Peekskill Vacations from $591

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Peekskill Vacation

Organizing your next big adventure is easy with a Peekskill vacation package. The neighborhood of Montrose, which is great for walking, makes a superb base to uncover the wonders of this city. If your trip to Peekskill includes some sightseeing, visit major attractions such as Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Charles Point Pier Park. No matter your travel plans or budget, organizing a tailored Peekskill vacation is a piece of cake with Expedia.

The Latest Peekskill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Danbury/Bethel
The Stamford Hotel
Stamford Suites
Luxury Apartments by Hyatus at The Asher
Residence Inn Marriott Danbury

Find the Best Peekskill Vacation Packages

Peekskill Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
24,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Jacob Burns Film Center Theater

Ready to book your vacation to Peekskill?

 

Choose your dates

Peekskill Hotel Deals

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 $136 per night from May 1 to May 2
$136
includes taxes & fees
$119 per night
May 1 - May 2
"Beautiful view of Hudson River"

Reviewed on Apr 27, 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 $149 per night from May 5 to May 6
$149
includes taxes & fees
$130 per night
May 5 - May 6
9/10 Wonderful! (1,002 reviews)
"Staff up front..."

Reviewed on Apr 28, 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 $502 per night from May 1 to May 2
$502
includes taxes & fees
$439 per night
May 1 - May 2
9/10 Wonderful! (170 reviews)
"Lovely property. Nice views. Walking trails on grounds. Lots of history! Food was great!"

Reviewed on Apr 27, 2025

The Abbey Inn & Spa
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.

Frequently asked questions

How much does a Peekskill vacation package cost?
Offering excellent value package deals from $591 on Expedia, you’ll be thrilled with how little a vacation to Peekskill costs! Expedia’s packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Peekskill?
If you’re hoping to snag a cheap Peekskill vacation package, consider planning a trip in June, November and December. You’ll typically find better rates on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Peekskill?
Allow at least 2 days for your Peekskill vacation to enjoy all that makes this destination unique. Explore key neighborhoods, including Montrose and Crompond. Then tick off top sights like Peekskill Landing Park and Charles Point Pier Park. With a well-organized itinerary, you can keep busy with room for some rest and relaxation too. Want to go beyond Peekskill? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Peekskill?
Peekskill is a good vacation destination with attractions like Peekskill Landing Park among the many things to keep you busy. Whether you’re heading away with the family or planning a trip with friends, a Peekskill vacation promises a good time for everyone.
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 vacation as a package?
Expedia vacation 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 customized Peekskill vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Peekskill.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Peekskill. Then, select a hotel that matches your budget, whether that’s an economical stay or a lavish retreat.
  3. Use our trip planning tool to explore Peekskill: Research every part of your trip to Peekskill with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you’re more familiar with Peekskill, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Peekskill vacation package.
  6. Book activities and experiences in advance: Whether it’s a ticket to a big attraction or a day trip in nature, you won’t have to worry about missing out on the highlights of Peekskill. Find all the exciting things to do in Peekskill with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Peekskill vacation packages?
If you’re anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That’s why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Peekskill trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

Discover the most popular places to visit in Peekskill

What to do in Peekskill

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.