Deals on vacations and trips to Poughkeepsie

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Poughkeepsie flight + hotel vacation packages

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The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Save 100% on your flight
Price was $810, price is now $505 per person
$505
per person
Sep 25 - Sep 29
found 11 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to White Plains (HPN)
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. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $1,208, price is now $798 per person
$798
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $3,232, price is now $2,444 per person
$2,444
per person
Oct 22 - Oct 26
found 10 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. Families will appreciate the onsite laundry facilities and in-room childcare. Dry cleaning and luggage storage are also provided.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,730, price is now $2,829 per person
$2,829
per person
Oct 22 - Oct 26
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
A rooftop terrace, free self parking, and laundry facilities are featured at this vacation home. Dry cleaning is also provided.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $2,512, price is now $1,919 per person
$1,919
per person
Oct 22 - Oct 26
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)

Top Poughkeepsie hotels deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $128 total per night
$128 total
Sep 7 - Sep 8
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 and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Free Cancellation
$81 nightly
The price is $94 total per night
$94 total
Sep 10 - Sep 11
Total with 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.
Breakfast included
Parking included
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $128 total per night
$128 total
Aug 19 - Aug 20
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $123 total per night
$123 total
Aug 30 - Aug 31
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 buffet breakfast and free self parking.
Pool
Breakfast included
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Sep 7 - Sep 8
Total with 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. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG

3 out of 5
2170 South Rd Poughkeepsie NY
Free Cancellation
$105 nightly
The price is $122 total per night
$122 total
Aug 30 - Aug 31
Total with 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.
Pet friendly
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 Poughkeepsie attractions

A large, stately building with a symmetrical facade, stone detailing, and green shutters.

Eleanor Roosevelt National Historic Site

9.4/10 (111 reviews)
You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront.
See properties

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 $505. 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

Photos of local treasures

Browse Poughkeepsie vacation photos for more inspiration

A river with boats docked on the shore, surrounded by autumn-colored trees.
A large suspension bridge with multiple towers and cables.
A grassy field with a bench and trees, a river in the distance, and a sunlit background.
An ornate theater with blue seats and red curtains.
A street lined with multi-story buildings, storefronts, and parked cars.

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