Poughkeepsie Holidays

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Our guide on where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie
A marina with several boats docked at sunset.

Poughkeepsie Waterfront

2 out of top 10 points of interest in this area

You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Walkway Over the Hudson State Historic Park or Mid-Hudson Bridge.

Find hotels in Poughkeepsie Waterfront

Poughkeepsie Holiday

Our pick of the best Poughkeepsie Hotel Deals

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 NZ$232 per night from 3 Aug to 4 Aug
NZ$232
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,025 reviews)
"Loved my stay and the man George at the bar was super friendly made you feel right at home I highly recommend"

Reviewed on 15 July 2026

Hyatt Place Poughkeepsie / Hudson Valley
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 NZ$228 per night from 26 July to 27 July
NZ$228
26 July - 27 July
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"My two night stay was perfect. I had a lovely room. The staff members were very friendly and welcoming. I walked across the street to Alex's Restaurant for two of my meals. The free parking was very much appreciated. Thanks to all"

Reviewed on 14 July 2026

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 NZ$139 per night from 9 Aug to 10 Aug
NZ$139
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Pretty bad hotel very outdated has potential. Pool was closed should be cheaper because of the condition and location."

Reviewed on 14 July 2026

Holiday Inn Express Poughkeepsie by IHG
See all 2,519 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.

Stay near popular Poughkeepsie attractions

A large, stately building with a symmetrical facade, stone detailing, and green shutters.

Eleanor Roosevelt National Historic Site

9.4/10 (111 reviews)
Explore the only National Historic Site dedicated to a First Lady at Eleanor Roosevelt's Val-Kill Cottage. Wander through her modest home where she shaped her humanitarian legacy after FDR's presidency.
See properties

Frequently asked questions

How much does a Poughkeepsie holiday 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 holiday 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 holiday packages and you could get some excellent off-season deals.
How many days is enough for Poughkeepsie?
Poughkeepsie holidays 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 holiday package to Poughkeepsie?
Poughkeepsie offers everything you need for an unforgettable escape. Get your Poughkeepsie holiday 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 customise your search by "Amenities," "Property type," "Traveller 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 holiday as a package?
Expedia holiday 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 personalised Poughkeepsie holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 favourite 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 accommodation: Once you've settled on your trip dates and duration, lock in the ideal Poughkeepsie holiday package for you.

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