Downtown Poughkeepsie Vacations from $200
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The Latest Downtown Poughkeepsie Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center
Waterside
per person
Oct 16 - Oct 19
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Old hotel that desperately needs updating. The room needed painting, carpet, tub needs to be resealed, fixtures need to be replaced or caulked.
Reviewed on Jul 31, 2025
The Abbey Inn & Spa
Save 100% on your flight
per person
Oct 23 - Oct 26
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
9.2/10 Wonderful! (189 reviews)
This place is amazing. The site is heavenly, with views of the Hudson and a pool and trails. I wish the restaurant/ bar were open later. But really, the place was perfect.
Reviewed on Jul 31, 2025
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 Overlook Drive-In Theater or Frances Lehman Loeb Art Center.
Downtown Poughkeepsie Hotel Deals
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Aug 10 to Aug 11
$128 total
Aug 10 - Aug 11
Total includes taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Nice hotel, easy to use, in the heart of town. I'd go back"
Reviewed on Jul 30, 2025
Holiday Inn Express Poughkeepsie by IHG
2750 South Road, Poughkeepsie, NY
Fully refundable
$109 nightly
The price is $127 total per night from Aug 17 to Aug 18
$127 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (1,003 reviews)
"Easy access, cleanliness, excellent room. Very good breakfast."
Reviewed on Aug 1, 2025
Wingate by Wyndham Fishkill
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $119 total per night from Aug 17 to Aug 18
$119 total
Aug 17 - Aug 18
Total includes taxes and fees
7.4/10 Good! (458 reviews)
"Would go back"
Reviewed on Jul 30, 2025
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 Downtown Poughkeepsie
Chance Theater
Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.
Mid-Hudson Bridge
Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system.
Poughkeepsie Bridge
You can learn about the history of Poughkeepsie Waterfront with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront.
Things to do
Llama/Alpaca Hike and Farm Tour
$67
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.