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Highland

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Highland Flights as Low as $462

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

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Cheap Flights to Highland

Fall in love at first flight with your vacation to Highland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Highland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Highland, the good times start rolling. So buckle up, you’re in for a fun ride.

Just the right flight

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

Frequently Asked Questions About flights to Highland

What is the cheapest month to fly to Highland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Highland are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 9 to choose from for your flight to Highland.

What airport is best to fly into Highland?

When you’re planning your trip to Highland, convenience is the name of the game. Luckily, Highland Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Highland must-do list.

How much are flights to Highland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $462, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Highland?

The trick to saving a stack of cash on your flight to Highland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $462 right now, why wait?

Can I fly to Highland right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Highland Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$461

Last Minute Hotel Deals in Highland

Rodeway Inn & Suites New Paltz - Hudson Valley
Rodeway Inn & Suites New Paltz - Hudson Valley
2 out of 5
601 Main Street, Highland, NY
The price is $75 per night from Jun 23 to Jun 24
$75
per night
Jun 23 - Jun 24
Stay at this motel in Highland. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (565 reviews)
"The staff was really nice but a lot of the furniture was stained and dirty. I just slept on the bed and just took the sheets off."

Reviewed on Jun 17, 2024

Rodeway Inn & Suites New Paltz - Hudson Valley
SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
The price is $99 per night from Jul 7 to Jul 8
$99
per night
Jul 7 - Jul 8
Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
7.4/10 Good! (714 reviews)
"Bed and pillows were comfortable. The lotion and soaps in bathroom were very nice. Front desk lady was down to earth and personable."

Reviewed on Jun 9, 2024

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
The price is $140 per night from Jun 30 to Jul 1
$140
per night
Jun 30 - Jul 1
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,001 reviews)
Great hotel!
"token machine was broken, arcade games were iffy and vending machine was out of soda. But we still had a great time in the pool and the breakfast was great and the rooms comfy and clean. Didn't know how to turn on fan in bathroom.Love the courtyard!"

Reviewed on Jun 10, 2024

Best Western Plus Kingston Hotel And Conference Center
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
The price is $126 per night from Jun 30 to Jul 1
$126
per night
Jun 30 - Jul 1
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.2/10 Very Good! (983 reviews)
"Nice staff and beautiful room"

Reviewed on Jun 14, 2024

DoubleTree by Hilton Poughkeepsie
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $143 per night from Jun 24 to Jun 25
$143
per night
Jun 24 - Jun 25
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"They have a little bit of everything, including an indoor heated pool, a hot tub, laundry, a fitness center, and a full breakfast as opposed to those with a continental breakfast. The staff is very friendly, and the rooms as very comfortable."

Reviewed on Jun 14, 2024

HYATT house Fishkill/Poughkeepsie
Best Western Fishkill Inn & Suites
Best Western Fishkill Inn & Suites
3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
The price is $112 per night from Jul 14 to Jul 15
$112
per night
Jul 14 - Jul 15
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (496 reviews)
"This was a great property and amazing stay. Thank you"

Reviewed on Jun 19, 2024

Best Western Fishkill Inn & Suites
Wildflower Farms, Auberge Resorts Collection
Wildflower Farms, Auberge Resorts Collection
5 out of 5
2702 Main St, Gardiner, NY
The price is $1,231 per night from Jul 8 to Jul 9
$1,231
per night
Jul 8 - Jul 9
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Minnewaska State Park and Tuthilltown ...
9.4/10 Exceptional! (18 reviews)
Wild Flower Power
"Beautiful place. Highly recommend taking advantage of offerings from resort or you will be sitting around alot. Enjoyed Bee Hive expereince and fly fishing off campus. Food & Bev good, but should be better. Slow turns at tables, luke warm dishes and not a true sense of service until the last night ..."

Reviewed on Apr 10, 2024

Wildflower Farms, Auberge Resorts Collection
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3 out of 5
25 OLD VINEYARD PLACE, Hyde Park, NY
The price is $161 per night from Jun 30 to Jul 1
$161
per night
Jun 30 - Jul 1
Stay at this 3-star business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Richard L. Skimin Memorial Baseball ...
9.6/10 Exceptional! (99 reviews)
Hyde Park
"Hotel was like new and very clean. It was located near our tour spots. Across from CIA restaurants."

Reviewed on Jun 9, 2024

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
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.