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 Overlook Drive-In Theater or Frances Lehman Loeb Art Center.

Find hotels in Arlington

Find the Best Poughkeepsie Vacation Packages

Poughkeepsie Hotel Deals

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 NT$3,086 per night from Aug 4 to Aug 5
NT$3,086
NT$3,584 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Excellent location"

Reviewed on 2025/7/17

Holiday Inn Express Poughkeepsie by IHG
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NT$2,973 per night from Jul 30 to Jul 31
NT$2,973
NT$3,452 total
Jul 30 - Jul 31
includes taxes & fees
7.8/10 Good! (376 reviews)
"Not enough food on breakfast after 8:30am"

Reviewed on 2025/7/13

Quality Inn Poughkeepsie
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 NT$3,348 per night from Jul 31 to Aug 1
NT$3,348
NT$3,887 total
Jul 31 - Aug 1
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Was clean and front desk was very pleasant"

Reviewed on 2025/7/16

Hampton Inn & Suites Poughkeepsie
See all 2,504 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

Longest footbridge in the world....as viewed from Water Street.

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.

Poughkeepsie Bridge
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

Mid-Hudson Civic Center

4.5/5(7 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.

Mid-Hudson Civic Center

Frequently asked questions

How much does a Poughkeepsie vacation package cost?
You'll find cheap prices on Expedia for your Poughkeepsie escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Poughkeepsie costs.
What are the cheapest months to go to Poughkeepsie?
You can generally find reduced prices and better availability in January, February and March. Check out our cheap Poughkeepsie vacation packages and you could get some excellent off-season deals.
How many days is enough for Poughkeepsie?
Poughkeepsie vacations come in many shapes and sizes, but to get a real feel for this place, we'd suggest 2 days is about right. In this timeframe, you can visit top attractions like Mid-Hudson Children's Museum and Bardavon 1869 Opera House as well as underrated spots. Don't skip cool areas such as Crown Heights and Spackenkill either. If you're clever with your time, you can even take a day trip or two from Poughkeepsie too.
Is it worth booking a vacation package to Poughkeepsie?
Poughkeepsie offers everything you need for an unforgettable escape. Get your Poughkeepsie vacation off to a flying start by visiting popular attractions like Poughkeepsie Bridge.
How to find the best Poughkeepsie package deals?
Landing a cheap Poughkeepsie package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Poughkeepsie package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Poughkeepsie vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Poughkeepsie vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Poughkeepsie?
If you've got your Poughkeepsie travel dates locked in, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Poughkeepsie?

  1. Choose when to travel: Check your diary and get your bags packed. Your favorite season and the type of activities available will also help you decide when to visit Poughkeepsie.
  2. Calculate your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Poughkeepsie.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Poughkeepsie. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Poughkeepsie vacation package for you.

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