Downtown Poughkeepsie Vacations from $783
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The Latest Downtown Poughkeepsie Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Modern Comfort in the Heart of NYC
Southeast Yonkers
$783
per person
Nov 13 - Nov 16
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.
Reviewed on Jun 29, 2026
Luxury NY Home with Free Parking
$2,685
per person
Nov 23 - Nov 28
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1 review)
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.
Reviewed on Nov 8, 2025
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
$3,067
per person
Nov 23 - Nov 28
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
4.6/10 (11 reviews)
The property that I paid for 1st, they told me that the pipe busted after I paid the cleaning fee. I paid for a property to sleep 6 people so 1 person had to sleep on the floor & another person had to sleep on a broken futon couch. The bed I was sleeping on was broken & there was pee stains on sheet & blanket. I asked them for a discount because of the unexpected things my family went through & they stopped communicating with me until the next day. But do not get any property rental from these people. And they have so many bad reviews I don’t see how Expedia has them on there. I traveled from Ohio & it was my last night in New York & that’s how I spent it. Please take head to this review & the other ones. They weren’t lying.
Reviewed on Aug 17, 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
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 Frances Lehman Loeb Art Center or Overlook Drive-In Theater.
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 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
$118 nightly
$138 total
Sep 10 - Sep 11
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Clean room. Delicious cookie. Great gym. Proximity to train station"
Reviewed on Sep 2, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$97 nightly
$113 total
Sep 13 - Sep 14
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Rooms are clean and fairly quiet but the gym equipment ( weight machine) was partially broken and in need of maintenance. Thread mill was good."
Reviewed on Sep 2, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
$149 nightly
$169 total
Sep 13 - Sep 14
Total with taxes and fees
8.2/10 Very Good! (997 reviews)
"Very run down. No wi-fi. Breakfast a block away rather than in same building. Desk staff does not smile."
Reviewed on Sep 2, 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.
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.
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.
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.
Things to do
Hallows and Hauntings of Hyde Park Ghost Tour
$24
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.