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.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
May 30 - Jun. 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (1,017 reviews)
I’ve stayed here twice because of the convenience of walking to places. The wallpaper is not in ideal condition and wa glued awkwardly in many places. The staff is very helpful. I wish it had an actual restaurant.

Reviewed on Apr. 27, 2025

Stamford Suites

Stamford Suites

3 out of 5
Downtown Stamford
per person
Jun. 23 - Jun. 27
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
5.6/10 (23 reviews)
Convenience. Full kitchen and spacious rooms

Reviewed on Apr. 12, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Jun. 19 - Jun. 22
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,010 reviews)
Always nice to stay at

Reviewed on Apr. 29, 2025

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
per person
Jun. 23 - Jun. 27
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.6/10 (30 reviews)
Nice view from the apartment and great for business trip.

Reviewed on Dec. 16, 2024

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
per person
Jun. 14 - Jun. 16
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
7.8/10 Good! (378 reviews)
Front doors is unsafe I went outside and came back to my room door was half way open secured door lock was hard to close I had to pull up an the door to close it’s what it is cheap for a get away.

Reviewed on Apr. 26, 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 $165 per night from May 1 to May 2
CA $165
CA $188 total
includes taxes & fees
May 1 - May 2
6.8/10 (1,001 reviews)
"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 CA $180 per night from May 5 to May 6
CA $180
CA $206 total
includes taxes & fees
May 5 - May 6
9/10 Wonderful! (1,001 reviews)
"Very clean. Big bathrooms."

Reviewed on Apr. 23, 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 $552 per night from May 4 to May 5
CA $552
CA $695 total
includes taxes & fees
May 4 - May 5
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
See all 721 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.

All Inclusive Vacations

All Inclusive Vacations

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Family Vacations

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Frequently asked questions

How much does a Peekskill vacation package cost?
You’ll find cheap prices from CA $559 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.

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

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $55
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Peekskill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.