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Sleepy Hollow

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Sleepy Hollow Flights as Low as $101

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

Breeze Airways
Thu, May 21 - Sat, May 30
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$101 Roundtrip, found 13 hours ago
$101
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, May 21 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sat, May 30, priced at $101 found 13 hours ago
Frontier Airlines
Fri, Jun 12 - Tue, Jun 16
MCO
Orlando Intl.
LGA
LaGuardia
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jun 12 from Orlando Intl. to LaGuardia, returning Tue, Jun 16, priced at $116 found 1 day ago
Spirit Airlines
Tue, May 19 - Mon, May 25
MIA
Miami Intl.
LGA
LaGuardia
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, May 19 from Miami Intl. to LaGuardia, returning Mon, May 25, priced at $130 found 2 days ago
Spirit Airlines
Fri, Jul 3 - Tue, Jul 14
MIA
Miami Intl.
EWR
Newark Liberty Intl. Airport
$130 Roundtrip, found 3 hours ago
$130
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Jul 3 from Miami Intl. to Newark Liberty Intl. Airport, returning Tue, Jul 14, priced at $130 found 3 hours ago
Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $150 found 2 days ago
American Airlines
Thu, May 28 - Fri, May 29
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$161 Roundtrip, found 4 hours ago
$161
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, May 28 from Orlando Intl. to John F. Kennedy Intl., returning Fri, May 29, priced at $161 found 4 hours ago
Breeze Airways
Tue, May 19 - Sat, May 30
MCO
Orlando Intl.
HPN
Westchester County
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, May 19 from Orlando Intl. to Westchester County, returning Sat, May 30, priced at $186 found 3 days ago
Delta
Sat, Jun 20 - Sat, Jul 11
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Jun 20 from Miami Intl. to John F. Kennedy Intl., returning Sat, Jul 11, priced at $197 found 3 hours ago
Accessrail
Thu, May 21 - Wed, May 27
EKW
Miami Central Brightline Train Station
LGA
LaGuardia
$338 Roundtrip, found 5 days ago
$338
Roundtrip
found 5 days ago
Select Accessrail flight, departing Thu, May 21 from Miami Central Brightline Train Station to LaGuardia, returning Wed, May 27, priced at $338 found 5 days ago
Accessrail
Thu, May 21 - Wed, May 27
EKW
Miami Central Brightline Train Station
JFK
John F. Kennedy Intl.
$338 Roundtrip, found 5 days ago
$338
Roundtrip
found 5 days ago
Select Accessrail flight, departing Thu, May 21 from Miami Central Brightline Train Station to John F. Kennedy Intl., returning Wed, May 27, priced at $338 found 5 days ago
American Airlines
Sat, Jun 6 - Wed, Jun 10
MIA
Miami Intl.
HPN
Westchester County
$345 Roundtrip, found 3 hours ago
$345
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Jun 6 from Miami Intl. to Westchester County, returning Wed, Jun 10, priced at $345 found 3 hours ago
Accessrail
Thu, Jun 4 - Mon, Jun 8
EKW
Miami Central Brightline Train Station
HPN
Westchester County
$354 Roundtrip, found 3 hours ago
$354
Roundtrip
found 3 hours ago
Select Accessrail flight, departing Thu, Jun 4 from Miami Central Brightline Train Station to Westchester County, returning Mon, Jun 8, priced at $354 found 3 hours ago
Accessrail
Wed, May 20 - Sun, May 24
AVT
Aventura Brightline Train Station
LGA
LaGuardia
$359 Roundtrip, found 3 days ago
$359
Roundtrip
found 3 days ago
Select Accessrail flight, departing Wed, May 20 from Aventura Brightline Train Station to LaGuardia, returning Sun, May 24, priced at $359 found 3 days ago
Accessrail
Tue, May 19 - Wed, May 27
AVT
Aventura Brightline Train Station
JFK
John F. Kennedy Intl.
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select Accessrail flight, departing Tue, May 19 from Aventura Brightline Train Station to John F. Kennedy Intl., returning Wed, May 27, priced at $359 found 5 days ago
Accessrail
Sat, Oct 3 - Wed, Oct 14
EKW
Miami Central Brightline Train Station
EWR
Newark Liberty Intl. Airport
$366 Roundtrip, found 3 hours ago
$366
Roundtrip
found 3 hours ago
Select Accessrail flight, departing Sat, Oct 3 from Miami Central Brightline Train Station to Newark Liberty Intl. Airport, returning Wed, Oct 14, priced at $366 found 3 hours ago
Accessrail
Wed, Oct 7 - Sat, Oct 10
AVT
Aventura Brightline Train Station
EWR
Newark Liberty Intl. Airport
$388 Roundtrip, found 3 hours ago
$388
Roundtrip
found 3 hours ago
Select Accessrail flight, departing Wed, Oct 7 from Aventura Brightline Train Station to Newark Liberty Intl. Airport, returning Sat, Oct 10, priced at $388 found 3 hours ago

