Flights To Town of Highlands - Cheap Flights Starting at CA $127

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The Military Academy at West Point, New York.

West Point

Flights
West Point
George W. Perkins Memorial Drive with Hudson River and Bear Mountain Bridge, NY

Bear Mountain

Flights
Bear Mountain

How Much Does it Cost To Fly To Town of Highlands?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jul 15 - Tue, Jul 21
PBI
Palm Beach Intl.
HPN
Westchester County
CA $311 Roundtrip, found 2 days ago
CA $311
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 15 from Palm Beach Intl. to Westchester County, returning Tue, Jul 21, priced at CA $311 found 2 days ago
Thu, Jul 30 - Mon, Aug 3
TPA
Tampa Intl.
HPN
Westchester County
CA $318 Roundtrip, found 6 days ago
CA $318
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Jul 30 from Tampa Intl. to Westchester County, returning Mon, Aug 3, priced at CA $318 found 6 days ago
Thu, Jul 30 - Mon, Aug 3
TPA
Tampa Intl.
HPN
Westchester County
CA $329 Roundtrip, found 6 days ago
CA $329
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 30 from Tampa Intl. to Westchester County, returning Mon, Aug 3, priced at CA $329 found 6 days ago
Wed, Jul 15 - Tue, Jul 21
PBI
Palm Beach Intl.
HPN
Westchester County
CA $346 Roundtrip, found 2 days ago
CA $346
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 15 from Palm Beach Intl. to Westchester County, returning Tue, Jul 21, priced at CA $346 found 2 days ago
Fri, Jul 24 - Tue, Jul 28
TPA
Tampa Intl.
HPN
Westchester County
CA $371 Roundtrip, found 4 days ago
CA $371
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Jul 24 from Tampa Intl. to Westchester County, returning Tue, Jul 28, priced at CA $371 found 4 days ago
Wed, Jul 15 - Tue, Jul 21
PBI
Palm Beach Intl.
HPN
Westchester County
CA $374 Roundtrip, found 2 days ago
CA $374
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 15 from Palm Beach Intl. to Westchester County, returning Tue, Jul 21, priced at CA $374 found 2 days ago
Wed, Jul 15 - Tue, Jul 21
PBI
Palm Beach Intl.
HPN
Westchester County
CA $381 Roundtrip, found 2 days ago
CA $381
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 15 from Palm Beach Intl. to Westchester County, returning Tue, Jul 21, priced at CA $381 found 2 days ago
Thu, Jul 30 - Mon, Aug 3
TPA
Tampa Intl.
HPN
Westchester County
CA $382 Roundtrip, found 6 days ago
CA $382
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Jul 30 from Tampa Intl. to Westchester County, returning Mon, Aug 3, priced at CA $382 found 6 days ago
Thu, Jul 2 - Sat, Jul 4
YYZ
Pearson Intl.
HPN
Westchester County
CA $438 Roundtrip, found 2 days ago
CA $438
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jul 2 from Pearson Intl. to Westchester County, returning Sat, Jul 4, priced at CA $438 found 2 days ago
Sat, Jul 18 - Sat, Jul 18
YYZ
Pearson Intl.
HPN
Westchester County
CA $538 Roundtrip, found 1 day ago
CA $538
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Jul 18 from Pearson Intl. to Westchester County, returning Sat, Jul 18, priced at CA $538 found 1 day ago
Wed, Jun 24 - Sat, Jul 4
YVR
Vancouver Intl.
HPN
Westchester County
CA $606 Roundtrip, found 6 days ago
CA $606
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jun 24 from Vancouver Intl. to Westchester County, returning Sat, Jul 4, priced at CA $606 found 6 days ago
OriginDestinationTravel datesFlights from*
MCONewburghSeptember 10 to September 16CA $220
MCOWest HarrisonAugust 12 to August 17CA $276
FLLWest HarrisonAugust 21 to August 25CA $338
LAXWest HarrisonAugust 15 to August 25CA $808
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLWest HarrisonJune 20 to June 24CA $723
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Beacon
4.0-star property

