Poughkeepsie Waterfront Vacation Packages

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Your Poughkeepsie Waterfront Vacation

When you book a vacation package to Poughkeepsie Waterfront, you can relax and enjoy your escape knowing that all your travel plans have been worked out ahead of time. Uncover the many charms of this city while staying in a neighborhood like Arlington, which is great for culture. Marist College, Vassar College and Franklin D. Roosevelt Presidential Library and Museum are just a few of the many sights worth visiting during your trip to Poughkeepsie Waterfront. A couple of clicks is all it takes to create your dream Poughkeepsie Waterfront vacation on Expedia.

Top Holiday Package Deals in Poughkeepsie Waterfront

Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was CA $1,160, price is now CA $888 per person
CA $888
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,060 reviews)
Second time staying here, property is beautiful but our room needed some serious TLC. We had to ask to have our shower curtain swapped out bc it smelled so baldly of mildew and the room was not properly cleaned. We found a pill, sunflower seed and other random debris on the carpet. And these weren’t found in the depths of the corners but in plain view to anyone who should have been cleaning. We enjoy staying here otherwise but they do need to be better

Reviewed on May 12, 2026

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was CA $6,138, price is now CA $4,378 per person
CA $4,378
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Price was CA $8,059, price is now CA $5,991 per person
CA $5,991
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1 review)
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Price was CA $6,255, price is now CA $4,671 per person
CA $4,671
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
4/10 (1 review)
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Price was CA $1,742, price is now CA $1,371 per person
CA $1,371
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)

Where to stay in Poughkeepsie Waterfront

Find the best Poughkeepsie Waterfront areas and neighborhoods for the activities you enjoy most. Learn more about Poughkeepsie Waterfront
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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

Poughkeepsie Waterfront Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from May 13 to May 14
CA $149
CA $167 total
May 13 - May 14
includes taxes & fees
7.4/10 Good! (1,009 reviews)
The carpet in our room smelled like urine. The staff was friendly however the hotel is very rundown and feels dirty. We spent as little time as possible there

Reviewed on May 10, 2026

Best Western Plus Kingston Hotel And Conference Center
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 31 to Jun 1
CA $109
CA $127 total
May 31 - Jun 1
includes taxes & fees
6.6/10 (1,026 reviews)
They canceled my reservation and me and my family were stranded!

Reviewed on May 10, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
The price is CA $162 per night from Jun 8 to Jun 9
CA $162
CA $188 total
Jun 8 - Jun 9
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
Great staff and great food

Reviewed on May 11, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 992 properties in Poughkeepsie Waterfront
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 Waterfront vacation package cost?
You can pick up a vacation package to this top destination from CA $888 on Expedia. However, how much your vacation to Poughkeepsie Waterfront costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Poughkeepsie Waterfront?
January, February and March are great times to search for cheap Poughkeepsie Waterfront vacation packages. Opting to travel in quieter periods means you can generally find better prices on accommodations and flights.
How many days is enough for Poughkeepsie Waterfront?
Poughkeepsie Waterfront vacations come in many shapes and sizes, but to really get a feel for this destination, we think 2 days is a good ballpark. With this timeframe, you can fit in major attractions like Bananas Comedy Club and Vassar Golf Course and track down some lesser-known spots. Don't forget to visit neighbourhoods such as Crown Heights and Spackenkill either. If you're clever with your time, you may even be able to take a day trip or two from Poughkeepsie Waterfront too.
How to find the best Poughkeepsie Waterfront package deals?
Use Expedia's filter tool to help you find some fabulous Poughkeepsie Waterfront package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Poughkeepsie Waterfront package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Poughkeepsie Waterfront vacation as a package?
You can enjoy significant savings on your Poughkeepsie Waterfront escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Poughkeepsie Waterfront?
If you have your Poughkeepsie Waterfront travel dates finalized, book early to score some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Poughkeepsie Waterfront?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Poughkeepsie Waterfront.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Poughkeepsie Waterfront. Then, pick a hotel that suits your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Determine how many days away: Start by listing all the activities and sights you want to get to in Poughkeepsie Waterfront. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Poughkeepsie Waterfront vacation package.

Discover the most popular places to visit in Poughkeepsie Waterfront

Springwood Estate - FDR Home

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

Things to do

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

CA $129
per adult
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
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.