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.
Red Carpet Inn
Cove - East Side - Shippan
Price was CA $709, price is now CA $593 per person
CA $593
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
6.4/10 (1,005 reviews)
Room was satisfactory and clean. Parking was adequate. At the Check- in I felt the clerk was less than friendly. However, it was in Connecticut close to New York, so I suppose it should be expected.
Reviewed on Jan 7, 2026
Hampton Inn & Suites Yonkers
Northwest Yonkers
Price was CA $828, price is now CA $664 per person
CA $664
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (1,621 reviews)
Partially friendly and professional staff. Rooms are subpar because carpets are worn and not steam cleaned properly. Had to change my room due to nasty stench. The other half of staff during the daytime hours have a “NY do it yourself” attitude.
Reviewed on Feb 5, 2026
Hampton Inn White Plains/Tarrytown
Price was CA $808, price is now CA $670 per person
CA $670
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,264 reviews)
It was fine. Rooms were in ok condition; a bit older and need some remodelling. Staff was fine. Place needs a bit of a glow up.
Reviewed on Feb 2, 2026
Where to stay in Poughkeepsie
Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
Arlington
1 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 Frances Lehman Loeb Art Center or Vassar Golf Course.
Poughkeepsie Hotel Deals
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Mar 1 to Mar 2
CA $144
CA $162 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Very friendly, kind staff and clean room
Reviewed on Feb 2, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Feb 21 to Feb 22
CA $139
CA $163 total
Feb 21 - Feb 22
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Room was clean and comfortable. Staff was so friendly. Would definitely stay here again
Reviewed on Jan 29, 2026
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 20 to Feb 21
CA $122
CA $142 total
Feb 20 - Feb 21
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Best staff ever great location.
Reviewed on Feb 1, 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 $128
per adult
Explore a world of travel with Expedia
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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.
