Poughkeepsie Vacations from ￥227,439

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The Latest Poughkeepsie Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Price was ￥269,535, price is now ￥227,439 per person
￥227,439
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to White Plains (HPN)
8/10 Very Good! (1,003 reviews)
Property is a little tired and needs updating. Gym has no dumbbells

Reviewed on Aug 23, 2025

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Price was ￥290,359, price is now ￥248,394 per person
￥248,394
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to White Plains (HPN)
7.8/10 Good! (1,106 reviews)
We enjoyed our stay 😃

Reviewed on Aug 24, 2025

Stanton House Inn

Stanton House Inn

3.5 out of 5
Price was ￥298,589, price is now ￥261,682 per person
￥261,682
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to White Plains (HPN)
9.6/10 Exceptional! (151 reviews)
Wonderful historic home

Reviewed on Aug 3, 2025

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Price was ￥332,225, price is now ￥298,538 per person
￥298,538
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
6.8/10 (1,007 reviews)
We really enjoyed our stay

Reviewed on Aug 24, 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was ￥279,880, price is now ￥253,864 per person
￥253,864
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to White Plains (HPN)
8.2/10 Very Good! (1,012 reviews)
Spacious, clean and modern rooms, friendlly staff and beautiful lobby. It felt relaxed, yet luxurious. I look forward to coming back for a future visit.

Reviewed on Aug 24, 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

1 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

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 ￥14,926 per night from Sep 21 to Sep 22
￥14,926
￥17,332 total
Sep 21 - Sep 22
includes taxes & fees
7.6/10 Good! (400 reviews)
"Great stay"

Reviewed on Aug 19, 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 ￥16,736 per night from Aug 27 to Aug 28
￥16,736
￥19,600 total
Aug 27 - Aug 28
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Great place to stay, the one thing I found missing was lack of coffee cups in the rooms. But overall a wonderful place, will be definitely back in a few weeks."

Reviewed on Aug 22, 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 ￥16,016 per night from Sep 14 to Sep 15
￥16,016
￥18,599 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Services"

Reviewed on Aug 23, 2025

Holiday Inn Express Poughkeepsie by IHG
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.

Discover the most popular places to visit in Poughkeepsie

Marist College

4.5/5(121 reviews)

Take a campus tour or just explore the area of Marist College, during your travels in Poughkeepsie. While you're in the area, stroll along the riverfront.

Marist College

What to do in Poughkeepsie

Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

￥9,903
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
Have you hugged an alpaca today?

Alpaca and Llama Trek in Pleasant Valley

￥7,094
per adult
Alpaca and Llama Trek in Pleasant Valley
See all activities in Poughkeepsie

Frequently asked questions

How much does a Poughkeepsie vacation package cost?
You'll find cheap prices from ￥227,439 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.