Downtown Poughkeepsie Holidays from AU$5,212
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Top Holiday Package Deals in Downtown Poughkeepsie
Price found within the past 48 hours. Click for updated prices.
Luxury 1BR located in Prime Yonkers Area
Bryn Mawr
AU$5,596
per person
7 Dec - 12 Dec
found 19 hours ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
4.8/10 (6 reviews)
C completely misrepresented did not stay there far from a luxury apartment advised to check into a different location no code or communication prior to check in time at 4 PM. Received emails and poor communication after 6:30 PM apartment smelled very musty and like a dead body was inside, extremely unprofessional and horrible experience.
Reviewed on 5 May 2026
Luxury 3BR NY Home with Free Parking
AU$5,567
per person
7 Dec - 12 Dec
found 19 hours ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
3/10 (2 reviews)
did not respond from the morning day of check-in. Responded to me all the way up until the day I was supposed to stay in the house do not book with these people they are scamming
Reviewed on 15 Feb 2026
Our guide on where to stay in Downtown Poughkeepsie
Find the best Downtown Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Poughkeepsie
Arlington
1 out of top 10 points of interest in this area
You'll enjoy the coffee shops 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 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 Walkway Over the Hudson State Historic Park or Mid-Hudson Bridge.
Crown Heights
Visitors to Crown Heights enjoy its coffee shops, and if you want to do some exploring, Hudson River is worth a stop.
Red Oaks Mill
Get to know Red Oaks Mill by checking out its river views, waterfalls and breweries. Consider a visit to nearby sights like Locust Grove or Poughkeepsie Galleria during your time in the area.
Union Street Historic District
While Union Street Historic District isn't home to many top sights, Mid-Hudson Civic Center and Bardavon 1869 Opera House are some notable places to visit nearby.
Our pick of the best Downtown Poughkeepsie Hotel Deals
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
AU$184
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"We never received a copy of the final bill for our stay. The doors to the closet would not stay closed. The room could have been better lit. Otherwise, it was a good hotel for our purposes."
Reviewed on 21 Oct 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
AU$167
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (1,132 reviews)
"wonderful stay, exactly what we needed"
Reviewed on 21 Oct 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
AU$245
15 Nov - 16 Nov
includes taxes & fees
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.
Stay near popular Downtown Poughkeepsie attractions
Chance Theater
8.0/10 (70 reviews)
Enjoy a performance at Chance Theater, a popular theatre in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.
Mid-Hudson Civic Center
8.4/10 (79 reviews)
Mid-Hudson Civic Center is just one of the places to see in Poughkeepsie, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or attend a sporting event in the area.
Bardavon 1869 Opera House
9.2/10 (18 reviews)
Enjoy a performance at Bardavon 1869 Opera House, a theatre with a story to tell in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.
McCann Ice Arena
2.0/10 (1 review)
You can take time to visit McCann Ice Arena during your travels to Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.