Poughkeepsie Vacation Packages 2025/2026 from $241

Poughkeepsie flight + hotel vacation packages

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

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Newburgh (SWF)

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 business center. A safe deposit box is provided and the front desk is staffed around-the-clock.

EVEN Hotel Norwalk by IHG

Save 100% on your flight

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip flight included

Chicago (ORD) to White Plains (HPN)

This hotel features a restaurant, a 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 terrace, and a garden are also offered.

Hilton Stamford Hotel & Executive Meeting Center

Waterside

Save 100% on your flight

per person

Sep 7 - Sep 12

found 9 hours ago

Roundtrip flight included

Austin (AUS) 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.

Baymont by Wyndham White Plains - Elmsford

Save 100% on your flight

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Save 100% on your flight

per person

Sep 19 - Sep 22

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Newburgh (SWF)

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

Top Poughkeepsie hotels deals

Quality Inn Poughkeepsie

536 Haight Ave, Building A, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$117 total

Jul 21 - Jul 22

Total includes taxes and fees

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

Holiday Inn Express Poughkeepsie by IHG

2750 South Road, Poughkeepsie, NY

Free Cancellation

$91 nightly

$106 total

Aug 3 - Aug 4

Total includes taxes and fees

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.

Hampton Inn & Suites Poughkeepsie

2361 South Rd, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$132 total

Aug 11 - Aug 12

Total includes taxes and fees

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.

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$133 total

Jul 17 - Jul 18

Total includes taxes and fees

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.

Holiday Inn Poughkeepsie by IHG

2170 South Rd, Poughkeepsie, NY

Free Cancellation

$99 nightly

$115 total

Jul 20 - Jul 21

Total includes taxes and fees

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 library are also offered.

The Heartwood

165 College Avenue, Poughkeepsie, NY

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$220 total

Jul 16 - Jul 17

Total includes taxes and fees

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.

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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 $241. 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.