Poughkeepsie Holidays

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Top Flight + Hotel Deals in Poughkeepsie

Price found within the past 48 hours. Click for updated prices.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
per person
26 Sept - 29 Sept
found 1 hour ago
Return flight included
Dublin (DUB) to White Plains (HPN)
8.2/10 Very Good! (2,139 reviews)
I left my phone charger in the room during my last stay a few weeks ago. The staff stored it in a designated place for left behind items. When I returned this past weekend, I was able to retrieve it. Thank you RR staff.

Reviewed on 29 Jun 2025

Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
per person
4 Aug - 7 Aug
found 2 hours ago
Return flight included
Dublin (DUB) to White Plains (HPN)
7/10 Good! (241 reviews)
the property is outdated, there are no modern (usb, etc) connections. the TV system is also old, the furniture is old. but for the price its a good deal. the AC works well, the staff is not bothersome, the place is quiet except for the occasional ghetto clients that want to spend all day with their kids in front of property. there are 2 ice machines but only one works. the property is on a hill, hence the name. so walking to the local stores is a hike. as far as ECO, i dont know hot that applies to this property. overall , I have been to the place several times and for the price , with the location it is a bargain.

Reviewed on 1 Jul 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
26 Sept - 29 Sept
found 1 hour ago
Return flight included
Dublin (DUB) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
Parking was great, walkable amenities in the area, such as a Starbucks and restaurants close by

Reviewed on 2 Jul 2025

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
per person
26 Sept - 29 Sept
found 1 hour ago
Return flight included
Dublin (DUB) to White Plains (HPN)
9/10 Wonderful! (1,149 reviews)
Always enjoy my stay, but this time they gave me a different room that was a little difficult for me and my wheelchair

Reviewed on 3 Jul 2025

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 coffee shops 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

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 €112 per night from 22 Jul to 23 Jul
€112
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The location was perfect for my stay."

Reviewed on 28 Jun 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 €108 per night from 28 Jul to 29 Jul
€108
28 Jul - 29 Jul
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"My room was absolutely beautiful"

Reviewed on 3 Jul 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 €99 per night from 30 Jul to 31 Jul
€99
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Great place to stay!
"Excellent hotel! The breakfast was especially nice. Convenient location for our travels in the Hudson Valley."

Reviewed on 3 Jul 2025

Holiday Inn Express Poughkeepsie by IHG
See all 2,488 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.

Popular places to visit

Mid-Hudson Bridge showing a bridge, a bay or harbour and a river or creek

Mid-Hudson Bridge

Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system.

Mid-Hudson Bridge

Vassar College

Enjoy the student vibe when you visit Vassar College during your travels in Poughkeepsie. Amble around the area's riverfront or attend a sporting event.

Vassar College

Marist College

Enjoy the student vibe when you visit Marist College during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront.

Marist College

What to do in Poughkeepsie

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

€115
per adult
Beacon: Gourmet Beacon Food Tour
Taste the Hudson Valley with Gourmet Beacon Food Tour

Taste the Hudson Valley with Gourmet Beacon Food Tour

€118
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

€57
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Poughkeepsie

Frequently asked questions

How much does a Poughkeepsie holiday package cost?
You'll find cheap prices from €788 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.

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