
Downtown Poughkeepsie Holidays from AU$1,848
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Top Holiday Package Deals in Downtown Poughkeepsie

Our guide on where to stay in Downtown Poughkeepsie

Arlington
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 Overlook Drive-In Theater.

Poughkeepsie Waterfront
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

Beekman Arms and Delamater Inn
"The front desk person was unfriendly; I don't think he ever even said "Welcome". We did not have a room in the historic Beekman Inn but an outbuilding, part of the Delamater Inn. The room was spacious and had two comfortable 4-poster beds, a sitting area with nice chairs, and complimentary sherry. ..."
Reviewed on 5 Sept 2026

Holiday Inn Express Poughkeepsie by IHG
Stay near popular Downtown Poughkeepsie attractions
Chance Theater
Bardavon 1869 Opera House
Mid-Hudson Civic Center
McCann Ice Arena
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