Highlands Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Price was CA $1,290, price is now CA $914 per person
CA $914
per person
Apr 23 - Apr 30
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
8.2/10 Very Good! (1,782 reviews)
Internet was not free. You have to be a member

Reviewed on Mar 11, 2026

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $4,397, price is now CA $2,881 per person
CA $2,881
per person
May 7 - May 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
3/10 (4 reviews)
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was CA $2,040, price is now CA $1,361 per person
CA $1,361
per person
May 14 - May 19
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
2/10 (1 review)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was CA $5,057, price is now CA $3,522 per person
CA $3,522
per person
May 7 - May 12
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
2/10 (1 review)
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was CA $1,229, price is now CA $919 per person
CA $919
per person
May 14 - May 19
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.4/10 (102 reviews)
Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford.

Reviewed on Jan 19, 2026

Highlands Hotel Deals

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Apr 1 to Apr 2
CA $162
CA $191 total
Apr 1 - Apr 2
includes taxes & fees
9/10 Wonderful! (2,914 reviews)
Clean and reasonable price Shuttle bus to LGA

Reviewed on Mar 13, 2026

Four Points by Sheraton Flushing
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St College Point NY
Fully refundable
The price is CA $152 per night from Mar 16 to Mar 17
CA $152
CA $179 total
Mar 16 - Mar 17
includes taxes & fees
8.8/10 Excellent! (2,074 reviews)
Great

Reviewed on Mar 13, 2026

Ly New York Hotel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Apr 5 to Apr 6
CA $177
CA $203 total
Apr 5 - Apr 6
includes taxes & fees
8.2/10 Very Good! (1,605 reviews)
Drop off area is a nightmare. Property smells like weed everywhere. Rooms were small and didn’t have much in the way of furniture. Overall it’s basically a small improvement over a motor lodge.

Reviewed on Mar 13, 2026

Baymont by Wyndham White Plains - Elmsford
See all 2,692 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.
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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 $914. 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.

Discover the most popular places to visit in Highlands

Westchester County Center

Enjoy a stop at Westchester County Center, an entertaining place to visit in White Plains. Wander the riverfront in this family-friendly area.

Westchester County Center

The Westchester Mall

During your trip to White Plains, you can do some window-shopping at The Westchester Mall. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

The Westchester Mall

Things to do

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $1,706
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in White Plains
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.