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Flights to Highland Falls starting at $147

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How Much Does it Cost To Fly To Highland Falls?

The cheapest flights to Highland Falls found within the past 7 days were $147. Prices and availability subject to change. Additional terms may apply.

Sat, Nov 16 - Sun, Nov 17

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$147

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Sat, Nov 16 - Sun, Nov 17

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$148

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Mon, Nov 18 - Thu, Nov 21

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$150

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Thu, Mar 5 - Mon, Mar 9

O'Hare Intl. (ORD)

to

Stewart Intl. (SWF)

$174

roundtrip

found 15 hours ago

Open ORD to SWF flights search result page
Wed, Oct 30 - Wed, Nov 6

O'Hare Intl. (ORD)

to

Stewart Intl. (SWF)

$178

roundtrip

found 1 day ago

Open ORD to SWF flights search result page
Wed, Jan 29 - Wed, Feb 5

O'Hare Intl. (ORD)

to

Westchester County (HPN)

$181

roundtrip

found 3 days ago

Open ORD to HPN flights search result page
Wed, Oct 30 - Wed, Nov 6

O'Hare Intl. (ORD)

to

Westchester County (HPN)

$182

roundtrip

found 1 hour ago

Open ORD to HPN flights search result page
Fri, Nov 15 - Sun, Nov 17

Fort Lauderdale - Hollywood Intl. (FLL)

to

Westchester County (HPN)

$188

roundtrip

found 1 hour ago

Open FLL to HPN flights search result page
Tue, Dec 17 - Mon, Jan 6

Tampa Intl. (TPA)

to

Westchester County (HPN)

$206

roundtrip

found 16 hours ago

Open TPA to HPN flights search result page
Thu, Jan 9 - Sun, Jan 12

Orlando Intl. (MCO)

to

Westchester County (HPN)

$210

roundtrip

found 3 days ago

Open MCO to HPN flights search result page
Thu, Nov 14 - Sun, Nov 17

Tampa Intl. (TPA)

to

Stewart Intl. (SWF)

$214

roundtrip

found 6 days ago

Open TPA to SWF flights search result page
Thu, Feb 6 - Mon, Feb 10

Detroit Metropolitan Wayne County (DTW)

to

Stewart Intl. (SWF)

$221

roundtrip

found 2 hours ago

Open DTW to SWF flights search result page
Wed, Dec 11 - Sun, Dec 15

Fort Lauderdale - Hollywood Intl. (FLL)

to

Stewart Intl. (SWF)

$250

roundtrip

found 22 hours ago

Open FLL to SWF flights search result page
Wed, Nov 13 - Mon, Nov 18

Austin-Bergstrom Intl. (AUS)

to

Westchester County (HPN)

$250

roundtrip

found 10 hours ago

Open AUS to HPN flights search result page
Thu, Dec 5 - Mon, Dec 9

Austin-Bergstrom Intl. (AUS)

to

Stewart Intl. (SWF)

$266

roundtrip

found 9 hours ago

Open AUS to SWF flights search result page
Wed, May 6 - Mon, May 11

Luis Munoz Marin Intl. (SJU)

to

Stewart Intl. (SWF)

$330

roundtrip

found 13 hours ago

Open SJU to SWF flights search result page
Tue, Oct 29 - Sat, Nov 9

Luis Munoz Marin Intl. (SJU)

to

Westchester County (HPN)

$359

roundtrip

found 5 days ago

Open SJU to HPN flights search result page
Wed, Oct 30 - Wed, Nov 6

O'Hare Intl. (ORD)

to

Stewart Intl. (SWF)

$178

roundtrip

found 1 day ago

Open ORD to SWF flights search result page
Wed, Oct 30 - Wed, Nov 6

O'Hare Intl. (ORD)

to

Westchester County (HPN)

$182

roundtrip

found 1 hour ago

Open ORD to HPN flights search result page
Tue, Oct 29 - Sat, Nov 9

Luis Munoz Marin Intl. (SJU)

to

Westchester County (HPN)

$359

roundtrip

found 5 days ago

Open SJU to HPN flights search result page
Sat, Nov 16 - Sun, Nov 17

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$147

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Sat, Nov 16 - Sun, Nov 17

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$148

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Mon, Nov 18 - Thu, Nov 21

Detroit Metropolitan Wayne County (DTW)

to

Westchester County (HPN)

$150

roundtrip

found 9 hours ago

Open DTW to HPN flights search result page
Fri, Nov 15 - Sun, Nov 17

Fort Lauderdale - Hollywood Intl. (FLL)

to

Westchester County (HPN)

$188

roundtrip

found 1 hour ago

Open FLL to HPN flights search result page
Thu, Nov 14 - Sun, Nov 17

Tampa Intl. (TPA)

to

Stewart Intl. (SWF)