Hotel Beacon

Jul 9 - Jul 13

4 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Air Canada • Roundtrip • Coach
Price was CA $2,262, price is now CA $1,381 per person
CA $1,381
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Aug 4 - Aug 7

3 night stay

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,669, price is now CA $2,212 per person
CA $2,212
per person
found 10 hours ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Aug 13 - Aug 17

4 night stay

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,048, price is now CA $1,865 per person
CA $1,865
per person
found 1 day ago
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Travelers ❤️ These Town of Highlands 🏨

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
8.4/10 Very Good! (1,029 reviews)
"A small room but a great location. Bed was comfortable and A/C worked well. A little noisy, since the rooms are close to each other. Can be a bit of a challenge to find the room we were staying in. The staff was incredibly nice and helpful and the room was clean."

Reviewed on Jun 15, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Lyndhurst Mansion and Tallman Mountain State Park are located nearby.
6/10 (2,246 reviews)
"It’s not the cleanest hotel, but the staff was friendly and accommodating"

Reviewed on Jun 17, 2026

Opens in a new windowArmoni Inn & Suites
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
8.6/10 Excellent! (1,149 reviews)
"The manager zemyra is a true professional and very good at her job. She went beyond and above to make my stay as perfect as it always is."

Reviewed on Jun 16, 2026

Opens in a new windowHotel Nyack, a JdV by Hyatt Hotel
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West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Book a stay at this business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Memorial Park are located nearby.
7.4/10 Good! (1,340 reviews)
"Good customer service and service."

Reviewed on Jun 16, 2026

Opens in a new windowWest Gate Inn Nyack
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 is the cheapest flight to Town of Highlands?
Some thrifty travelers snapped up a roundtrip flight to Town of Highlands for as little as CA $220 during the last seven days. If you spot a bargain, grab it fast. Cheap deals don't hang around forever! This price was available on Travelocity for flights to Town of Highlands departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Town of Highlands?
For the greatest chance at nabbing an excellent flight deal, organize your getaway in July. According to Travelocity's direct flight demand from January to December last year, it's the most affordable time to journey to Town of Highlands.
How can I check my flight status to Town of Highlands?
Whether you'd like to confirm the status of your flight to Town of Highlands or make changes to your journey, you'll find all the info you need on our customer portal, Trips. Click on "Trips" at the top of the Travelocity homepage, then sign in or open a new account. Another simple way to view and manage all your bookings is with the Travelocity app. Get useful travel alerts right when you need them and easily share updates with any family flying with you.
How do I find the best deals on flights to Town of Highlands?
Snag an awesome deal with Travelocity — our "Flexible dates" search tool makes it considerably easier. Enter your desired dates, then click on the flexible dates box above your results to see the prices for nearby days. CA $220 was the best price for a roundtrip flight to Town of Highlands in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Highlands with Travelocity?
If you're seeking cheap flights to Town of Highlands, you'll come across some attractive deals with Travelocity. From cheap family flights with budget airlines to flexible fares, we've got it all. Experience a hassle-free trip with our round-the-clock customer assistance, Price Match Guarantee and free cancellation policies with most hotels. Start packing your bags and prepare to jump on a plane to this fascinating destination.
What are the most popular flight routes to Town of Highlands?
To help you find flights to Town of Highlands, browse our list of some of the major routes:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Liberty Intl. Airport (EWR) - 3,588 flights a month.
  • Orlando, FL (MCO-Orlando Intl.) to Liberty Intl. Airport (EWR) - 3,575 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Liberty Intl. Airport (EWR) - 3,037 flights a month.

How much is a flight to Town of Highlands on average?
Get your next great adventure off to a good start by nabbing a terrific deal with Travelocity. In the last seven days, roundtrip flights to Town of Highlands cost between CA $220 and CA $808. Check out our site and lock in an airfare that suits your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.