Highlands Vacation Packages

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    Save up to CA $4,200 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.
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was CA $2,009, price is now CA $1,104 per person
CA $1,104
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
2/10 (3 reviews)
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
Southeast Yonkers
Price was CA $7,455, price is now CA $4,009 per person
CA $4,009
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1 review)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $6,598, price is now CA $3,629 per person
CA $3,629
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
3/10 (4 reviews)
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Price was CA $4,101, price is now CA $2,538 per person
CA $2,538
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1 review)
The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays.

Reviewed on Feb 21, 2026

Luxury 5 BR Home Free Parking

Luxury 5 BR Home Free Parking

2 out of 5
Bryn Mawr
Price was CA $8,625, price is now CA $5,341 per person
CA $5,341
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
2/10 (1 review)

Highlands Hotel Deals

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from May 25 to May 26
CA $159
CA $215 total
May 25 - May 26
includes taxes & fees
7.4/10 Good! (2,980 reviews)
The elevator was disgusting and smelled terrible. The room was full of hair and dirty clothing on sides and underneath the bed from previous people. The AC was loud and broken. The bathroom looked like someone kicked out the door from the inside out and the chips in the tub were rusted. All this ...

Reviewed on Apr 27, 2026

Night Hotel Broadway
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 $194 per night from Apr 29 to Apr 30
CA $194
CA $227 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (3,163 reviews)
Walkable area. Luke warm coffee in lobby available with several types of milk (whole, oat, half & half). Busy hotel. Quiet.

Reviewed on Apr 28, 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 refundableReserve now, pay when you stay
The price is CA $133 per night from May 25 to May 26
CA $133
CA $158 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,225 reviews)
I truly believe this is a Jewel in the heart of Long Island City or surrounded area. V

Reviewed on Apr 28, 2026

Ly New York Hotel
See all 2,678 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
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Family Vacations

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 $1,104. 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

4/5(2 reviews)

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

4.5/5(2 reviews)

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

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

CA $42
per adult
88% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $1,790
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.