Highlands Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Highlands
Price found within the past 48 hours. Click for updated prices.
Highlands Hotel Deals
Night Hotel Broadway
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
CA $173
CA $232 total
Nov 15 - Nov 16
includes taxes & fees
7.6/10 Good! (3,786 reviews)
"Room was SMALL, old... bathroom outdated... elevators were small, dark, dirty, badly needing upgrade."
Reviewed on Oct 16, 2026
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
CA $134
CA $159 total
Nov 2 - Nov 3
includes taxes & fees
Executive Inn - Fort Lee
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
CA $167
CA $191 total
Oct 18 - Oct 19
includes taxes & fees
8/10 Very good! (1,531 reviews)
"I had a good night sleep with me and my girls enjoy yall stay"
Reviewed on Oct 17, 2026
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 Highlands vacation package cost?
Chart your own course with our Highlands vacation packages, which start from just CA $662. Handpick the flights and hotels that suit your travel plans. Then, add on a couple of activities or tours for a memorable adventure.
How do I get a cheap travel package to Highlands?
Bundle your bookings with Expedia to save big bucks on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotel options throughout the world, your Highlands vacation package can be tailored exactly to suit your budget. With all that extra money, why not add one or more awesome experiences and tours? It's an easy way to unlock even more bargains. The vacation you've always dreamed of in Highlands is much closer than you thought!
Where should I stay in Highlands?
With popular attractions such as Westchester County Center and The Westchester Mall in this neighborhood, look for a hotel located near them. Pace University Law School is another Highlands sight that lures the crowds.
How far in advance should I book my Highlands vacation?
It's tricky picking the perfect time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available to compare up to a year in advance. If you can't book ahead, don't worry. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Highlands travel package include?
Flights, hotels and car rentals — we connect you to all the best deals. All you'll have to do is figure out your favorite combination. After you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to create an amazing Highlands escape.
What should I know before booking a Highlands travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you've made your booking, you can add on things like activities or sightseeing tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Highlands Expedia vacation package?
Yes, you're in control. We offer more than 550 partner airlines all over the world, so you can customize your Highlands trip according to your budget and needs.
If I'm not able to travel, can I cancel my Highlands vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it free of charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
Things to do
Introductory Helicopter Flight Lesson from Westchester
CA $1,818
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.