews)
"Location and design"

Reviewed on Aug 2, 2025

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
$155 nightly
The price is $182 total per night from Aug 24 to Aug 25
$182 total
Aug 24 - Aug 25
Total includes taxes and fees
8/10 Very Good! (2,526 reviews)
"Good"

Reviewed on Aug 1, 2025

DoubleTree by Hilton New York Downtown
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
128 Frontage Rd, Newark, NJ
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $163 total per night from Aug 6 to Aug 7
$163 total
Aug 6 - Aug 7
Total includes taxes and fees
7.4/10 Good! (3,235 reviews)
"I really loved everything about staying at this hotel. My room is comfortable and clean, I had a great burger at the restaurant, used the fitness room, and swam in the pool. I also love the app that helps me to navigate information and even open my door. Having a shuttle from the airport is extremely ..."

Reviewed on Aug 1, 2025

DoubleTree by Hilton Hotel Newark Airport
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.

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Frequently asked questions

How much does a Highlands vacation package cost?
You'll find cheap prices from $434 on Expedia for your Highlands getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Highlands costs.
What are the cheapest months to go to Highlands?
If you're hoping to snag a cheap Highlands vacation package, consider planning a trip in December, January and February. You'll usually find lower rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Highlands?
Usually, a handful of days is enough for a Highlands vacation. With a well-organized itinerary, you can visit all the leading sights such as Twin Lights State Historic Site, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Highlands?
It's no wonder a Highlands vacation is on the must-do list of many travelers. Top attractions like Sandy Hook Gateway National Recreation Area are just the beginning of things to see and do here.
How to find the best Highlands package deals?
Finding a cheap Highlands package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Highlands package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Highlands vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Highlands vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Highlands?
Land fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Highlands trip.
Does Expedia offer Book Now, Pay Later Highlands vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Highlands vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.