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 & Suites Yonkers
Northwest Yonkers
Price was CA $1,290, price is now CA $914 per person
CA $914
per person
Apr 23 - Apr 30
found 23 hours ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
8.2/10 Very Good! (1,782 reviews)
Internet was not free. You have to be a member
Reviewed on Mar 11, 2026
Cromwell Manor Inn
Price was CA $1,353, price is now CA $1,046 per person
CA $1,046
per person
May 25 - May 28
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (95 reviews)
An interesting and beautiful historical site. The mansion has been beautifully preserved and simultaneously updated with all the modern amenities needed to be comfortable, including well-equipped bathrooms and comfortable beds. The owners love to make breakfast for the guests so don’t skip that part of the experience. Cornwall itself is a hidden gem and wonderful escape. Enjoy!
Reviewed on Jan 18, 2026
Hampton Inn White Plains/Tarrytown
Price was CA $891, price is now CA $698 per person
CA $698
per person
May 7 - May 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,376 reviews)
Perfect location right off Highway and inly 45 minutes to JFK. Friendly staff, decent breakfast and the coffee and cookies hit the spot when we arrived! Room was clean and perfect for our one night stay. Would absolutely stay there again.
Reviewed on Mar 8, 2026
The Opus Westchester, Autograph Collection
Price was CA $3,698, price is now CA $3,122 per person
CA $3,122
per person
Apr 27 - May 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.2/10 Wonderful! (540 reviews)
The staff and executive suite we’re perfect
Reviewed on Jan 26, 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 $127 per night from Mar 21 to Mar 22
CA $127
CA $148 total
Mar 21 - Mar 22
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
We found a bug in our bed. Using Google image it was identified as a bed bug. We went to the front desk and they relocated us to a different floor and upgraded us to a suite. It left us uneasy but we were happy the staff took us seriously.
Reviewed on Mar 10, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Mar 22 to Mar 23
CA $113
CA $132 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
The rooms were clean, staff was very friendly, I don’
Reviewed on Mar 12, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Mar 18 to Mar 19
CA $138
CA $160 total
Mar 18 - Mar 19
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Best staff! Room was great especially if you bring your dog!
Reviewed on Mar 9, 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
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- Holy Trinity Ukrainian Catholic Church
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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.
