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 $1,468, price is now CA $1,114 per person
CA $1,114
per person
Aug 3 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very Good! (1,895 reviews)
Staff were pleasant, the room spelled as if it was not used in weeks, breakfast was good, the bar never had service.
Reviewed on Jun 10, 2026
Uscale 2BR Escape in the Heart of NYC
Bryn Mawr
Price was CA $1,714, price is now CA $1,288 per person
CA $1,288
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1 review)
The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays.
Reviewed on Feb 21, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was CA $7,801, price is now CA $6,031 per person
CA $6,031
per person
Aug 22 - Aug 29
found 7 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
5.6/10 (8 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on Mar 17, 2024
Where to stay in Poughkeepsie
Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
Arlington
2 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 Overlook Drive-In Theater or Frances Lehman Loeb Art Center.
Poughkeepsie Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jun 14 to Jun 15
CA $152
CA $177 total
Jun 14 - Jun 15
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"When I got there the room was nice but for the 2day Stay no one clean the room."
Reviewed on Jun 8, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Jul 1 to Jul 2
CA $176
CA $206 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"I stayed there on a Saturday night, after a wedding. Rooms had no AC, was told I would be refunded 50% of my stay and I was never refunded, have been going back and forth for a week. When I asked for a fan, they gave me a desk top fan that barely did anything. If I had time before the wedding to ..."
Reviewed on Jun 11, 2026
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 5 to Jul 6
CA $146
CA $166 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"staff was unhelpful"
Reviewed on Jun 10, 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.
Explore a world of travel with Expedia
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- Accord Vacations
- Bannerman Castle
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- Cronomer Hill Park
- Culinary Institute of America
- 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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- John Kane House
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- Museum of Rhinebeck History
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- Stormville Airport Antique Show & Flea Market
- Trevor Zoo
- Vanderbilt Mansion National Historic Site
- West Point Vacations
- 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.
