Peekskill Vacations from $196

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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.

The Latest Peekskill vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Save 100% on your flight
Price was $299, price is now $196 per person
$196
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
16.4/10 Exceptional! (1,002 reviews)
We had a great stay at NoMa. The staff was very friendly and helpful.

Reviewed on Nov 21, 2025

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $798, price is now $488 per person
$488
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
16.4/10 Exceptional! (1,621 reviews)
Enjoyed my stay at the Hampton Inn and suites,everyone was helpful and kind..

Reviewed on Nov 21, 2025

Ultra-Modern Luxe Sleek & Stunning Stay

Ultra-Modern Luxe Sleek & Stunning Stay

2 out of 5
Save 100% on your flight
Price was $1,889, price is now $1,211 per person
$1,211
per person
Jan 15 - Jan 20
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
4/10 (1 review)
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Save 100% on your flight
Price was $835, price is now $569 per person
$569
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
16/10 Exceptional! (1,001 reviews)
Only there for a night. Beautiful grounds. The reception area was very nice and updated. But, then you go to the room. The decor and fixtures are quite dated Very clean, but needs some improvements. The headboards smack the walls. So, we could hear the headboard next door, every time the person (or persons) moved. They only offered either 1 king or 2 doubles. As my wife and I were with our son, the double was too small for the two of us. Offer queen bed options and update the decor, and it would be a fantastic place to stay. As I said beautiful grounds, fantastic sitting area outside behind the lobby, gorgeous grounds!

Reviewed on Nov 21, 2025

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Save 100% on your flight
Price was $773, price is now $536 per person
$536
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
12.4/10 Exceptional! (71 reviews)
Felt like an apartment

Reviewed on Nov 5, 2025

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Discover the most popular places to visit in Peekskill

Great park and a lovely waterfront walk. Wonderful place to catch a sunset.

Peekskill Landing Park

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.

Peekskill Landing Park
Spent a foggy morning looking for bald eagles. Did not see any but enjoyed the walk.

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

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

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

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
$89 nightly
The price is $102 total per night from Nov 23 to Nov 24
$102 total
Nov 23 - Nov 24
Total with taxes and fees
6.8/10 (1,003 reviews)
Heating was lovely, checking was great, very cute little place and really convenient and close to where I had to be. I love it! Can't wait to come back and bring my family! Love this place. Left too early to get breakfast but next time I'll make sure I partake.

Reviewed on Nov 14, 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
$119 nightly
The price is $136 total per night from Dec 7 to Dec 8
$136 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
This hotel was perfect for our overnight. Exceptionally clean, and the beds were very comfy. Check in was easy and all staff was very nice. Location was convenient. It’s not located in a “let’s go for walk on the sidewalk” area, but it is very quiet. So that works best for us. Would definitely stay ...

Reviewed on Nov 19, 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
$307 nightly
The price is $352 total per night from Nov 30 to Dec 1
$352 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (218 reviews)
The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat.

Reviewed on Nov 15, 2025

The Abbey Inn & Spa
See all 765 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.

Find the Best Peekskill Vacation Packages

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

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Frequently asked questions

How much does a Peekskill vacation package cost?
Offering excellent value package deals from $196 on Expedia, you'll be thrilled with how little a vacation to Peekskill costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Peekskill?
If you're hoping to snag a cheap Peekskill vacation package, consider planning a trip in June, November and December. You'll typically find better rates on flights and accommodations during these months — ideal for travelers wishing to save money.
How many days is enough for Peekskill?
Allow at least 2 days for your Peekskill vacation to enjoy all that makes this destination unique. Explore key neighborhoods, including Montrose and Crompond. Then tick off top sights like Peekskill Landing Park and Charles Point Pier Park. With a well-organized itinerary, you can keep busy with room for some rest and relaxation too. Want to go beyond Peekskill? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Peekskill?
Peekskill is a good vacation destination with attractions like Peekskill Landing Park among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Peekskill vacation promises a good time for everyone.
How to find the best Peekskill package deals?
Start your search for a Peekskill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Peekskill package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Peekskill adventure off to a flying start.
Is it cheaper to book a Peekskill vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the freedom to create a customized Peekskill vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Peekskill?
If you're planning a spontaneous Peekskill getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Peekskill?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to travel to Peekskill.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Peekskill. Then, select a hotel that matches your budget, whether that's an economical stay or a lavish retreat.
  3. Use our trip planning tool to explore Peekskill: Research every part of your trip to Peekskill with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Peekskill, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Peekskill vacation package.
  6. Book activities and experiences in advance: Whether it's a ticket to a big attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Peekskill. Find all the exciting things to do in Peekskill with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Peekskill vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Peekskill trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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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.