Cheap Flights to Sleepy Hollow

Fall in love at first flight with your vacation to Sleepy Hollow 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 Sleepy Hollow on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Sleepy Hollow

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sleepy Hollow 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 NYC airport.

What is the cheapest month to fly to Sleepy Hollow?

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 Sleepy Hollow are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sleepy Hollow?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Sleepy Hollow.

What airport is best to fly into Sleepy Hollow?

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

How much are flights to Sleepy Hollow?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sleepy Hollow on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $101, 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 Sleepy Hollow?

The trick to saving a stack of cash on your flight to Sleepy Hollow? 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 $101 right now, why wait?

Sleepy Hollow Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$89

Last Minute Hotel Deals in Sleepy Hollow

Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Stay at this hotel in Bronx. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (4,219 reviews)
This hotel does nog earn the level 9 for many reason There is no gift shop or any other way to obtain items forgotten or needed. 1 vending machine for the whole hotel on the first floor. Drinks only and was not working when we were there. Lastly the neighborhood is sketchy ans I was not comfortable ...

Reviewed on May 2, 2026

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Highbridge Hotel
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
6/10 (2,191 reviews)
I went to this hotel I am surprised the way they cleaned it the room first of all when you open the door the smell was bad laying I the bed the pillow smells like a dog sheets was smelling as if the dogs was sleeping on the bed no towels for sink or floors I don’t know how they cleaned this place ...

Reviewed on May 1, 2026

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Armoni Inn & Suites
Executive Inn - Fort Lee

Executive Inn - Fort Lee

3.5 out of 5
2339 Route 4 Fort Lee NJ
Book a stay at this business-friendly hotel in Fort Lee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8/10 Very Good! (958 reviews)
Check in and check out staff were polite and helpful. Coffee in the AM was good as well!

Reviewed on May 2, 2026

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Executive Inn - Fort Lee
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8.6/10 Excellent! (2,508 reviews)
Nicer hotel for the area…staff very helpful and provided great customer service. The gym and restaurant on site were convenient and easy to utilize and the restaurant atmosphere was nice and service great. As most NYC Hotels, the rooms, even the larger Studio Suite, are not large. However, the room ...

Reviewed on May 2, 2026

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Radio Hotel
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,424 reviews)
It was great

Reviewed on May 2, 2026

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Hampton Inn White Plains/Tarrytown
Opera House Hotel

Opera House Hotel

3 out of 5
436 East 149th Street Bronx NY
Stay at this hotel in Bronx. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,291 reviews)
Really great stay very clean. Big room. Bathroom very lovely and for it to be in the Bronx is deft a hiding Gem!

Reviewed on May 2, 2026

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Opera House Hotel
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8.4/10 Very Good! (2,609 reviews)
Nice and clean, I would definitely stay there again.

Reviewed on May 1, 2026

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Royal Regency Hotel
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 ...
8.2/10 Very Good! (1,050 reviews)
Great for an overnight stay to explore Ossining, Sleepy Hollow or Tarrytown. I stayed in Putnam in room 214 and I must say, for $187, the room was quite large. Ample outlets, lighting, a nice-sized bathroom, wall mirror and a view of the gardens. What I didn't like was that we were instructed to ...

Reviewed on May 2, 2026

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Tarrytown House Estate
See all 1,874 properties in Sleepy Hollow
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.