Poughkeepsie Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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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Crown Heights

Visitors to Crown Heights enjoy its coffee shops, and if you want to do some exploring, Hudson River is worth a stop.

Find hotels in Crown Heights

Top hotels in 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 S$171 per night from 9 Jul to 10 Jul
S$171
9 Jul - 10 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Thank you for all the wonderful service and beautiful hotel. It was the perfect spot for our family to gather for my grandmas funeral."

Reviewed on 18 Jun, 2025

Hampton Inn & Suites Poughkeepsie
DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is S$171 per night from 13 Jul to 14 Jul
S$171
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Friendly, clean, spacious, and perfectly located for our weekend plans. However, one of the two elevators was out of service the whole time we were there, and that made the wait around checkout time ridiculous. We were able to get parking in the garage every time we needed it, but we took the last ..."

Reviewed on 8 Jun, 2025

DoubleTree by Hilton Poughkeepsie
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 S$176 per night from 24 Jun to 25 Jun
S$176
24 Jun - 25 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"It was good"

Reviewed on 13 Jun, 2025

Hyatt Place Poughkeepsie / Hudson Valley
See all 2,483 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.

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.

Popular places to visit

Chance Theater

Chance Theater

Enjoy a performance at Chance Theater, a popular theatre in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Chance Theater

What to do in Poughkeepsie

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

S$170
per adult
Beacon: Gourmet Beacon Food Tour
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

S$84
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

S$174
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in Poughkeepsie

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.