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.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Jun. 14 - Jun. 16
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.8/10 Good! (1,017 reviews)
I’ve stayed here twice because of the convenience of walking to places. The wallpaper is not in ideal condition and wa glued awkwardly in many places. The staff is very helpful. I wish it had an actual restaurant.

Reviewed on Apr. 27, 2025

Stamford Suites

Stamford Suites

3 out of 5
Downtown Stamford
per person
Jun. 23 - Jun. 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
5.6/10 (23 reviews)
Convenience. Full kitchen and spacious rooms

Reviewed on Apr. 12, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Jun. 19 - Jun. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,010 reviews)
Always nice to stay at

Reviewed on Apr. 29, 2025

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
per person
Jun. 23 - Jun. 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.6/10 (30 reviews)
Nice view from the apartment and great for business trip.

Reviewed on Dec. 16, 2024

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
per person
Jun. 30 - Jul. 4
just found
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,290 reviews)
Over all the place was great and convenient.

Reviewed on Apr. 28, 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 Frances Lehman Loeb Art Center or Vassar Golf Course.

Find hotels in Arlington

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Poughkeepsie Hotel Deals

DoubleTree by Hilton Poughkeepsie
DoubleTree by Hilton Poughkeepsie
4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from May 19 to May 20
CA $163
CA $191 total
includes taxes & fees
May 19 - May 20
8.2/10 Very Good! (1,001 reviews)
"The Doubletree is an excellent option for anyone interested in staying in downtown Poughkeepsie. I have stayed there on three different occasions in the last three months, each time for several days,and have always had a good experience. The staff is friendly and welcoming, the parking is free, access ..."

Reviewed on Apr. 27, 2025

DoubleTree by Hilton Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from May 12 to May 13
CA $163
CA $190 total
includes taxes & fees
May 12 - May 13
8.6/10 Excellent! (1,007 reviews)
"Great clean place to stay"

Reviewed on Apr. 28, 2025

Hyatt Place Poughkeepsie / Hudson Valley
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 $148 per night from May 7 to May 8
CA $148
CA $172 total
includes taxes & fees
May 7 - May 8
7.8/10 Good! (335 reviews)
"We chose this hotel for its convenience to Vassar College for a visit and it proved to be convenient, comfortable, and affordable. Special appreciation to the night desk clerk who, when I asked if there was a place we could purchase a phone charger because my son had forgotten to bring his, told ..."

Reviewed on Apr. 12, 2025

Quality Inn Poughkeepsie
See all 2,435 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Poughkeepsie vacation package cost?
Offering great value package deals from CA $584 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

Have you hugged an alpaca today?

Alpaca and Llama Trek in Pleasant Valley

CA $66
per adult
Alpaca and Llama Trek in Pleasant Valley
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.