Poughkeepsie Vacation Packages 2025 from $399

Poughkeepsie flight + hotel vacation packages

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

Hilton Stamford Hotel & Executive Meeting Center

Waterside

per person

Aug 22 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to White Plains (HPN)

This hotel features an indoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and convenience store.

The Abbey Inn & Spa

Save 100% on your flight

per person

Aug 7 - Aug 11

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) 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.

Luxury Apartments by Hyatus at The Asher

Downtown Stamford

Save 100% on your flight

per person

Aug 21 - Aug 24

just found

Roundtrip flight included

Tampa (TPA) to White Plains (HPN)

This aparthotel features a gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. A lobby fireplace, locker space, and laundry facilities are also on offer.

Sleepy Hollow Hotel

Save 100% on your flight

per person

Aug 28 - Sep 1

found 10 hours ago

Roundtrip flight included

Tampa (TPA) 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, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.

Baymont by Wyndham White Plains - Elmsford

per person

Aug 28 - Sep 1

found 10 hours ago

Roundtrip flight included

Tampa (TPA) to White Plains (HPN)

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.

Top Poughkeepsie hotels deals

Hampton Inn & Suites Poughkeepsie

2361 South Rd, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

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This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Breakfast included

Pet friendly

DoubleTree by Hilton Poughkeepsie

40 Civic Center Plz, Poughkeepsie, NY

Free Cancellation

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A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-out. Free self parking, a coffee shop, and a terrace are also offered.

Parking included

Free WiFi

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road, Poughkeepsie, NY

Free Cancellation

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

Pool

Pet friendly

Courtyard by Marriott Poughkeepsie

2641 South Road/Route 9, Poughkeepsie, NY

Free Cancellation

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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. Free self parking, a coffee shop, and a terrace are also offered.

Parking included

Free WiFi

Holiday Inn Express Poughkeepsie by IHG

2750 South Road, Poughkeepsie, NY

Free Cancellation

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A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, a snack bar/deli, and a picnic area are also on offer.

Breakfast included

Parking included

Home2 Suites By Hilton Poughkeepsie

2619 South Road, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

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

Pool

Breakfast 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.

Popular places to visit

Mid-Hudson Bridge

Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system.

Longest footbridge in the world....as viewed from Water Street.

Poughkeepsie Bridge

You can learn about the history of Poughkeepsie Waterfront with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront.

Chance Theater

4/5(17 reviews)

Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Frequently asked questions

How much are vacation packages to Poughkeepsie?

Treat yourself to an unforgettable travel experience in Poughkeepsie with a vacation package starting from just $399. Reserving your tours, hotels and flights through Travelocity is so easy. And even better, our great deals will leave you with more savings in your pocket for fun, fun, fun!

How long should my Poughkeepsie vacation be?

Many visitors spend about 2 nights in Poughkeepsie. But what works for them mightn't work for you. Whether you prefer to stay for a matter of days or weeks, you'll love exploring all the wonderful things that this place has to offer.

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

You can pick up amazing Poughkeepsie package deals with Travelocity. Pick and choose from as many as 400 partner airlines and 1,000,000 worldwide properties and turn your travel dreams into a reality.

Why should I purchase my Poughkeepsie vacation package via Travelocity?

You'll not only save lots, but you can also access our 24/7 customer support, excellent service and a Price Match Guarantee. Roam across the world, discover hidden treasures and make unforgettable memories --- we'll take care of the little details.

Can I save money on my Poughkeepsie car rental if I bundle it with a hotel or flight?

You certainly can --- combine your flight, car and hotel into a Poughkeepsie vacation package and you can save a tidy sum. With so much to see and do in the Poughkeepsie area, that rental car will make exploring easy. Once you've settled into the driver's seat, crank up the music and make your way to Times Square, a renowned sight approximately 65 mi from Poughkeepsie.

Which airport is best for Poughkeepsie?

Many tourists arrive at Tweed - New Haven Regional Airport (HVN). After you've disembarked and grabbed your luggage, head 60 mi northwest to reach central Poughkeepsie. Stewart Intl. Airport (SWF) is the other option available, 16 mi from the center of the city.

What is there to do in Poughkeepsie?

Poughkeepsie has more than its fair share of places to explore, such as Marist College and Poughkeepsie Bridge. These two popular attractions are on most visitors' must-see lists.

Where should I stay when visiting Poughkeepsie?

Many people stay at the Holiday Inn Poughkeepsie, an IHG Hotel. It's sure to be a good base for your Poughkeepsie escape.

Where to stay in Poughkeepsie: Best areas for travelers

New Paltz: For all the memorable moments traveling offers, it can also be a bit tiresome. If you want to explore Mohonk Preserve Visitor Center, Mohonk Golf Course and New Paltz Golf Course, make things easy by staying in this area. Reserve a room at the Americas Best Value Inn New Paltz, the Hampton Inn by Hilton New Paltz or the Econo Lodge New Paltz. Some of the best attractions in the city will be at your fingertips!
Philipstown: No matter if you're in the area for just one night or having an extended stay, this neighborhood has plenty to fill in your time. Unsure where to begin? Highlands Country Club, Garrison Golf Club and Boscobel House and Gardens are some wonderful choices. So are the Exceptional 9 Acre Property With Majestic Views for Perfect Summer Relaxation, The House At Turtle Crossing - Garrison, NY and the Countryside Motel.
Highland: The Americas Best Value Inn Highland Poughkeepsie, the Atlas Motor Lodge and the Super 8 by Wyndham Highland NY are some great options to consider if you're traveling with the family. Wondering how to keep the young ones amused while you're here? Apple Greens Golf Course is a well-known family-friendly attraction you shouldn't miss.
Town of Lloyd: With attractions such as Dia Beacon and Storm King Art Center in this neighborhood, you'll soon see why lots of travelers opt to stay here. Whether you're an art buff or not, there's plenty to inspire you in this neighborhood. Take a look at the Americas Best Value Inn Highland Poughkeepsie, the Super 8 by Wyndham Highland NY and the Atlas Motor Lodge for some comfortable bases.