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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.
Frequently Asked Questions About flights to Highland
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.
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 , 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 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 , 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 right now, why wait?
Destination airport | Highland |
|---|---|
Destination airport IATA code | POU |
Last Minute Hotel Deals in Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Nice staff, large rooms
Reviewed on Dec 8, 2025
Courtyard by Marriott Poughkeepsie
Room was great, and it’s nice to still rent a hotel room that has carpet in it. The staff was fantastic, I couldn’t say more positive things about this hotel.
Reviewed on Jan 4, 2026
Residence Inn by Marriott Kingston
You can tell they take care of the property
Reviewed on Jan 7, 2026
Hampton Inn by Hilton New Paltz
We had a fantastic stay. It was a smooth check in, and check out. We loved the breakfast, and liked the hot coffee, and hot chocolate in the lobby, it was a great way to end our day visiting our family in the area.
Reviewed on Jan 4, 2026
Hampton Inn & Suites Poughkeepsie
The staff was extremely friendly!
Reviewed on Jan 6, 2026
Wildflower Farms, Auberge Collection
This is a beautiful property with a very attentive staff. We enjoyed a wonderful family Christmas trip. Hope to go back soon!
Reviewed on Dec 30, 2025
Hyatt Place Poughkeepsie / Hudson Valley
Nothing to complain about
Reviewed on Jan 7, 2026
Howard Johnson by Wyndham Newburgh/West Point
Yes
Reviewed on Jan 3, 2026
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