Poughkeepsie Vacation Packages
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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.
Top Poughkeepsie Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown
Price was CA $774, price is now CA $602 per person
CA $602
per person
May 26 - May 29
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,379 reviews)
Great location for access to the White Plains. Breakfast items are limited, as most places these days. Receptionist was friendly but slow
Reviewed on Mar 16, 2026
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Price was CA $6,294, price is now CA $3,976 per person
CA $3,976
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
10/10 Exceptional! (1 review)
Beautiful layout. Property had everything that was needed for an awesome stay.
Reviewed on Feb 27, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was CA $3,891, price is now CA $2,621 per person
CA $2,621
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on Mar 17, 2024
Courtyard by Marriott Newburgh Stewart Airport
Price was CA $1,087, price is now CA $871 per person
CA $871
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Newburgh (SWF)
8.2/10 Very Good! (712 reviews)
Older room with chemical cleaning solution smell
Reviewed on Mar 24, 2026
Where to stay in Poughkeepsie
Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
Crown Heights
Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop.
Poughkeepsie Hotel Deals
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Mar 31 to Apr 1
CA $145
CA $169 total
Mar 31 - Apr 1
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room with comfortable bed and nice bathroom. Friendly staff.
Reviewed on Mar 23, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Mar 29 to Mar 30
CA $140
CA $163 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
I had to change my rm because the toilet sprayed water on me but they were accommodating. Staff were friendly. Everything was clean and the location was convenient.
Reviewed on Mar 22, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Mar 30 to Mar 31
CA $150
CA $175 total
Mar 30 - Mar 31
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Good
Reviewed on Mar 23, 2026
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.
Discover the most popular places to visit in Poughkeepsie
Eleanor Roosevelt National Historic Site
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.
What to do in Poughkeepsie
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
CA $129
per adult
Explore a world of travel with Expedia
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- Accord Vacations
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- Dietz Stadium
- Eleanor Roosevelt National Historic Site
- Federated Church of Kerhonkson
- Franklin D. Roosevelt Presidential Library and Museum
- Holy Trinity Ukrainian Catholic Church
- Hudson Valley Vacations
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- World's Second Largest Garden Gnome
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
