Peekskill Vacations from $543

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Your Peekskill Vacation

Simplify your travel planning with a Peekskill vacation package. One of the best neighborhoods to base yourself in this exciting city is Montrose, which is great for walking and plenty more. Every trip to Peekskill needs a well-designed itinerary. Fill yours with attractions like Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Charles Point Pier Park. Your dream Peekskill vacation is just clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Peekskill Vacation Packages

Prices and availability subject to change. Additional terms may apply.
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 21
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
9.6/10 Exceptional! (16 reviews)
Good environment view, but the room is just okay in consideration of the price.

Reviewed on Feb 25, 2024

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
per person
Jun 16 - Jun 19
Roundtrip non-stop flight included
Los Angeles (LAX) 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

DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
8.2/10 Very Good! (923 reviews)
We have stayed here twice now while visiting our student at Marist. It is comfortable and clean and staff was very friendly.

Reviewed on Apr 21, 2024

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
May 27 - May 31
Roundtrip non-stop flight included
Bangkok (BKK) to White Plains (HPN)
6.8/10 (1,004 reviews)
I love this place. Always clean with a friendly staff.

Reviewed on Apr 19, 2024

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
5.4/10 (1,000 reviews)
Smooth, efficient, comfortable, quiet.

Reviewed on Apr 13, 2024

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

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 $99 per night from Apr 28 to Apr 29
$99
$113 total
includes taxes & fees
Apr 28 - Apr 29
6.8/10 (1,005 reviews)
"Its very beautiful Peaceful"

Reviewed on Apr 21, 2024

Inn on the Hudson
The Abbey Inn & Spa
The Abbey Inn & Spa
3 out of 5
900 Fort Hill Rd, Peekskill, NY
Fully refundableReserve now, pay when you stay
The price is $404 per night from May 2 to May 3
$404
$503 total
includes taxes & fees
May 2 - May 3
9/10 Wonderful! (98 reviews)
"Beautiful room"

Reviewed on Apr 18, 2024

The Abbey Inn & Spa
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
Fully refundable
The price is $130 per night from Apr 28 to Apr 29
$130
$148 total
includes taxes & fees
Apr 28 - Apr 29
9/10 Wonderful! (948 reviews)
"Great staff and very convenient location to healthy walking trails."

Reviewed on Apr 23, 2024

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
See all 674 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Peekskill vacation package cost?
Discover the best of Peekskill from as little as $543. 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 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 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 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

$40
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.