Poughkeepsie Vacations

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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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is AED 386 per night from Feb 17 to Feb 18
AED 386
AED 436 total
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
Room was nice. Staff was friendly

Reviewed on 7 February 2026

Courtyard by Marriott Poughkeepsie
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 AED 358 per night from Mar 1 to Mar 2
AED 358
AED 419 total
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Clean, spacious room

Reviewed on 8 February 2026

DoubleTree by Hilton Poughkeepsie Convention Center
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 AED 328 per night from Feb 20 to Feb 21
AED 328
AED 381 total
20 Feb - 21 Feb
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Best staff ever great location.

Reviewed on 1 February 2026

Hampton Inn & Suites Poughkeepsie
See all 2,480 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.

Discover the most popular places to visit in Poughkeepsie

Springwood Estate - FDR Home

Eleanor Roosevelt National Historic Site

5/5(13 reviews)

You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront.

Eleanor Roosevelt National Historic Site
Looking south at the Poughkeepsie bridge.

Chance Theater

4/5(17 reviews)

Enjoy a show at Chance Theater, a storied theater in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Chance Theater
An Autumn view of Cantilever bridge in Walkway Over the Hudson State Historic Park

Poughkeepsie Bridge

You can learn about the history of Poughkeepsie with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront.

Poughkeepsie Bridge

Frequently asked questions

How do I find cheap flights to Poughkeepsie that have flexible change policies?
It's quick and easy with Expedia. Step 1: Enter your preferred travel dates and click on "Search." Next step? Check the "No change fee" box just under the "Flexible change policies" subheading to the left of the screen. Step 3. Snag your cheap and flexible airfare to Poughkeepsie.
Which airlines fly to Poughkeepsie?
You can take your pick of a range of airlines that offer flights into or near Poughkeepsie. A few of your best options are:

  • JetBlue Airways - 425 flights to or near Poughkeepsie each month, including 425 flights to Westchester County Airport (HPN) per month.
  • American Airlines - 333 flights to or near Poughkeepsie each month, including 333 flights to Westchester County Airport (HPN) per month.
  • Delta Air Lines - 156 flights to or near Poughkeepsie each month, including 156 flights to Westchester County Airport (HPN) per month.

How can I find cheap tickets to Poughkeepsie?
Book in advance, travel on a cheaper day, use points or miles — there are plenty of ways! One more is to use Expedia's "flexible dates" feature. Search for a Poughkeepsie flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Poughkeepsie was .
How much is a flight to Poughkeepsie?
If you were flying one way from (), you could've locked in an affordable fare for just in the last seven days. Return flights to Poughkeepsie ranged from only to over the same period.
What are the most popular airports to fly into in Poughkeepsie?
Once you've decided where you're going first in Poughkeepsie, choose from these popular airports:

  • Westchester County Airport (HPN) - 1,053 flights per month.
  • Stewart Intl. Airport (SWF) - 43 flights per month.

When is the cheapest time to fly to Poughkeepsie?
If you're not set on what date you travel to Poughkeepsie, depart earlier in the week. The most affordable day to take off is normally Tuesday, followed closely by Monday. Saturday is typically the most expensive day, with many people choosing to fly on the weekend.
How much is a plane ticket to Poughkeepsie?
In the last seven days, plane fares ranged between and . Browse through our fabulous deals to Poughkeepsie, pick your favorite and then start packing your things!
What months are the cheapest to book a flight to Poughkeepsie?
A great month to purchase well-priced flights to Poughkeepsie is February. Bear in mind that in the U.S, the most expensive time to reserve a seat is during the month of December.