Highlands Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Highlands Vacation

Highlands is calling your name! Whatever type of adventure you're planning, you can experience and see more of this neighborhood with a Highlands vacation package. Some top nearby attractions to see during your trip to Highlands include Westchester County Center, The Westchester Mall and Manhattanville College. Expedia will help turn your dream Highlands vacation into reality, no matter your budget or travel plans.

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
per person
Aug 30 - Sep 2
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to White Plains (HPN)
8.2/10 Very Good! (1,000 reviews)
I was not aware from the website there was a fee for my dog.

Reviewed on Jun 19, 2024

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
per person
Aug 30 - Sep 2
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to White Plains (HPN)
7.8/10 Good! (1,001 reviews)
The property grounds are beautiful and maintained. The king mansion needs some improvements but everything was good. We will visit again.

Reviewed on Jun 21, 2024

EVEN Hotel Norwalk, an IHG Hotel

EVEN Hotel Norwalk, an IHG Hotel

3.5 out of 5
per person
Aug 30 - Sep 2
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to White Plains (HPN)
8.2/10 Very Good! (1,001 reviews)
Clean, reasonable price, close to highway without highway noise. Have to drive a bit for dining options

Reviewed on Jun 12, 2024

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

2.5 out of 5
per person
Aug 30 - Sep 2
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to White Plains (HPN)
8.2/10 Very Good! (1,001 reviews)
Quick check in/out. Old property

Reviewed on Jun 17, 2024

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
per person
Aug 30 - Sep 2
found 4 hours ago
Roundtrip non-stop flight included
Greenville (GSP) to White Plains (HPN)
8.2/10 Very Good! (1,047 reviews)
Clean and convenient

Reviewed on Jun 20, 2024

Highlands Hotel Deals

Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
The price is $75 per night from Jul 4 to Jul 5
$75
$84 total
includes taxes & fees
Jul 4 - Jul 5
6/10 (1,260 reviews)
"I arrived late at night, and everyone was so sweet. When I got to the room, I didn’t bother checking the lights as I just went to the bathroom and to bed. In the morning the bathroom light did not work. And I was staying two nights, and they accommodated me and got me a whole new room. Thank ..."

Reviewed on Jun 19, 2024

Armoni Inn & Suites
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is $120 per night from Jun 30 to Jul 1
$120
$141 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (1,716 reviews)
"Nice room, close to the 1 line."

Reviewed on Jun 21, 2024

Radio Hotel
LaGuardia Plaza Hotel
LaGuardia Plaza Hotel
4 out of 5
104-04 Ditmars Blvd, East Elmhurst, NY
Fully refundableReserve now, pay when you stay
The price is $203 per night from Jun 30 to Jul 1
$203
$236 total
includes taxes & fees
Jun 30 - Jul 1
7.8/10 Good! (1,680 reviews)
"Nice hotel"

Reviewed on Jun 21, 2024

LaGuardia Plaza Hotel
See all 2,091 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly 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 $479. 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

Image for Westchester County Center

Westchester County Center

4/5(35 reviews)

Enjoy a show at Westchester County Center, a theater with a story to tell in White Plains. Amble around this family-friendly area's riverfront or experience its entertainment choices.

Westchester County Center
Image for The Westchester Mall

The Westchester Mall

4.5/5(18 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
Image for White Plains Hospital Center

White Plains Hospital Center

Though White Plains Hospital Center might be what brings you to town, perhaps you'll have a chance to explore more of White Plains while you are here.

White Plains Hospital Center

Other vacations you might like

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