Peekskill Holidays

Photo by Irishbelle30

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Top hotels in Peekskill

Inn on the Hudson

Inn on the Hudson

2 out of 5
634 Main Street, Peekskill, NY
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 6 Aug to 7 Aug
S$168
6 Aug - 7 Aug
includes taxes & fees
6.8/10 (1,001 reviews)
"The experience of watching the fireworks from the balcony was fantastic."

Reviewed on 7 Jul, 2025

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

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

2.5 out of 5
2 John Walsh Boulevard, Peekskill, NY
Fully refundable
The price is S$224 per night from 17 Aug to 18 Aug
S$224
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"As a senior I found getting into and out of high beds to be a problem. Perhaps more ADA"

Reviewed on 2 Aug, 2025

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
900 Fort Hill Rd, Peekskill, NY
Fully refundableReserve now, pay when you stay
The price is S$476 per night from 10 Aug to 11 Aug
S$476
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (190 reviews)
"This place is amazing. The site is heavenly, with views of the Hudson and a pool and trails. I wish the restaurant/ bar were open later. But really, the place was perfect."

Reviewed on 31 Jul, 2025

The Abbey Inn & Spa
See all 743 properties in Peekskill
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.

What to do in Peekskill

New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

S$511
per adult
NY Thrift Shopping & Wine Tour
Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

S$51
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Peekskill

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?

  1. Choose your dates: The things you want to do in Peekskill and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.