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.
Delamar Southport
Price was CA $1,447, price is now CA $1,136 per person
CA $1,136
per person
Aug 23 - Aug 28
found 19 hours ago
Roundtrip flight included
Ottawa (YOW) to White Plains (HPN)
9.6/10 Exceptional! (482 reviews)
Very clean, friendly staff. Nice breakfast buffet. Close to local universities!
Reviewed on Jun 18, 2026
Stamford Suites
Downtown Stamford
Price was CA $1,125, price is now CA $937 per person
CA $937
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.4/10 (125 reviews)
The recently renovated rooms are ok, but unfortunately we were assigned one that is either in the process of being updated
Reviewed on Jun 22, 2026
Where to stay in Poughkeepsie
Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
Poughkeepsie Waterfront
2 out of top 10 points of interest in this area
You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Mid-Hudson Bridge or Poughkeepsie Bridge.
Poughkeepsie Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jun 29 to Jun 30
CA $168
CA $196 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"Very nice hotel!"
Reviewed on Jun 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 $177 per night from Jul 7 to Jul 8
CA $177
CA $207 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"I arrived and was informed that there was no air conditioning or hot water at the hotel. They said they had reached out to other hotels to accommodate their guests. They moved me to a new hotel where I had to book a new room and pay for it out of pocket. They said I would be refunded but then refused ..."
Reviewed on Jun 22, 2026
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jul 5 to Jul 6
CA $175
CA $199 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"DIRTY.. SAW ROACHES IN THE ROOM. DID NOT STAY THE WHOLE NIGHT. LEFT AT 2AM. EMAILED AND NEVER HEARD BACK FROM THEM. YOU EVEN HAD TO PAY 10 BUCKS TO PARK IN A REGULAR PARKING LOT."
Reviewed on Jun 20, 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.
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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.
