Peekskill Holidays
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Top hotels in Peekskill
Inn on the Hudson
634 Main Street Peekskill NY
Fully refundableReserve now, pay when you stay
S$159
16 Aug - 17 Aug
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"The balcony did have a great view of the River, and we were able to have our dog stay with us, but the place gave me an uneasy feeling. Maybe it was the kids next door jumping the balcony railing and running across our balcony to get to the room on the other side or maybe it was the rat/mouse traps ..."
Reviewed on 9 Aug, 2026
The Abbey Inn & Spa
900 Fort Hill Rd Peekskill NY
S$548
30 Aug - 31 Aug
includes taxes & fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2 John Walsh Boulevard Peekskill NY
Fully refundable
S$196
30 Aug - 31 Aug
includes taxes & fees
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.
Stay near popular Peekskill attractions
Peekskill Landing Park
8.8/10 (53 reviews)
This revitalised 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.
Photo by Irishbelle30
Charles Point Pier Park
8.6/10 (44 reviews)
This historic Hudson River pier offers sweeping views of Bear Mountain and peaceful riverfront trails. Bring binoculars to spot eagles while enjoying a picnic along the scenic waterfront.
Dramatic Hall
This 1837 venue captivates with exposed brick walls and romantic lighting beneath vintage disco balls. Experience the historic charm during evening performances or book it for an unforgettable celebration.
Paramount Hudson Valley Theater
8.0/10 (24 reviews)
This historic Art Deco theatre captivates with its original 2,000-bulb marquee and intimate 1,000-seat venue. Experience diverse performances from classical music to comedy shows in a space known for excellent acoustics.
Peekskill Museum
7.0/10 (14 reviews)
Housed in the historic Queen Anne-style Herrick House, the Peekskill Museum showcases local history through curated rooms. Volunteers share fascinating stories of Hudson Valley heritage.
Hudson Valley Center for Contemporary Art
7.2/10 (17 reviews)
This former factory houses cutting-edge contemporary art in spacious galleries. Explore thought-provoking exhibitions from emerging and established artists in a contemplative atmosphere.
Depew Park
7.6/10 (18 reviews)
This 192-acre green space offers wooded trails and recreational facilities around Lake Mitchell. Enjoy swimming at Veterans Memorial Pool or unwind at the lakeside picnic pavilion after tennis.
Lincoln Depot Museum
7.2/10 (13 reviews)
This restored 19th-century depot commemorates Lincoln's 1861 pre-inaugural visit to Peekskill. Explore Civil War artefacts and interactive exhibits while enjoying scenic Hudson River views.
What to do in Peekskill
Guided Shared Group Forest Bathing Session in Serene Woodland Park
S$71
per adult
Frequently asked questions
How much does a Peekskill holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Peekskill costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Peekskill?
You're likely to find reduced prices and greater availability in January, February and March. Browse our cheap Peekskill holiday packages and you could score some great off-season deals.
How many days is enough for Peekskill?
Peekskill holidays can be short or long, but to really get a feel for this destination, we think 2 days is about right. With this timeframe, you can visit top sights like Peekskill Landing Park and Charles Point Pier Park and track down some underrated gems. Don't miss out on neighbourhoods such as Montrose and Crompond either. If you're smart with your time, you can even schedule a day trip outside of Peekskill too.
Is it worth booking a holiday package to Peekskill?
Peekskill offers everything you need for a wonderful trip. Get your Peekskill holiday off to a flying start by visiting major attractions like Peekskill Landing Park.
How to find the best Peekskill package deals?
Start your search for a Peekskill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Peekskill package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Peekskill adventure off to a flying start.
Is it cheaper to book a Peekskill holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the freedom to create a customised Peekskill holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Peekskill?
If you're planning a spontaneous Peekskill getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Peekskill?
- Choose your dates: The things you want to do in Peekskill and your preferred season will help you decide when to go.
- Plan your budget wisely: Besides the cost of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Peekskill.
- Decide how long to go away for: Now that you're more familiar with Peekskill, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Peekskill holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
