Search Deals onSleepy Hollow Vacation Packages
Sleepy Hollow Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Greenwich
Price was $611, price is now $510 per person
$510
per person
Dec 30 - Jan 2
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
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.
Stamford Suites
Price was $1,401, price is now $1,058 per person
$1,058
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Stamford Public Library - Ferguson Library and Stamford Center for the Arts are located nearby.
The light 💡 n the entrance way was out and the AC/Heating unit in the family room was inoperable submitted a work order but know one showed up plus there was a little rust in the microwave oven. The maid and cleaning service was exceptionally overall it was a good stay
Reviewed on Oct 23, 2026
Westchester Marriott
Price was $1,279, price is now $984 per person
$984
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Orange Trailhead are located nearby.
C
Reviewed on Oct 18, 2026
Hotel NoMa, Trademark Collection by Wyndham
Save 100% on your flight
Price was $699, price is now $545 per person
$545
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.
Uscale 2BR Escape in the Heart of NYC
Price was $1,103, price is now $906 per person
$906
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Modern Comfort in the Heart of NYC
Price was $1,134, price is now $932 per person
$932
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Book a stay at this business-friendly apartment in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
LIARS! these people take your money, when you go check in you'll find they aren't the real hosts. and house is already rented long term. NOT A TRUE LISTING!
Reviewed on Oct 14, 2026
Luxury NYC Home with Free Parking for 12
Price was $1,506, price is now $1,240 per person
$1,240
per person
Jan 6 - Jan 9
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
THIS IS A SCAM!!! DO NOT BOOK THIS PROPERTY! NO ONE CAN GET IN TOUCH WITH THE OWNER AND EXPEDIA WOULD NOT HELP US FIND ALTERNATE ACCOMMODATIONS. WE GOT THERE WITH NO PLACE TO STAY AND HAD TO FIGURE IT OUT ON OUR OWN AND HAD TO PAY AGAIN. I NOW HAVE TO FIGHT WITH EXPEDIA TO GET MY MONEY BACK.
Reviewed on Oct 12, 2026
The Opus Westchester, Autograph Collection
Price was $1,384, price is now $1,162 per person
$1,162
per person
Dec 3 - Dec 6
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this luxury hotel in White Plains. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Overall wonderful
Reviewed on Oct 24, 2026
Sleepy Hollow Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sleepy Hollow Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 16 hours ago
$105
Roundtrip
found 16 hours ago
Tue, Jan 26 - Sat, Jan 30
MCO
Orlando Intl.
LGA
LaGuardia
$139 Roundtrip, found 11 hours ago
$139
Roundtrip
found 11 hours ago
Thu, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$165 Roundtrip, found 6 days ago
$165
Roundtrip
found 6 days ago
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