$214

roundtrip

found 6 days ago

Open TPA to SWF flights search result page
Wed, Nov 13 - Mon, Nov 18

Austin-Bergstrom Intl. (AUS)

to

Westchester County (HPN)

$250

roundtrip

found 10 hours ago

Open AUS to HPN flights search result page
Tue, Dec 17 - Mon, Jan 6

Tampa Intl. (TPA)

to

Westchester County (HPN)

$206

roundtrip

found 16 hours ago

Open TPA to HPN flights search result page
Wed, Dec 11 - Sun, Dec 15

Fort Lauderdale - Hollywood Intl. (FLL)

to

Stewart Intl. (SWF)

$250

roundtrip

found 22 hours ago

Open FLL to SWF flights search result page
Thu, Dec 5 - Mon, Dec 9

Austin-Bergstrom Intl. (AUS)

to

Stewart Intl. (SWF)

$266

roundtrip

found 9 hours ago

Open AUS to SWF flights search result page
Wed, Jan 29 - Wed, Feb 5

O'Hare Intl. (ORD)

to

Westchester County (HPN)

$181

roundtrip

found 3 days ago

Open ORD to HPN flights search result page
Thu, Jan 9 - Sun, Jan 12

Orlando Intl. (MCO)

to

Westchester County (HPN)

$210

roundtrip

found 3 days ago

Open MCO to HPN flights search result page
Thu, Feb 6 - Mon, Feb 10

Detroit Metropolitan Wayne County (DTW)

to

Stewart Intl. (SWF)

$221

roundtrip

found 2 hours ago

Open DTW to SWF flights search result page
Thu, Mar 5 - Mon, Mar 9

O'Hare Intl. (ORD)

to

Stewart Intl. (SWF)

$174

roundtrip

found 15 hours ago

Open ORD to SWF flights search result page
Wed, May 6 - Mon, May 11

Luis Munoz Marin Intl. (SJU)

to

Stewart Intl. (SWF)

$330

roundtrip

found 13 hours ago

Open SJU to SWF flights search result page

Find The Perfect Hotel For After Your Flight

Amazing Highland Falls Accommodation Deals

Price for 1 night 2 adults*

FairBridge Inn & Suites at West Point
2.0 out of 5.0
$81

Per night/room

Oct 23 - Oct 24

FairBridge Inn & Suites at West Point

Luxury Hotels in Highland Falls

Price for 1 night 2 adults*

FairBridge Inn & Suites at West Point
2.0 out of 5.0
$81

Per night/room

Oct 23 - Oct 24

FairBridge Inn & Suites at West Point

Family Friendly Hotels in Highland Falls

Price for 1 night 2 adults*

FairBridge Inn & Suites at West Point
2.0 out of 5.0
$81

Per night/room

Oct 23 - Oct 24

FairBridge Inn & Suites at West Point

Best Highland Falls Flight and Hotel Packages

Highland Falls flight + hotel packages - economy flights

Save $36
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5.0

Wed, Dec 4 - Sun, Dec 8

CHI-All Airports - Stewart Intl.

Old price

$452

The price now is $416 per person
Flight + Hotel
Sleep Inn & Suites Monroe - Woodbury
Save $23
Caldwell House Bed & Breakfast
3.0 out of 5.0

Wed, Dec 4 - Sun, Dec 8

CHI-All Airports - Stewart Intl.

Old price

$546

The price now is $524 per person
Flight + Hotel
Caldwell House Bed & Breakfast
Save $0
Homewood Suites Stewart Airport
3.0 out of 5.0

Wed, Dec 4 - Sun, Dec 8

CHI-All Airports - Stewart Intl.

Old price

$379

The price now is $379 per person
Flight + Hotel
Homewood Suites Stewart Airport
Save $0
Hampton Inn & Suites Newburgh Stewart Airport
2.5 out of 5.0

Wed, Dec 4 - Sun, Dec 8

CHI-All Airports - Stewart Intl.

Old price

$425

The price now is $425 per person
Flight + Hotel
Hampton Inn & Suites Newburgh Stewart Airport

Need a Car For After Your Flight?

Economy

Passengers 4 Luggage Capacity 2
$46/day
Economy

Compact

Passengers 5 Luggage Capacity 2
$47/day
Compact

Midsize

Passengers 5 Luggage Capacity 3
$48/day
Midsize

Special

Passengers 5 Luggage Capacity 2
$48/day
Special

Highland Falls Destination Guide

Plane Tickets To Highland Falls

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Highland Falls. Browse through our inventory to explore a wide range of cheap flights to Highland Falls to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Highland Falls as you anxiously await to exit the plane and explore what Highland Falls has to offer. Considering all the amazing local food and culture in Highland Falls, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Highland Falls to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Highland Falls without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Highland Falls with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Highland Falls today!

