A calm lake with a forested island in the distance, a picnic area, and a rocky shoreline.

Peekskill Vacations from ￥246,966

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The Latest Peekskill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • The entrance to RIU Plaza with a glass facade, a revolving door, and a sign indicating its location in Manhattan Times Square.
    Jan 14 - Jan 20

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    6 nights
    4.0 star property
    9.2/10 - Wonderful (4,130 reviews)
    "Overall our experience was great but our tv died. It was late at night and a tech did come to look at it. He said the tv needed to be replaced the next day and asked what time would be convenient for us. Since we were checking out in the morning, we said do it after our check out."
    Reviewed November 4, 2026
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - HND • 1 stop
    ￥346,925
    ￥246,966
    per traveler
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • A hotel room with a large bed, a desk, a chair, a desk lamp, a mirror, and a window with curtains.
    Dec 23 - Dec 29

    NobleDEN Hotel + Flight

    Manhattan
    6 nights
    4.0 star property
    9.6/10 - Exceptional (1,656 reviews)
    "I absolutely loved this hotel! It was in an amazing location: walking distance to everything I wanted to do. It was clean, it was quiet, it was great! I was there on Halloween weekend and you would not even know the neighborhood was popping off because it was so quiet. My family of 4 stayed in a double room (2 double beds) and it was just fine. Super comfy beds...we were so tired and slept really well. Now, the staff: Shout out to Thomas who was so helpful when I made a booking mistake. Shout..."
    Reviewed November 4, 2026
    Roundtrip • Tokyo (TYO) - New York (JFK)
    NRT - EWR • 1 stop LGA - NRT • 2 stops
    ￥493,314
    ￥360,917
    per traveler
    found 1 day ago
    NobleDEN Hotel
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    Jan 25 - Jan 28

    The St. Regis New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (294 reviews)
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • Nonstop JFK - HND • Nonstop
    ￥447,085
    ￥333,040
    per traveler
    found 1 day ago
    The St. Regis New York
  • A rooftop terrace with outdoor seating, a city view, and a brick building.
    Jan 25 - Jan 28

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Tokyo (HND) - New York (JFK)
    HND - JFK • 1 stop JFK - HND • 1 stop
    ￥339,985
    ￥258,745
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • A rooftop terrace with a round table, seating, and a city skyline view.
    Dec 25 - Dec 31

    Ink 48 Hotel + Flight

    Manhattan
    6 nights
    4.5 star property
    8.4/10 - Very good (1,828 reviews)
    Roundtrip • Osaka (OSA) - New York (JFK)
    KIX - LGA • 2 stops EWR - KIX • 1 stop
    ￥554,970
    ￥425,053
    per traveler
    found 1 day ago
    Ink 48 Hotel

Discover the most popular places to visit in Peekskill

A calm river with hills on both sides and a small buoy in the middle.

Peekskill Landing Park

8.8/10 (53 reviews)
This revitalized Hudson River park showcases scenic boardwalks and a peaceful waterfront setting. Spot bald eagles while kayaking or enjoy the shoreline trails with panoramic river views.
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What to do in Peekskill

Bear Mountain Full-Day Oktoberfest Scenic Cruise

Bear Mountain Full-Day Oktoberfest Scenic Cruise

￥12,332
per adult
84% of travelers recommend
Bear Mountain Full-Day Oktoberfest Scenic Cruise
See all activities in Peekskill

Peekskill Hotel Deals

A Holiday Inn Express & Suites sign with a bench and flower beds in front.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
2 km from Peekskill
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean Facility"
The price is ￥21,947
￥25,102 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.