Poughkeepsie Vacations from ₩1,827,023

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The Latest Poughkeepsie Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2 out of 5
Southeast Yonkers
Price was ₩2,329,246, price is now ₩1,827,023 per person
₩1,827,023
per person
Dec 29 - Dec 31
found 2 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to White Plains (HPN)
No reviews

Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
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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 Vassar Golf Course.

Find hotels in Arlington

Find the Best Poughkeepsie Vacation Packages

Poughkeepsie Hotel Deals

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ₩145,075 per night from Dec 5 to Dec 6
₩145,075
₩168,468 total
Dec 5 - Dec 6
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Spotless room

Reviewed on Nov 24, 2025

Hampton Inn & Suites Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ₩135,982 per night from Dec 1 to Dec 2
₩135,982
₩157,909 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
Clean room, friendly staff and good breakfast.

Reviewed on Nov 23, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Fully refundable
The price is ₩139,225 per night from Dec 7 to Dec 8
₩139,225
₩161,675 total
Dec 7 - Dec 8
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Staff was great. Rooms were updated. Shower heads were the big rain shower type. The beds were comfortable, not too soft. Breakfast buffet was a notch above others.

Reviewed on Nov 25, 2025

Holiday Inn Express Poughkeepsie by IHG
See all 2,468 properties in Poughkeepsie
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.