Poughkeepsie Holidays from AU$2,736

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Your Poughkeepsie Holiday

The rich history, cultural experiences and spectacular views are three of the many reasons why travellers adore this historic city. Discover this vibrant destination the way you want with a Poughkeepsie holiday package. If your trip to Poughkeepsie includes a little sightseeing, hit up much-loved attractions like Marist College, Culinary Institute of America and Vassar College. No matter your travel plans or budget, putting together a tailored Poughkeepsie holiday is easy with Expedia.

The Latest Poughkeepsie Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
per person
20 Sept - 23 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
5.6/10 (39 reviews)
Very old not well maintained property

Reviewed on 30 Jun. 2025

Westchester Marriott

Westchester Marriott

4.5 out of 5
per person
20 Sept - 23 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.8/10 Excellent! (307 reviews)
Always have a nice stay at a Marriott

Reviewed on 3 Jul. 2025

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
per person
20 Sept - 23 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.6/10 Excellent! (1,233 reviews)
Great staff! OLD, Small TV without “smart” function in Rooms, Bar at the hotel closed for a wedding , which is an inconvenience for the guests.

Reviewed on 30 Jun. 2025

Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
per person
20 Sept - 23 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to Newburgh (SWF)
9.6/10 Exceptional! (51 reviews)
Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch

Reviewed on 15 May 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
per person
20 Sept - 23 Sept
found 15 hours ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.2/10 Very Good! (951 reviews)
Nice hall and bar, but food was not that good…

Reviewed on 5 Jul. 2025

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
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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

Poughkeepsie Holiday

Poughkeepsie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
30,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
SplashDown Beach, Chance Theatre and Benmarl Vineyards and Winery

Our pick of the best 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 AU$202 per night from 29 July to 30 July
AU$202
29 July - 30 July
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The location was perfect for my stay."

Reviewed on 28 Jun. 2025

Hampton Inn & Suites Poughkeepsie
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 AU$172 per night from 13 July to 14 July
AU$172
13 July - 14 July
includes taxes & fees
7.8/10 Good! (365 reviews)
"It was cool"

Reviewed on 1 Jul. 2025

Quality Inn 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 AU$203 per night from 13 July to 14 July
AU$203
13 July - 14 July
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 29 Jun. 2025

DoubleTree by Hilton Poughkeepsie Convention Center
See all 2,482 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Discover the most popular places to visit in Poughkeepsie

Marist College

5/5(1 review)

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

Bardavon 1869 Opera House

Enjoy a performance at Bardavon 1869 Opera House, a theatre with a story to tell in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.

Bardavon 1869 Opera House

What to do in Poughkeepsie

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

AU$205
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

AU$207
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
See all activities in Poughkeepsie

Frequently asked questions

How much does a Poughkeepsie holiday package cost?
You'll find cheap prices from AU$2,736 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.