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

2 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

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 ₩154,495 per night from Jul 9 to Jul 10
₩154,495
₩179,408 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"The location was perfect for my stay."

Reviewed on Jun 28, 2025

Hampton Inn & Suites 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 ₩154,495 per night from Jul 13 to Jul 14
₩154,495
₩180,953 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"I've stayed here a few times and I always have a good experience. The staff is always helpful and friendly and the rooms are clean and comfortable."

Reviewed on Jun 29, 2025

DoubleTree by Hilton Poughkeepsie Convention Center
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 ₩135,641 per night from Jul 30 to Jul 31
₩135,641
₩157,514 total
Jul 30 - Jul 31
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Great"

Reviewed on Jul 1, 2025

Holiday Inn Express Poughkeepsie by IHG
See all 2,484 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

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

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.