Downtown Poughkeepsie Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Downtown Poughkeepsie

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Luxury Living in the Heart of NY
Hilton Stamford Hotel & Executive Meeting Center
Super 8 by Wyndham Middletown
Howard Johnson by Wyndham Newburgh/West Point

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

Downtown Poughkeepsie Hotel Deals

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from Aug 10 to Aug 11
CA $157
CA $184 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Bathroom grout very dirty."

Reviewed on Aug. 1, 2025

DoubleTree by Hilton Poughkeepsie Convention Center
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $122 per night from Sep 4 to Sep 5
CA $122
CA $145 total
Sep 4 - Sep 5
includes taxes & fees
7.4/10 Good! (493 reviews)
"Pretty good"

Reviewed on Jul. 28, 2025

The Crossroads Hotel, Newburgh
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 CA $150 per night from Aug 17 to Aug 18
CA $150
CA $174 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on Aug. 3, 2025

Holiday Inn Express Poughkeepsie by IHG
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.