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 Armon Hotel & Conference

The Armon Hotel & Conference

3 out of 5
per person
Jul. 22 - Jul. 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.6/10 Good! (153 reviews)
This property was everything and more. The design and aesthetics were spot on, the parking was a little confusing when leaving but everything else was great. The beds were phenomenal; I don’t usually comment on the beds… but the ones at Armon felt like sleeping on clouds.

Reviewed on May 26, 2024

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jun. 28 - Jul. 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
10/10 Exceptional! (1 review)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar. 17, 2024

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jun. 28 - Jul. 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
No reviews
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
per person
Aug. 1 - Aug. 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very Good! (1,078 reviews)
Very nice clean hotel with great staff

Reviewed on May 26, 2024

Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Aug. 4 - Aug. 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
9.6/10 Exceptional! (18 reviews)
Good environment view, but the room is just okay in consideration of the price.

Reviewed on Feb. 25, 2024

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
6.6/10 (1,003 reviews)
"Clean, friendly, quiet. Great view of the Hudson River"

Reviewed on May 14, 2024

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Inn on the Hudson
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
2.5 out of 5
2 John Walsh Boulevard, Peekskill, NY
9/10 Wonderful! (958 reviews)
"In Peekskill to hike near Bear Mountain, and looking for a reasonable, nice hotel. The hotel was very good - clean, and the staff was very friendly. The food in the breakfast area was more than adequate. Hotel prices are higher than they used to be but what are you going do when you need to stay ..."

Reviewed on May 15, 2024

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Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
The Abbey Inn & Spa
The Abbey Inn & Spa
3 out of 5
900 Fort Hill Rd, Peekskill, NY
9/10 Wonderful! (103 reviews)
"This place was immaculate, comfortable and beautiful. My mother and I stayed one night and got massages (see Chaz, he's the BEST). We couldn't be more satisfied for a quick 1 hr getaway from NYC in a picturesque place."

Reviewed on May 23, 2024

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The Abbey Inn & Spa
See all 664 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

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Peekskill vacation package cost?
Discover the best of Peekskill from as little as CA $723. We offer a great selection of rental cars, hotels and flights to suit your budget. Score even better deals when you add a few sightseeing tours to your vacation package.
How do I get a cheap travel package to Peekskill?
Combine your hotels and flights, add extras such as activities or a rental car, and save with a Peekskill vacation package. You won’t just land impressive discounts on your escape — you’ll have lots of choice within your reach too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 hotels throughout the world. Your next grand adventure begins right here, right now!
Where should I stay in Peekskill?
You’ll want to stay where the action is. Many people like to book hotels in the vicinity of top attractions, like Paramount Hudson Valley Theater, Peekskill Landing Park and Charles Point Pier Park.
What are the top hotels in Peekskill?
Book a stay at Inn on the Hudson. It’s one of the neighborhood’s most popular hotels. Another top-rated option in Peekskill is The Abbey Inn & Spa.
How far in advance should I book my Peekskill vacation?
Search Expedia to compare international fares as soon as you’ve got your travel dates. You can generally purchase a ticket up to 12 months in advance. If you don’t see your preferred carrier, or you have to book last minute, don’t worry. Cheap fares to Peekskill sometimes appear a few weeks before the date of departure.
What does an Expedia Peekskill travel package include?
From hotels and airfares to rental cars, Expedia can help you shape a Peekskill package that fits you. Heading away for a few weeks? Consider a flight, rental car and hotel bundle. If you’re taking a quick break, an airfare and hotel deal could be what you’re after. Experiences can also be added once you’ve made your booking. Our vacation packages make it a cinch to save and plan.
What should I know before booking a Peekskill travel package?
Booking all the parts of your escape together is one of the best ways to save. Combine your car rentals, airfares and hotels into a convenient little package. But hotels aren’t your only option. Expedia features all kinds of properties, including vacation rentals such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with a Peekskill Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 airlines across the globe, so you can customize your Peekskill adventure according to your budget and style.
If I'm not able to travel, can I cancel my Peekskill vacation package?
Whether it’s your hotel or flight, you can cancel and rebook it. Locked in your Peekskill vacation package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a charge from your hotel, airline or car rental company. For further information, check out our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in Peekskill

Image for Peekskill Landing Park

Peekskill Landing Park

Explore the great outdoors at Peekskill Landing Park, a lovely green space in Peekskill. While you're in the area, stroll along the riverfront.

Peekskill Landing Park
Image for Charles Point Pier Park

Charles Point Pier Park

Explore the great outdoors at Charles Point Pier Park, a lovely green space in Peekskill. While you're in the area, stroll along the riverfront.

Charles Point Pier Park
Image for Paramount Hudson Valley Theater

Paramount Hudson Valley Theater

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.

Paramount Hudson Valley Theater

What to do in Peekskill

Image for Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

CA $54
Per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Peekskill

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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.