Flights To Town of Lewisboro - Cheap Flights Starting at CA $115

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

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

Fri, Jan 22 - Mon, Jan 25
CHS
Charleston Intl.
HPN
Westchester County
CA $186 Roundtrip, found 4 hours ago
CA $186
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Charleston Intl. to Westchester County, returning Mon, Jan 25, priced at CA $186 found 4 hours ago
Mon, Feb 8 - Wed, Feb 10
CHS
Charleston Intl.
HPN
Westchester County
CA $222 Roundtrip, found 1 day ago
CA $222
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Feb 8 from Charleston Intl. to Westchester County, returning Wed, Feb 10, priced at CA $222 found 1 day ago
Tue, Dec 1 - Fri, Dec 4
CHS
Charleston Intl.
HPN
Westchester County
CA $306 Roundtrip, found 1 day ago
CA $306
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Dec 1 from Charleston Intl. to Westchester County, returning Fri, Dec 4, priced at CA $306 found 1 day ago
Fri, Jan 29 - Sat, Feb 6
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $306 Roundtrip, found 4 days ago
CA $306
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 29 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sat, Feb 6, priced at CA $306 found 4 days ago
Tue, Jan 5 - Tue, Feb 2
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $353 Roundtrip, found 5 days ago
CA $353
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jan 5 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Tue, Feb 2, priced at CA $353 found 5 days ago
Tue, Jan 5 - Tue, Feb 2
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $364 Roundtrip, found 5 days ago
CA $364
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Jan 5 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Tue, Feb 2, priced at CA $364 found 5 days ago
Wed, Dec 2 - Mon, Dec 7
CHS
Charleston Intl.
HPN
Westchester County
CA $365 Roundtrip, found 11 hours ago
CA $365
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Dec 2 from Charleston Intl. to Westchester County, returning Mon, Dec 7, priced at CA $365 found 11 hours ago
Fri, Jan 22 - Mon, Jan 25
CHS
Charleston Intl.
HPN
Westchester County
CA $370 Roundtrip, found 4 hours ago
CA $370
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Jan 22 from Charleston Intl. to Westchester County, returning Mon, Jan 25, priced at CA $370 found 4 hours ago
Sun, Feb 7 - Mon, Feb 15
YYC
Calgary Intl.
HPN
Westchester County
CA $930 Roundtrip, found 1 day ago
CA $930
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Feb 7 from Calgary Intl. to Westchester County, returning Mon, Feb 15, priced at CA $930 found 1 day ago
Sun, Feb 7 - Mon, Feb 15
YYC
Calgary Intl.
HPN
Westchester County
CA $1,011 Roundtrip, found 1 day ago
CA $1,011
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Feb 7 from Calgary Intl. to Westchester County, returning Mon, Feb 15, priced at CA $1,011 found 1 day ago
Tue, Nov 17 - Thu, Nov 19
YYC
Calgary Intl.
HPN
Westchester County
CA $1,192 Roundtrip, found 3 hours ago
CA $1,192
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Nov 17 from Calgary Intl. to Westchester County, returning Thu, Nov 19, priced at CA $1,192 found 3 hours ago
OriginDestinationTravel datesFlights from*
MCONewburghJanuary 21 to January 27CA $220
MCOWest HarrisonJanuary 14 to January 17CA $282
FLLWest HarrisonJanuary 29 to February 6CA $306
SJUWest HarrisonFebruary 3 to February 8CA $595
LAXWest HarrisonDecember 6 to December 9CA $623
SFOWest HarrisonNovember 24 to November 27CA $1,923
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghNovember 13 to November 15CA $387
MCOWest HarrisonNovember 13 to November 18CA $568
FLLWest HarrisonNovember 13 to November 15CA $650
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Feb 8 - Feb 11

3 night stay

Detroit (DTW) to New York (JFK)

Delta • Coach

New York (JFK) to Detroit (DTW)

Frontier Airlines • Coach
Price was CA $1,780, price is now CA $1,035 per person
CA $1,035
per person
found 1 day ago
The St. Regis New York
5.0-star property

The St. Regis New York

Feb 8 - Feb 11

3 night stay

Detroit (DTW) to New York (JFK)

Delta • Coach

New York (JFK) to Detroit (DTW)

Frontier Airlines • Coach
Price was CA $3,502, price is now CA $1,711 per person
CA $1,711
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jan 15 - Jan 18

3 night stay

Detroit (DTW) to New York (JFK)

Delta • Coach

New York (JFK) to Detroit (DTW)

Frontier Airlines • Coach
Price was CA $2,104, price is now CA $1,249 per person
CA $1,249
per person
found 1 day ago
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Travelers ❤️ These Town of Lewisboro 🏨

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
8.2/10 Very good! (1,428 reviews)
"The estate is lovely. Really big, lots of amenities. Some parts of the property are in need of renewal and a bit tired. Overall great experience and would stay again."

Reviewed on Nov 9, 2026

Opens in a new windowTarrytown House Estate
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! (1,518 reviews)
"Staff excellent. Rooms old and tired. Clean but well-worn. Breakfast outstanding."

Reviewed on Nov 9, 2026

Opens in a new windowWest Gate Inn Nyack
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Opens in a new windowSleepy Hollow Hotel, a Dolce by Wyndham
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Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capitol Theatre and E. Gaynor Brennan Golf Course are located nearby.
8.8/10 Excellent! (1,218 reviews)
"If you want to be woken up on a Sunday at 6:00am with music, this is your place. If you want to sleep in, maybe go somewhere else"

Reviewed on Nov 9, 2026

Opens in a new windowHyatt Regency Greenwich
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 Lewisboro?
Based on prices found over the last seven days on Travelocity, a roundtrip flight to Town of Lewisboro was as low as CA $186. If you can be flexible with your dates, it makes it easy to land a great bargain. This price was available on Travelocity for flights to Town of Lewisboro 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 Lewisboro?
Splurge more money on epic experiences rather than airfares by going away to Town of Lewisboro in January. This is the most inexpensive month to travel to this destination based on Travelocity's direct return flight demand between January and December last year. Take a look at our selection of flights and get away from it all without breaking your budget.
How can I check my flight status to Town of Lewisboro?
Whether you'd like to confirm the status of your flight to Town of Lewisboro or change your itinerary, you'll find everything you need on our customer portal, Trips. Click on "Trips" at the top of our homepage, then log in or open a new account. Another great way to manage all your bookings is with the Travelocity app. Get helpful trip reminders right when you need them and quickly share updates with any friends or family flying with you.
How do I find the best deals on flights to Town of Lewisboro?
It pays to book in advance, and if you can, avoid flying during peak periods. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for nearby days. In the last seven days, the lowest price for a return flight to Town of Lewisboro was CA $186. 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 Lewisboro with Travelocity?
From cheap family flights to hotels and activities, Travelocity has got you covered for exciting adventures. With everything at hand, you can relax while preparing for all the wonderful things you'll be doing in Town of Lewisboro and less time working on travel planning. Plus with our Price Match Guarantee and 24/7 customer support, our mission is to make your next getaway a magical one.
What are the most popular flight routes to Town of Lewisboro?
Whether you're planning a brief trip or a long escape, we'll help you find your ideal flight to Town of Lewisboro. The most popular flight routes to this destination include:

  • 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 Lewisboro on average?
In the last seven days, roundtrip flights to Town of Lewisboro were priced between CA $186 and CA $1,923. No matter what type of seat you're after, we've got some incredible deals to help you stick to 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.