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Sleepy Hollow

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Sleepy Hollow Flights as Low as $128

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

Frontier Airlines
Tue, Aug 18 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$128 Roundtrip, found 7 hours ago
$128
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Aug 25, priced at $128 found 7 hours ago
Frontier Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$128 Roundtrip, found 9 hours ago
$128
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 23, priced at $128 found 9 hours ago
Frontier Airlines
Tue, Jun 30 - Wed, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$131 Roundtrip, found 8 hours ago
$131
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Wed, Jul 15, priced at $131 found 8 hours ago
Frontier Airlines
Tue, Jun 30 - Thu, Jul 9
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Thu, Jul 9, priced at $137 found 2 days ago
Frontier Airlines
Mon, Sep 28 - Wed, Oct 14
MCO
Orlando Intl.
LGA
LaGuardia
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Orlando Intl. to LaGuardia, returning Wed, Oct 14, priced at $138 found 3 hours ago
Frontier Airlines
Wed, Aug 12 - Tue, Sep 1
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$143 Roundtrip, found 14 hours ago
$143
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 1, priced at $143 found 14 hours ago
JetBlue Airways
Tue, Aug 11 - Tue, Aug 25
MSY
Louis Armstrong New Orleans Intl.
JFK
John F. Kennedy Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Louis Armstrong New Orleans Intl. to John F. Kennedy Intl., returning Tue, Aug 25, priced at $161 found 1 day ago
Delta
Wed, Aug 19 - Wed, Sep 9
MSY
Louis Armstrong New Orleans Intl.
JFK
John F. Kennedy Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 19 from Louis Armstrong New Orleans Intl. to John F. Kennedy Intl., returning Wed, Sep 9, priced at $161 found 1 day ago
Breeze Airways
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jun 30 from Orlando Intl. to Westchester County, returning Sat, Jul 4, priced at $172 found 1 day ago
United
Wed, Aug 19 - Sat, Sep 5
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Aug 19 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sat, Sep 5, priced at $177 found 6 hours ago
American Airlines
Mon, Sep 28 - Wed, Oct 14
MCO
Orlando Intl.
LGA
LaGuardia
$177 Roundtrip, found 3 hours ago
$177
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Sep 28 from Orlando Intl. to LaGuardia, returning Wed, Oct 14, priced at $177 found 3 hours ago
Breeze Airways
Thu, Jul 9 - Wed, Aug 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$181 Roundtrip, found 7 hours ago
$181
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Jul 9 from Orlando Intl. to Stewart Intl., returning Wed, Aug 5, priced at $181 found 7 hours ago
American Airlines
Tue, Aug 25 - Sat, Aug 29
MSY
Louis Armstrong New Orleans Intl.
LGA
LaGuardia
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 25 from Louis Armstrong New Orleans Intl. to LaGuardia, returning Sat, Aug 29, priced at $193 found 1 day ago
American Airlines
Tue, Nov 10 - Tue, Nov 17
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Nov 10 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Nov 17, priced at $197 found 1 day ago
Delta
Tue, Aug 4 - Tue, Aug 18
MSY
Louis Armstrong New Orleans Intl.
EWR
Newark Liberty Intl. Airport
$222 Roundtrip, found 14 hours ago
$222
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Aug 4 from Louis Armstrong New Orleans Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 18, priced at $222 found 14 hours ago
Delta
Sat, Jul 4 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 4 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sat, Jul 4, priced at $268 found 1 day 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 August, 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 $128, 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 $128 right now, why wait?

Sleepy Hollow Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$81

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! (4,306 reviews)
"Best water pressure shower I’ve ever experienced, with over 100 hotel visits"

Reviewed on Jun 12, 2026

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Highbridge Hotel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd 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 ...
8.4/10 Very Good! (1,721 reviews)
"Room and facility clean. Breakfast options good. Bed very comfy. Hot water cannister not working for tea in lobby. Refilled and pump part not working. Shower drain backed up, flooded at feet over ankles. Pool only opens at 2 pm! Most staff very nice."

Reviewed on Jun 11, 2026

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Baymont by Wyndham White Plains - Elmsford
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! (1,076 reviews)
"The hotel was clean, the staff attentive, the location central and comfortable, with hot water and air conditioning—everything was excellent. The staff also spoke Spanish. I highly recommend it."

Reviewed on Jun 11, 2026

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Executive Inn - Fort Lee
DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

4 out of 5
2117 Route 4 Eastbound Fort Lee NJ
Book a stay at this business-friendly hotel in Fort Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,100 reviews)
"The room was pretty BUT the air didn't work and it got up to 87! Called for maintenance twice before they arrived and it still would not pump out cold air. It was cooking in there! Plus I saw another room had water flooding out the door! Looks like it came up from the lamenent flooring."

Reviewed on Jun 9, 2026

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DoubleTree by Hilton Fort Lee - George Washington Bridge
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! (1,112 reviews)
"There were 2 weddings on the property, therefore the restaurant and bar was closed to guests. There was a makeshift bar in the lobby with minimal places to sit. The hotel itself was clean and front desk staff was very helpful"

Reviewed on Jun 9, 2026

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Tarrytown House Estate
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! (2,511 reviews)
"Muy buenos"

Reviewed on Jun 10, 2026

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Radio Hotel
The George Manhattan, Tapestry Collection by Hilton+++

The George Manhattan, Tapestry Collection by Hilton+++

3.5 out of 5
412 West 126th Street New York NY
Stay at this hotel in New York. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Yankee Stadium and Central Park are located ...
9.2/10 Wonderful! (121 reviews)
"Absolutely loved our stay! This hotel was absolutely beautiful, the staff were exceptional, and the location couldn’t have been better. Everything felt welcoming and well cared for. I was a bit bummed that the pool and spa were still under construction because I would have definitely taken advantage ..."

Reviewed on Jun 10, 2026

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The George Manhattan, Tapestry Collection by Hilton+++
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! (1,342 reviews)
"I come to New York around this time annually to go to the Hip Hop Ed Conference. I choose to stay at Opera House instead of a closer hotel because of the beauty of the hotel and how nice the staff is. Zue is usually who I'm greeted by year after year and she is kind and knowledgeable. Give that lady ..."

Reviewed on Jun 11, 2026

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Opera House Hotel
See all 1,916 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.