Poughkeepsie Vacations from $300

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Your Poughkeepsie Vacation

Design your ideal adventure with a Poughkeepsie vacation package tailored to your needs and preferences. Rich history, cultural experiences and spectacular views are just a few of the things that await you in this historic city. Any trip to Poughkeepsie needs a well-designed itinerary. Fill yours with big-name attractions like Marist College, Vassar College and Culinary Institute of America. A couple of clicks is all it takes to create the perfect Poughkeepsie vacation on Expedia.

The Latest Poughkeepsie vacation packages

Price found within the past 48 hours. Click for updated prices.
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
Save 100% on your flight
per person
Sep 22 - Sep 25
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8.6/10 Excellent! (1,004 reviews)
Great, will definitely go again📌

Reviewed on Jul 2, 2025

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Save 100% on your flight
per person
Sep 22 - Sep 25
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8.2/10 Very Good! (453 reviews)
solid 3 stars. place was empty, steam room broken, but still had nice time. not worth $350 but worth $250

Reviewed on Jun 1, 2025

The Yarra

The Yarra

4 out of 5
Save 100% on your flight
per person
Sep 22 - Sep 25
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
10/10 Exceptional! (23 reviews)
We enjoyed our stay very much. For me, the tastefully appointed rooms, mellow vibe and friendly atmosphere really hit the mark. For my husband, the comfortable bed and walkable location. For both of us, the tapas dinner and breakfast options were top notch! We would highly recommend it and would return again if the fishing calls us back to the area.

Reviewed on May 18, 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (951 reviews)
This is a fantastic hotel. Hyatt is always a nice stay but this particular place was a really great place. The staff is very professional and courteous, the coffee shop/market makes great lattes, the bar in the lobby is a real class act...I've stayed in a lot of 5 star hotels.....Old Greenwich Hyatt is a 8 star.....

Reviewed on Jun 27, 2025

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
8.2/10 Very Good! (650 reviews)
This is my 3rd hotel in my NY trip so was the best one .

Reviewed on Jul 2, 2025

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Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
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Arlington

2 out of top 10 points of interest in this area

You'll enjoy the coffeehouses and art galleries in Arlington. You might want to make time for a stop at Overlook Drive-In Theater or Frances Lehman Loeb Art Center.

Find hotels in Arlington

Discover the most popular places to visit in Poughkeepsie

Mid-Hudson Bridge which includes a bay or harbor, a bridge and a river or creek

Mid-Hudson Bridge

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

Mid-Hudson Bridge
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.

Poughkeepsie Bridge
Looking south at the Poughkeepsie bridge.

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.

Chance Theater

What to do in Poughkeepsie

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

$133
per adult
Beacon: Gourmet Beacon Food Tour
Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

$135
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

$65
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Poughkeepsie

Poughkeepsie Hotel Deals

Hampton Inn & Suites Poughkeepsie
Hampton Inn & Suites Poughkeepsie
2.5 out of 5
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $131 total per night from Jul 23 to Jul 24
$131 total
Jul 23 - Jul 24
Total includes taxes and fees
8.6/10 Excellent! (1,000 reviews)
"The location was perfect for my stay."

Reviewed on Jun 28, 2025

Hampton Inn & Suites Poughkeepsie
DoubleTree by Hilton Poughkeepsie Convention Center
DoubleTree by Hilton Poughkeepsie Convention Center
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $133 total per night from Jul 13 to Jul 14
$133 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"I've stayed here a few times and I always have a good experience. The staff is always helpful and friendly and the rooms are clean and comfortable."

Reviewed on Jun 29, 2025

DoubleTree by Hilton Poughkeepsie Convention Center
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
$100 nightly
The price is $116 total per night from Jul 30 to Jul 31
$116 total
Jul 30 - Jul 31
Total includes taxes and fees
8.6/10 Excellent! (1,006 reviews)
"Great"

Reviewed on Jul 1, 2025

Holiday Inn Express Poughkeepsie by IHG
See all 2,484 properties in Poughkeepsie
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.

Find the Best Poughkeepsie Vacation Packages

Poughkeepsie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
30,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
SplashDown Beach, Chance Theater and James Baird State Park

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Frequently asked questions

How much does a Poughkeepsie vacation package cost?
You'll find cheap prices from $300 on Expedia for your Poughkeepsie escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Poughkeepsie costs.
What are the cheapest months to go to Poughkeepsie?
You can usually find reduced prices and greater availability in January, October and December. Check out our cheap Poughkeepsie vacation packages and you could score some great off-season deals.
How many days is enough for Poughkeepsie?
We'd suggest booking a Poughkeepsie vacation for around 2 days. This will give you plenty of time to visit popular sights such as Poughkeepsie Bridge and Eleanor Roosevelt National Historic Site, and explore neighborhoods like Arlington and Red Oaks Mill. You could even make time for a day trip from Poughkeepsie.
Is it worth booking a vacation package to Poughkeepsie?
Poughkeepsie is a good vacation destination with attractions like Walkway Over the Hudson State Historic Park among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Poughkeepsie vacation promises fun for everyone.
How to find the best Poughkeepsie package deals?
Landing a cheap Poughkeepsie package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Poughkeepsie package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Poughkeepsie vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Poughkeepsie vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Poughkeepsie?
If you've got your Poughkeepsie travel dates locked in, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Poughkeepsie?

  1. Pick your dates: What you want to do in Poughkeepsie and your preferred season will help you decide when to go.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to save for your trip to Poughkeepsie. Then, select a hotel that suits your budget, whether that's an economical stay or a deluxe getaway.
  3. Use our trip planning tool to discover Poughkeepsie: Research every aspect of your trip to Poughkeepsie with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Poughkeepsie. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Poughkeepsie vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part --- locking in everything you want to do and see. Browse some of the exciting things to do in Poughkeepsie and reserve your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Poughkeepsie vacation packages?
Jet off on your ideal getaway to Poughkeepsie with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday --- we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.