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A wooden structure with a bridge over a body of water, surrounded by trees.

Sleepy Hollow Vacations from ￥313,725

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The Latest Sleepy Hollow Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Oct 21 - Oct 26

    Stamford Suites + Flight

    Downtown Stamford
    5 nights
    4.0 star property
    6.4/10 - (149 reviews)
    "The front desk gentleman that checked us in was excellent!!"
    Reviewed August 1, 2026
    Roundtrip • Osaka (ITM) - White Plains (HPN)
    ITM - JFK • 1 stop JFK - ITM • 1 stop
    ￥354,482
    ￥313,725
    per traveler
    found 16 hours ago
    Stamford Suites
  • Luxury House, Garden View | Dining
    Oct 21 - Oct 26

    Modern Comfort in the Heart of NYC + Flight

    Southeast Yonkers
    5 nights
    4.0 star property
    3.6/10 - (4 reviews)
    "It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host."
    Reviewed June 29, 2026
    Roundtrip • Osaka (ITM) - White Plains (HPN)
    ITM - JFK • 1 stop JFK - ITM • 1 stop
    ￥414,209
    ￥362,422
    per traveler
    found 16 hours ago
    Modern Comfort in the Heart of NYC
  • Luxury House, Garden View | Living area
    Oct 21 - Oct 26

    Luxury 3BR Family Home Game Room Parking + Flight

    Bryn Mawr
    5 nights
    2.0 star property
    6.8/10 - (3 reviews)
    Roundtrip • Osaka (ITM) - White Plains (HPN)
    ITM - JFK • 1 stop JFK - ITM • 1 stop
    ￥374,197
    ￥327,452
    per traveler
    found 16 hours ago
    Luxury 3BR Family Home Game Room Parking
  • Restaurant
    Oct 21 - Oct 26

    Hotel Nyack, a JdV by Hyatt Hotel + Flight

    Nyack
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,205 reviews)
    Roundtrip • Osaka (ITM) - White Plains (HPN)
    ITM - JFK • 1 stop JFK - ITM • 1 stop
    ￥346,722
    ￥314,793
    per traveler
    found 16 hours ago
    Hotel Nyack, a JdV by Hyatt Hotel
  • Bar (on property)
    Oct 21 - Oct 26

    Hyatt Regency Greenwich + Flight

    Old Greenwich
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,079 reviews)
    Roundtrip • Osaka (ITM) - White Plains (HPN)
    ITM - JFK • 1 stop JFK - ITM • 1 stop
    ￥360,997
    ￥329,145
    per traveler
    found 16 hours ago
    Hyatt Regency Greenwich

Discover the most popular places to visit in Sleepy Hollow

A lighthouse with a metal bridge over water during sunset.
Photo by santosh dash
Open Photo by santosh dash

Tarrytown Lighthouse

8.4/10 (104 reviews)
This historic 1883 beacon on the Hudson River showcases a unique caisson design and maritime heritage. Climb its five stories to enjoy panoramic river views and glimpse the fascinating life of lighthouse keepers past.

What to do in Sleepy Hollow

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

￥4,953
per adult
88% of travelers recommend
LEGOLAND® Discovery Center Westchester Tickets
See all activities in Sleepy Hollow

Sleepy Hollow Hotel Deals

Property amenity

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
2.6 km from Sleepy Hollow
9.0 out of 10, Wonderful, (1,001 reviews)
The price is ￥23,925
￥27,365 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Tarrytown Westchester County
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.
See all properties in Sleepy Hollow