Peekskill Vacation Packages 2026 from $264

Peekskill flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Tarrytown House Estate

Save 100% on your flight

$264

per person

Jan 20 - Jan 23

found 7 hours ago

Roundtrip flight included

Orlando (MCO) to White Plains (HPN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.

Courtyard by Marriott Poughkeepsie

Save 100% on your flight

$360

per person

Jan 30 - Feb 6

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

The Abbey Inn & Spa

Save 100% on your flight

$653

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.

Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

Save 100% on your flight

$385

per person

Jan 30 - Feb 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

Save 100% on your flight

$374

per person

Jan 20 - Jan 23

found 7 hours ago

Roundtrip flight included

Orlando (MCO) to White Plains (HPN)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service.

Top Peekskill hotels deals

Inn on the Hudson

634 Main Street Peekskill NY

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$102 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A terrace, a garden, and a picnic area are also on offer.

Breakfast included

Pet friendly

The Abbey Inn & Spa

900 Fort Hill Rd Peekskill NY

Free Cancellation

Reserve now, pay when you stay

$297 nightly

$340 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Pool

Spa

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2 John Walsh Boulevard Peekskill NY

Free Cancellation

$127 nightly

$145 total

Dec 22 - Dec 23

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.

Pool

Breakfast included

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$144 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Pool

Breakfast included

Sonesta White Plains Downtown

66 Hale Ave White Plains NY

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$205 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like free airport pick-up.

Pool

Free airport shuttle

Hampton Inn White Plains/Tarrytown

200 West Main Street Elmsford NY

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$142 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Pet friendly

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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.

Popular places to visit

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.

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.

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.

Frequently asked questions

How much are vacation packages to Peekskill?

Vacation packages, which provide both flights and hotels in Peekskill, start from $264. Turn your daydreams into reality and secure your vacation with Travelocity today.

How long should my Peekskill vacation be?

If you need some guidance, most travelers spend around 2 nights vacationing in Peekskill. But to discover the true essence of this place, stay a few extra days. That way you can explore more and really take in the local culture.

Where can I get the best vacation package deals for Peekskill?

Travelocity is here to help you snap up an unbeatable Peekskill package deal. With more than 400 partner airlines and 1,000,000 properties across the globe, there's no doubt you'll be able to craft the perfect itinerary.

Why should I book my Peekskill vacation bundle via Travelocity?

Because life is one incredible journey, and we have all you need to help you on the way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. What's more, you can sleep easy on the road knowing we've got you covered with our round-the-clock support.

Can I save on my Peekskill car rental if I book it with a hotel or flight?

Absolutely — combine your car, hotel and flight into a Peekskill vacation package and you'll save tons. With so much to uncover in the Peekskill area, that rental car will more than come in handy. Once you've settled into the driver's seat, turn up the stereo and find your way to Times Square, a must-see attraction roughly 35 mi from Peekskill.

Which airport is best for Peekskill?

John F. Kennedy Intl. Airport (JFK) is 45 mi from the downtown area and is the starting point for many exciting adventures. Alternatively, Liberty Intl. Airport (EWR) is 45 mi away from central Peekskill and LaGuardia Airport (LGA) is 35 mi away from central Peekskill.

What is there to do in Peekskill?

Peekskill is brimming with places to explore, such as Peekskill Landing Park and Charles Point Pier Park. These renowned attractions are at the top of most tourists' must-see lists.

Where should I stay when visiting Peekskill?

If you're after a place to spend your nights, consider the Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel. It's the top pick for many visitors.