Poughkeepsie Vacations from $281

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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.
Hampton Inn & Suites Yonkers
Stamford Suites
Courtyard by Marriott Yonkers Westchester County
Hampton Inn White Plains/Tarrytown
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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

Discover the most popular places to visit in Poughkeepsie

What to do in Poughkeepsie

Poughkeepsie Hotel Deals

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Feb 2 to Feb 3
$101 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
The room was clean and the staff was nice, the location was a bit in the middle of nowhere but I liked the quiet and there was plenty of food options around! Overall a great place to stay

Reviewed on Jan 13, 2026

Courtyard by Marriott Poughkeepsie
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
$93 nightly
The price is $109 total per night from Jan 24 to Jan 25
$109 total
Jan 24 - Jan 25
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Team is friendly, professional and helpful. Room was clean and comfy. Breakkfast is well maintained with a variety of options. Love the make your own waffles and the potatoes andyogurt selections.

Reviewed on Jan 12, 2026

Hampton Inn & Suites Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Jan 27 to Jan 28
$117 total
Jan 27 - Jan 28
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Clean room, great staff. Great breakfast.

Reviewed on Jan 12, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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

Things to do in and around Poughkeepsie

Poughkeepsie offers a delightful mix of outdoor and family-friendly activities perfect for an adventure-filled vacation. Enjoy holiday events and festivals, explore nearby attractions, and unwind in beautiful picnic areas. The city also boasts a vibrant shopping scene and rich cultural experiences, making it an ideal destination for tourists seeking both recreation and relaxation.

Shopping

The Poughkeepsie Galleria, located 6 miles away, offers a vibrant shopping experience with various stores and entertainment options. If you're up for a drive, visit the Hudson Valley Mall, 18 miles away, for even more shopping and family-friendly activities. The Stormville Airport Antique Show & Flea Market, 13 miles away, is perfect for unique finds.

Recreation

At the Overlook Drive-In Theater, enjoy a nostalgic movie experience under the stars with family-friendly films that evoke a sense of romance and entertainment. For golf enthusiasts, Casperkill Golf Club offers a scenic outdoor setting to perfect your swing while soaking in the fresh air.

Adventure

Experience thrills at SplashDown Beach, an exciting waterpark located 11 miles from Poughkeepsie, perfect for family fun. For arcade enthusiasts, Fun Central offers adventure vibes 7 miles away. Enjoy outdoor camping and adventure at North Landing Beach, situated 9 miles from Poughkeepsie.

Nightlife

Poughkeepsie's nightlife offers a vibrant mix of bars and music venues. Check out The Chance Theater for live shows, or unwind at The Hairy Lemon for a cozy pub atmosphere. For a fun dance scene, visit The Poughkeepsie Grind, where you can enjoy great drinks and local DJs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Poughkeepsie

Poughkeepsie, New York, offers a perfect blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can explore local attractions like the Poughkeepsie Galleria, the historic Poughkeepsie Bridge, and the scenic waterfront. Whether you're seeking cultural experiences or thrilling adventures, this charming city has something for everyone to enjoy.

  • Vassar College: Experience the vibrant atmosphere of this modern college, known for its stunning architecture and beautiful campus. Take a stroll through its gardens, admire the art galleries, and soak in the intellectual energy that radiates from this prestigious institution.
  • Culinary Institute of America: Delve into the world of culinary arts at this historic college, located just 3 miles away. Enjoy exquisite dining experiences at its restaurants and witness future chefs honing their skills in a rich cultural setting that celebrates food and creativity.
  • Walkway Over the Hudson State Historic Park: Enjoy breathtaking views from this historic bridge, just 1 mile away. This elevated park offers scenic walking and biking trails, providing a unique opportunity to appreciate the majestic Hudson River and its surroundings.

Best time to go to Poughkeepsie

The best time to visit Poughkeepsie is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.5°F (-2.5°C)Light RainMostly SunnySlightly LowSlightly Low
February29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnySlightly LowSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighAverage
August71.8°F (22.1°C)Light RainMostly SunnySlightly HighSlightly High
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October53.6°F (12.0°C)Light RainMostly SunnySlightly HighSlightly High
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December33.4°F (0.8°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Poughkeepsie

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Poughkeepsie.
  • Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Poughkeepsie.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $281 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.