Flights To Town of Wappinger - Cheap Flights Starting at CA $101

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

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

Fri, Dec 4 - Mon, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $218 Roundtrip, found 1 day ago
CA $218
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Stewart Intl., returning Mon, Dec 7, priced at CA $218 found 1 day ago
Thu, Dec 10 - Mon, Dec 14
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $233 Roundtrip, found 5 days ago
CA $233
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Dec 10 from Orlando Intl. to Stewart Intl., returning Mon, Dec 14, priced at CA $233 found 5 days ago
Thu, Jan 28 - Mon, Feb 1
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $235 Roundtrip, found 1 day ago
CA $235
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 28 from Orlando Intl. to Stewart Intl., returning Mon, Feb 1, priced at CA $235 found 1 day ago
Fri, Dec 4 - Mon, Dec 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $239 Roundtrip, found 4 days ago
CA $239
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Stewart Intl., returning Mon, Dec 7, priced at CA $239 found 4 days ago
Thu, Oct 29 - Sat, Nov 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $251 Roundtrip, found 4 days ago
CA $251
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 29 from Orlando Intl. to Stewart Intl., returning Sat, Nov 7, priced at CA $251 found 4 days ago
Thu, Oct 22 - Sat, Oct 24
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $253 Roundtrip, found 4 days ago
CA $253
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 22 from Orlando Intl. to Stewart Intl., returning Sat, Oct 24, priced at CA $253 found 4 days ago
Thu, Feb 4 - Sun, Feb 7
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $256 Roundtrip, found 6 days ago
CA $256
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Feb 4 from Orlando Intl. to Stewart Intl., returning Sun, Feb 7, priced at CA $256 found 6 days ago
Sat, Jan 23 - Mon, Jan 25
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $272 Roundtrip, found 6 days ago
CA $272
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Orlando Intl. to Stewart Intl., returning Mon, Jan 25, priced at CA $272 found 6 days ago
OriginDestinationTravel datesFlights from*
RDUNewburghNovember 11 to November 14CA $173
MCONewburghDecember 4 to December 7CA $218
TPANewburghOctober 21 to October 28CA $348
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghOctober 2 to October 3CA $390
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
3.0-star property

Night Hotel Broadway

Dec 11 - Dec 15

4 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $1,989, price is now CA $1,272 per person
CA $1,272
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 6 - Dec 9

3 night stay

Toronto (YTO) to New York (JFK)

Delta • Roundtrip • Coach
Price was CA $3,982, price is now CA $1,998 per person
CA $1,998
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 20 - Dec 25

5 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $5,091, price is now CA $3,142 per person
CA $3,142
per person
found 3 hours ago
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Travelers ❤️ These Town of Wappinger 🏨

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! (1,007 reviews)
"The room was a little warm. There was no way to make it cooler."

Reviewed on Sep 27, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Opens in a new windowQuality Inn Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
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Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Opens in a new windowWildflower Farms, Auberge Collection
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 Wappinger?
Your next dream vacation doesn't have to break the bank. Within the last seven days, the cheapest return flight to Town of Wappinger cost CA $173. Find a good deal and spend the cash you save on awesome experiences. This price was available on Travelocity for flights to Town of Wappinger departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Town of Wappinger?
Work out your travel dates and then jet off with any of the 15 airline companies that fly to Town of Wappinger. Secure a seat with the well-known carrier, Allegiant Air. It has around 26 flights a month to Wappingers Falls, Town of Wappinger's major city, so finding your perfect fare should be a cinch.
What is the cheapest month to fly to Town of Wappinger?
Be sure to leave December empty in your calendar, because it's the cheapest time to jet to Town of Wappinger. That's based on Travelocity's direct flight demand from January to December last year. With the cash you save, you can splash out on a hotel upgrade, go to a show or whatever else you like!
How can I check my flight status to Town of Wappinger?
Get helpful alerts about changes to flight status and gate numbers with Trips. This handy Travelocity portal can be found at the top right of our homepage and is the place to view and manage your bookings. Sign in to your account within seconds and get access to what you need. You can also download the Travelocity app and check the details of your flight to Town of Wappinger while you're on the move — and even when you're offline. The app can handle all your booking needs. Whether you'd like to add transportation to or from the airport or share your travel itinerary with any members of your family flying with you, the app is your one-stop travel shop.
How do I find the best deals on flights to Town of Wappinger?
It pays to book ahead of time, and if possible, avoid flying during peak periods. Another great way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. You'll then see prices for nearby days. In the last seven days, the best price for a roundtrip flight to Town of Wappinger was CA $173. 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 Wappinger with Travelocity?
Where to begin! With cheap flights to Town of Wappinger, accommodations and activities, you'll find all you need for an awesome getaway with Travelocity. Choose your cheap family flights and make use of our 24/7 Virtual Agent online chat and free cancellations on select airlines if you need. Our goal is to offer stress-free travel every time you book with us so that you can spend less time on the nitty-gritty and more time building memories with your crew.
What are the most popular flight routes to Town of Wappinger?
Take a look at these major flight routes to Town of Wappinger and start planning your next great adventure:

  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 17 flights a month.
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.

How much is a flight to Town of Wappinger on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Town of Wappinger were between CA $173 and CA $390. When you're ready to take off, Travelocity will help you find a fare that'll work with 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.