Downtown Poughkeepsie Vacation Packages
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Top Holiday Package Deals in Downtown Poughkeepsie
Price found within the past 48 hours. Click for updated prices.
Stamford Marriott Hotel & Spa
Downtown Stamford
CA $760
per person
Sep 25 - Sep 27
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very good! (1,005 reviews)
The staff was exceptionally pleasant and professional. The pool was closed which
Was not known to us until we arrived. As for the rest of the facility it is well maintained.
Reviewed on Aug 10, 2026
Hyatus Luxury Residences Stamford
Downtown Stamford
CA $1,882
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.8/10 Exceptional! (25 reviews)
great location, with garage spaced ( thought that is a bit confusing to figure out where the space was located); apartment was super comfy, nice size and layout, with living room/open kitchen concept (complete with all cooking and utensils ). Large bathroom w/a nice shower. Towels were wet but we worked that part out.
great gym facilities in building and a fun basement equipped with (adult) games! rooftop was not open, even to enjoy the sunny day.. which meant the pool too was not available. I will definitely stay here agin
Reviewed on May 3, 2026
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
Poughkeepsie Waterfront
1 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 Poughkeepsie Bridge or Walkway Over the Hudson State Historic Park.
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 Overlook Drive-In Theater or Frances Lehman Loeb Art Center.
Crown Heights
Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop.
Red Oaks Mill
The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria.
Union Street Historic District
When in Union Street Historic District, you can plan a visit to Mid-Hudson Civic Center and Bardavon 1869 Opera House, some noteworthy sights in the nearby area.
Downtown Poughkeepsie Hotel Deals
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $149
CA $174 total
Aug 20 - Aug 21
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $153
CA $178 total
Aug 20 - Aug 21
includes taxes & fees
9/10 Wonderful! (1,035 reviews)
"Great stay"
Reviewed on Aug 10, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $171
CA $193 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (964 reviews)
"The parking and proximity to town perfect The breakfast was in a building a long block away which my friend and I had"
Reviewed on Aug 11, 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.
Stay near popular Downtown Poughkeepsie attractions
Chance Theater
8.0/10 (70 reviews)
Enjoy a show at Chance Theater, a storied theater 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 theater 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.