Poughkeepsie Vacation Packages 2025 from $372

Poughkeepsie flight + hotel vacation packages

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

The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Save 100% on your flight

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to White Plains (HPN)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 17 conference rooms, free WiFi in public areas, and express check-out. There's a hot tub on site, and a 24-hour front desk and a garden are also provided.

YO1 Longevity & Health Resorts, Catskills

Save 100% on your flight

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Newburgh (SWF)

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 indoor pool and perks like free self parking.

Courtyard by Marriott Newburgh Stewart Airport

Save 100% on your flight

per person

Aug 15 - Aug 18

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Newburgh (SWF)

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

Delamar Greenwich Harbor

Save 100% on your flight

per person

Aug 23 - Aug 28

found 15 hours ago

Roundtrip flight included

Orange County (SNA) to White Plains (HPN)

This boutique hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.

Global Luxury Suites White Plains

per person

Sep 12 - Sep 15

found 6 hours ago

Roundtrip non-stop flight included

Charleston (CHS) to White Plains (HPN)

A seasonal outdoor pool, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. Business travelers can take advantage of the 24-hour business center.

Top Poughkeepsie hotels deals

Hampton Inn & Suites Poughkeepsie

2361 South Rd, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

Get rates

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 Convention Center

40 Civic Center Plz, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

Get rates

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

The Heartwood

165 College Avenue, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features a restaurant, a gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A computer station, dry cleaning, and luggage storage are also on offer.

Breakfast included

Pet friendly

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

Get rates

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

Reserve now, pay when you stay

Get rates

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 Poughkeepsie by IHG

2170 South Rd, Poughkeepsie, NY

Free Cancellation

Get rates

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 snack bar/deli are also offered.

Pet friendly

Parking included

Don't see what you're looking for?

See all available properties in Poughkeepsie

View all properties

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

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 $372. 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.