Highland Falls Flights - Frequently Asked Questions

  • Where can I find cheap flights to Highland Falls?

    We know you're looking for the best flights at the lowest fares, so we found some of the sweetest deals in town just for you. Check out the top flight deals to Highland Falls. Act quickly and score yourself a bargain!\n\n* American Airlines has a flight from to Highland Falls departing on 6/18/19 and returning on 6/22/19 all for only $337.00 per person.* [Book these American Airlines flights!](/go/flight/search/roundtrip/2019-06-18/2019-06-22?FromAirport=ORD&ToAirport=SWF&Airline=AA&NumAdult=1)\n* Delta has a flight from to Highland Falls departing on 5/11/19 and returning on 5/14/19 all for only $419.00 per person.* [Book these Delta flights!](/go/flight/search/roundtrip/2019-05-11/2019-05-14?FromAirport=LAX&ToAirport=SWF&Airline=DL&NumAdult=1)\n* American Airlines has a flight from to Highland Falls departing on 6/1/19 and returning on 6/4/19 all for only $438.00 per person.* [Book these American Airlines flights!](/go/flight/search/roundtrip/2019-06-01/2019-06-04?FromAirport=SFO&ToAirport=SWF&Airline=AA&NumAdult=1)\n\n*Prices vary and will be updated when you view current flight availability results. Deals displayed here are based on flight pricing and availability as of April 15th, 2019 and may change as you get closer to the actual flight date. Deals displayed whose dates are in the past are no longer valid.\n

  • What are the most popular airlines that fly to Highland Falls?

    Some of the most popular airlines flying to Highland Falls are below. But before you check those out, we've got a secret for you. Did you know the airlines that fly to Highland Falls most frequently could also have the lowest airfares? So aim for the airlines that fly to Highland Falls most often and save a little extra on your next flight:\n\n* American Airlines Flies 57 flights per week between and Highland Falls.\n* Delta Air Lines Flies 55 flights per week between and Highland Falls.\n* Alaska Airlines Flies 7 flights per week between and Highland Falls.\n

  • Which hotels are located near airports or major attractions in Highland Falls?

    We've put together a list of hotels in Highland Falls close to airports and popular sights to see. Check out the hotels below. All of them are within proximity to must-see attractions and major airports in and around the city of Highland Falls.\n\n* [Holiday Inn Express West Point](https://www.travelocity.com/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information): Located in Fort Montgomery, this hotel is 2.6 mi (4.2 km) from West Point Museum and within 6 mi (10 km) of Bear Mountain State Park and West Point Golf Course. Manitoga The Russel Wright Design Center and United States Military Academy are also within 6 This hotel has a 2.50 star rating.\n* [FairBridge Inn & Suites at West Point](https://www.travelocity.com/Newburgh-Hotels-FairBridge-Inn-Suites-At-West-Point.h26729.Hotel-Information): Located in the heart of Highland Falls, this motel is within 3 mi (5 km) of West Point Museum, Michie Stadium, and United States Military Academy. West Point Golf Course and Bear Mountain State Park are also within 6 mi (10 km). This hotel has a 2.00 star rating.\n* [Overlook Lodge at Bear Mountain](https://www.travelocity.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information): Situated in a state park, this hotel is 1.2 mi (2 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The Russel Wright Design Center and West Point Museum. Peekskill Landing Park and Lincoln Depot Museum are also within 6 mi (10 km). This hotel has a 2.50 star rating.\n

  • What are the top attractions in Highland Falls?

    Highland Falls has over 19 points of interest for you to choose from. We suggest checking out Harriman State Park and Storm King Art Center first because they are the most popular attractions in Highland Falls. Don't forget about other highly recommended spots like Woodbury Common Premium Outlets, Hudson Highlands State Park, and United States Military Academy. Get out there and see what the city has to offer on your trip to Highland Falls!

  • What are the top car rental deals?

    Get around Highland Falls with ease after booking one of our great car hire deals. Check out our deals on the best car hires in Highland Falls to get started:\n\n* Mitsubishi Mirage---a Economy car from Enterprise---starting at only $51.00 per day.*\n* Jeep Compass, Toyota Rav4---a SUV car from Hertz---starting at only $53.00 per day.*\n* Ford Fiesta Sedan---a Economy car from Avis---starting at only $55.00 per day.*\n\n*Prices vary and will be updated when you view current car hire availability results. Deals displayed here are based on car hire pricing and availability as of April 15th, 2019 and may change as you get closer to the actual rental date. Deals displayed whose dates are in the past are no longer valid.\n
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.