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
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
We occasionally go to Connecticut for events, and two years ago we stayed at this hotel. When we knew we were going back, we didn’t think twice about staying at Even, and we were excited to be back! The rooms are always spacious, comfortable, and clean. Reserve with full confidence! There is also a shopping center with excellent pizza just 6 minutes away walking.

Reviewed on Jun. 29, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Aug 14 - Aug 18
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.4/10 Good! (1,005 reviews)
Friendly staff, adequate rooms, but a little shabby

Reviewed on May 18, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (1,041 reviews)
We were given the smallest room on the floor and wonder if it was that we booked through Expedia. Carpet had big stains. Beds were comfortable and clean. No towel hooks and room service every other day.

Reviewed on Jun. 30, 2025

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
per person
Sep 1 - Sep 6
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
8.6/10 Excellent! (1,099 reviews)
Jackie at the front desk was so very nice and helpful!!

Reviewed on Jun. 22, 2025

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (1,053 reviews)
The property was in a very convenient location. However, for the price, it's dated, and we couldnt use the pool. Theres a lot of wallpaper repais that need to be done in the hallways and rooms. The place was clean, though, and the pillows were great!

Reviewed on Jun. 29, 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

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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 CA $151 per night from Jul 22 to Jul 23
CA $151
CA $175 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The location was perfect for my stay."

Reviewed on Jun. 28, 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 CA $156 per night from Jul 13 to Jul 14
CA $156
CA $183 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,006 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 Jun. 29, 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 $144 per night from Jul 13 to Jul 14
CA $144
CA $167 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Front desk very nice and helpful, room was cute and clean."

Reviewed on Jun. 26, 2025

Holiday Inn Express Poughkeepsie by IHG
See all 2,484 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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Frequently asked questions

How much does a Poughkeepsie vacation package cost?
Offering great value package deals from CA $535 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.

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

Beacon: Gourmet Beacon Food Tour

Beacon: Gourmet Beacon Food Tour

CA $182
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

CA $185
per adult
Taste the Hudson Valley with Gourmet Beacon Food Tour
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

CA $89
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm 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.