Peekskill Vacation Packages

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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.

Top Peekskill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Price was CA $1,301, price is now CA $969 per person
CA $969
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
8.6/10 Excellent! (1,011 reviews)
Nice resort. Few other things to do besides the casino.

Reviewed on Aug. 22, 2025

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Price was CA $1,921, price is now CA $1,229 per person
CA $1,229
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
8/10 Very Good! (469 reviews)
Will definitely be back and want to give a special shout out to Brandon. She was super helpful and very pleasant. Most importantly, my wife loved it and wants to go back…

Reviewed on Aug. 17, 2025

Dome House Retreat

Dome House Retreat

4 out of 5
Price was CA $3,567, price is now CA $2,483 per person
CA $2,483
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
No reviews
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $3,836, price is now CA $2,730 per person
CA $2,730
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
3/10 (4 reviews)
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was CA $1,356, price is now CA $1,002 per person
CA $1,002
per person
Sep 26 - Oct 1
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
8.2/10 Very Good! (676 reviews)
The room and outdoor area was great The pool looks like it could use some updating. Had some friends visit and hung out in the garden area which was very nice as well. Fresh fruit and lemon water available daily in lobby.

Reviewed on Aug. 15, 2025

Ready to book your vacation to Peekskill?

 

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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 CA $158 per night from Aug 24 to Aug 25
CA $158
CA $181 total
Aug 24 - Aug 25
includes taxes & fees
6.8/10 (1,003 reviews)
"The room was small for 3 people, but was an enjoyable stay with amazing views of the Hudson"

Reviewed on Aug. 18, 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 CA $193 per night from Sep 1 to Sep 2
CA $193
CA $221 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"The continental breakfast was awesome, way better than the Hilton we stayed at the nght before. Service was excellent, highly recomend! There is a great walking path along the Hudson River that's across the street from the hotel, beautiful!"

Reviewed on Aug. 16, 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 CA $393 per night from Aug 27 to Aug 28
CA $393
CA $513 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (197 reviews)
"A great experience. Highly Recommend this hotel"

Reviewed on Aug. 18, 2025

The Abbey Inn & Spa
See all 739 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.
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Discover the most popular places to visit in Peekskill

Charles Point Pier Park

Charles Point Pier Park

Charles Point Pier Park is just one of the places to see in Peekskill, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the riverfront.

Charles Point Pier Park

What to do in Peekskill

New York Thift, Outlet, and Consignment Shopping Tour

NY Thrift Shopping & Wine Tour

CA $549
per adult
NY Thrift Shopping & Wine Tour
See all activities in Peekskill

Frequently asked questions

How much does a Peekskill vacation package cost?
You'll find cheap prices from CA $969 on Expedia for your Peekskill getaway. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Peekskill costs.
What are the cheapest months to go to Peekskill?
You can typically find reduced prices and greater availability in January, February and March. Take a look at our cheap Peekskill vacation packages and you could land some great off-season deals.
How many days is enough for Peekskill?
To fully enjoy your Peekskill vacation, we suggest booking for 2 days. Divide your time between visiting Manitoga The Russel Wright Design Centre, Graymoor - The Holy Mountain and other top attractions, as well as exploring neighbourhoods like Lake Peekskill and Montrose. If you've got some spare time, add a day trip to your Peekskill vacation itinerary.
Is it worth booking a vacation package to Peekskill?
Peekskill offers everything you need for an amazing getaway. Get your Peekskill vacation off to a flying start by exploring major attractions like Peekskill Landing Park.
How to find the best Peekskill package deals?
Use Expedia's filters to help you find some tempting Peekskill package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Peekskill package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Peekskill vacation as a package?
You can enjoy significant savings on your next Peekskill getaway by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Peekskill?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Peekskill adventure.
How to plan a trip to Peekskill?

  1. Choose your dates: What you'd like to do in Peekskill and your favourite season can help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will probably be the biggest expense during your trip to Peekskill.
  3. Decide how long to go for: Now that you know more about Peekskill, you can work out the right length of your vacation. Create a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Peekskill vacation 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.