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.
Amsterdam Hotel
Downtown Stamford
CA $550
per person
Oct 26 - Oct 28
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very good! (1,772 reviews)
Great location! Helpful staff
!! Good breakfast… convenient shuttle to train station… great surprise 🙂
Reviewed on Aug 17, 2026
Modern Comfort in the Heart of NYC
Southeast Yonkers
CA $1,047
per person
Oct 13 - Oct 17
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.
Reviewed on Jun 29, 2026
Hyatt Regency Greenwich
CA $1,792
per person
Oct 26 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
8.6/10 Excellent! (1,088 reviews)
This was our second stay, a year after our first one. The property is very clean. If you order room service, it is delivered right on time that it says it will be delivered. All staff appear genuinely friendly and helpful. The pool is wonderful. We even tried the movie theater this time and it was such a comfortable experience. This will continue to be my favorite place to go to when we come for our visit as a family!
Reviewed on Aug 16, 2026
Ready to book your vacation to Peekskill?
Peekskill Hotel Deals
Inn on the Hudson
634 Main Street Peekskill NY
Fully refundableReserve now, pay when you stay
CA $151
CA $173 total
Aug 23 - Aug 24
includes taxes & fees
7.2/10 Good! (1,007 reviews)
"Good for one night between hikes."
Reviewed on Aug 15, 2026
The Abbey Inn & Spa
900 Fort Hill Rd Peekskill NY
CA $469
CA $600 total
Aug 30 - Aug 31
includes taxes & fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2 John Walsh Boulevard Peekskill NY
Fully refundable
CA $182
CA $208 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"We love to walk the riverside trail across the street from the hotel!"
Reviewed on Aug 16, 2026
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)
Peekskill Landing 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.
Photo by Irishbelle30
Charles Point Pier Park
8.6/10 (44 reviews)
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.
Dramatic Hall
Dramatic Hall is just one of the places to see in Peekskill, so why not enjoy the other things to explore during your travels? Wander the riverfront or discover the mountain views in this family-friendly area.
Paramount Hudson Valley Theater
8.0/10 (24 reviews)
You can enjoy a show at Paramount Hudson Valley Theater on your trip to Peekskill. While you're in the area, stroll along the riverfront.
Hudson Valley Center for Contemporary Art
7.2/10 (17 reviews)
Enjoy an outing to Hudson Valley Center for Contemporary Art during your stay in Peekskill. While you're in the area, stroll along the riverfront.
Peekskill Museum
7.0/10 (14 reviews)
You can spend an afternoon exploring the galleries in Peekskill Museum during your trip to Peekskill. While you're in the area, stroll along the riverfront.
Depew Park
7.6/10 (18 reviews)
Depew 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.
Lincoln Depot Museum
7.2/10 (13 reviews)
You can spend time browsing the exhibits at Lincoln Depot Museum during your trip to Peekskill. While you're in the area, stroll along the riverfront.
What to do in Peekskill
Guided Shared Group Forest Bathing Session in Serene Woodland Park
CA $77
per adult
Frequently asked questions
How much does a Peekskill vacation package cost?
You'll find cheap prices from CA $550 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?
- Choose your dates: What you'd like to do in Peekskill and your favourite season can help you decide when to travel.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
