Peekskill Vacation Packages 2026 from $429

Peekskill flight + hotel vacation packages

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

Days Inn by Wyndham Elmsford / White Plains

$429

per person

Sep 4 - Sep 7

found 19 hours ago

Roundtrip flight included

Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)

This motel 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 express check-out. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.

Luxury 3BR Family Home Game Room Parking

Bryn Mawr

Save 100% on your flight

$876

per person

Sep 16 - Sep 21

found 1 day ago

Roundtrip flight included

Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)

This apartment features a virtual front desk. Take advantage of the free self parking.

Stamford Suites

Downtown Stamford

Save 100% on your flight

$532

per person

Sep 29 - Oct 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This aparthotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-in. Express check-out, dry cleaning, and luggage storage are also on offer.

Delamar Southport

Save 100% on your flight

$727

per person

Sep 29 - Oct 3

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. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Hyatt Regency Greenwich

Save 100% on your flight

$585

per person

Sep 29 - Oct 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Top Peekskill hotels deals

Inn on the Hudson

634 Main Street Peekskill NY

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$125 total

Jul 26 - Jul 27

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.

The Abbey Inn & Spa

900 Fort Hill Rd Peekskill NY

Free Cancellation

Reserve now, pay when you stay

$332 nightly

$380 total

Aug 3 - Aug 4

Total with taxes and fees

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.

Pool

Spa

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

2 John Walsh Boulevard Peekskill NY

Free Cancellation

$119 nightly

$136 total

Jul 26 - Jul 27

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.

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY

Free Cancellation

Reserve now, pay when you stay

$186 nightly

$213 total

Aug 2 - Aug 3

Total with taxes and fees

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.

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$139 total

Aug 2 - Aug 3

Total with taxes and fees

Westchester Marriott

670 White Plains Rd Tarrytown NY

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$203 total

Aug 2 - Aug 3

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Spa

Parking included

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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.

Stay near popular Peekskill attractions

A wooden pier extending into a foggy lake with a person walking away from the camera.

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.

See properties

Frequently asked questions

How much are vacation packages to Peekskill?

Vacation packages, which provide both flights and hotels in Peekskill, start from $429. 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.