Highlands Vacations from $576
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Your Highlands Vacation
Book a Highlands vacation package and immerse yourself in the rhythm and way of life of this captivating neighborhood. With all your travel plans worked out, the only thing you need to focus on here is having a good time. Your trip to Highlands wouldn't be complete without a stop at major attractions nearby such as Westchester County Center, The Westchester Mall and Manhattanville College. Stop daydreaming and start doing. When you're ready to lock in your next vacation to Highlands, Expedia is here to help.
The Latest Highlands Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Luxury NYC Home with Free Parking for 12
Save 100% on your flight
Price was $2,212, price is now $1,518 per person
$1,518
per person
Aug 25 - Aug 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on Feb 11, 2026
Highlands Hotel Deals
Night Hotel Broadway
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $146 total per night from Jul 13 to Jul 14
$146 total
Jul 13 - Jul 14
Total with taxes and fees
7.4/10 Good! (3,296 reviews)
"Clean room, helpful staff, easy to park nearby"
Reviewed on Jul 12, 2026
Four Points by Sheraton Flushing
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $194 total per night from Jul 30 to Jul 31
$194 total
Jul 30 - Jul 31
Total with taxes and fees
9.2/10 Wonderful! (3,411 reviews)
"The property was ok, the people in the front desk are not friendly."
Reviewed on Jul 12, 2026
Armoni Inn & Suites
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Jul 15 to Jul 16
$86 total
Jul 15 - Jul 16
Total with taxes and fees
6/10 (2,295 reviews)
"This was a very disappointing stay, to which we will never return again. None of the amenities that were advertised were available to us as guests (pool, gym, lounge, continental breakfast). When entering the room, there were no towels, hangers, soap, etc. (BASIC amenities that should be provided). ..."
Reviewed on Jul 12, 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.
Things to do
LEGOLAND® Discovery Center Westchester Tickets
$30
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.