Poughkeepsie Vacation Packages

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Your Poughkeepsie Vacation

Design your ideal adventure with a Poughkeepsie vacation package tailored to your needs and preferences. Rich history, cultural experiences and spectacular views are just a few of the things that await you in this historic city. Any trip to Poughkeepsie needs a well-designed itinerary. Fill yours with big-name attractions like Marist College, Vassar College and Culinary Institute of America. A couple of clicks is all it takes to create the perfect Poughkeepsie vacation on Expedia.

Top Poughkeepsie Vacation Deals

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Price was CA $852, price is now CA $697 per person
CA $697
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
8.4/10 Very Good! (1,000 reviews)
We stayed here on the way home from a road trip. It was a cozy place to sleep for the night.

Reviewed on Aug. 18, 2025

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Price was CA $855, price is now CA $697 per person
CA $697
per person
Oct 30 - Nov 2
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (2,216 reviews)
Great location, very clean

Reviewed on Aug. 24, 2025

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Price was CA $1,012, price is now CA $842 per person
CA $842
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to White Plains (HPN)
6.8/10 (1,007 reviews)
We really enjoyed our stay

Reviewed on Aug. 24, 2025

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
Downtown Stamford
Price was CA $1,703, price is now CA $1,425 per person
CA $1,425
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
10/10 Exceptional! (16 reviews)
cleanliness. quiet.

Reviewed on Aug. 20, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Price was CA $2,069, price is now CA $1,733 per person
CA $1,733
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to White Plains (HPN)
9.2/10 Wonderful! (197 reviews)
A great experience. Highly Recommend this hotel

Reviewed on Aug. 18, 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

Ready to book your vacation to Poughkeepsie?

 

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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 CA $141 per night from Sep 21 to Sep 22
CA $141
CA $163 total
Sep 21 - Sep 22
includes taxes & fees
7.6/10 Good! (402 reviews)
"Overall good stay"

Reviewed on Aug. 24, 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 CA $164 per night from Aug 31 to Sep 1
CA $164
CA $192 total
Aug 31 - Sep 1
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 CA $151 per night from Sep 14 to Sep 15
CA $151
CA $175 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Extremely understaffed at check in, waited 30 minutes to check in. No pool, yet pictures on web site indicate a pool ! Cards didn't work returning to room late at night, no apologies from from desk for massive inconvenience."

Reviewed on Aug. 24, 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.
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Discover the most popular places to visit in Poughkeepsie

Eleanor Roosevelt National Historic Site

You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront.

Eleanor Roosevelt National Historic Site

What to do in Poughkeepsie

Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

CA $92
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

CA $66
per adult
Alpaca and Llama Trek in Pleasant Valley
Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

CA $181
per adult
Beacon: Gourmet Beacon Food Tour
See all activities in Poughkeepsie

Frequently asked questions

How much does a Poughkeepsie vacation package cost?
Offering great value package deals from CA $697 on Expedia, you'll be surprised at how little a vacation to Poughkeepsie costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Poughkeepsie?
January, February and March are the best times to search for cheap Poughkeepsie vacation packages. Opting to travel in less busy periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Poughkeepsie?
Dedicate at least 2 days for your Poughkeepsie vacation if you want to take in everything that makes this place special. Wander around key areas, including Crown Heights and Spackenkill. Then make a beeline for top sights like Eleanor Roosevelt National Historic Site and Hyde Park Railroad Station. With a clever itinerary, you can keep busy with room for some rest time too. Want to travel beyond Poughkeepsie? Consider an excursion or two.
Is it worth booking a vacation package to Poughkeepsie?
It's no wonder a Poughkeepsie vacation is on the to-do list of many travellers. Leading attractions like Poughkeepsie Bridge are just the start of things to keep you busy here.
How to find the best Poughkeepsie package deals?
Begin your search for a Poughkeepsie package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Poughkeepsie package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Poughkeepsie adventure underway.
Is it cheaper to book a Poughkeepsie vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can tailor your Poughkeepsie trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Poughkeepsie?
If you're planning a spontaneous Poughkeepsie adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Poughkeepsie?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to visit Poughkeepsie.
  2. Set a budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Poughkeepsie. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to experience in Poughkeepsie. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Poughkeepsie vacation package that brings all your bookings together.

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