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.
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was CA $807, price is now CA $675 per person
CA $675
per person
Dec 4 - Dec 6
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.2/10 (197 reviews)
The staff was cool well informed only thing was the thermostat wasn’t working

Reviewed on Nov 2, 2026

Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was CA $1,399, price is now CA $1,115 per person
CA $1,115
per person
Jan 2 - Jan 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
9/10 Wonderful! (675 reviews)

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
Price was CA $1,158, price is now CA $979 per person
CA $979
per person
Jan 2 - Jan 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
8.6/10 Excellent! (1,317 reviews)

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was CA $1,133, price is now CA $968 per person
CA $968
per person
Dec 27 - Dec 29
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
our room was just okay not worth the money. The walls are paper thin could hear our neighbors full conversation at 6am. When we mentioned it to the front desk they could have cared less.

Reviewed on Nov 1, 2026

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Downtown Rochelle
Price was CA $2,050, price is now CA $1,775 per person
CA $1,775
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very good! (1,108 reviews)
It was a good place to stay . I'll stay again

Reviewed on Nov 2, 2026

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
A nighttime view of a bridge with colorful lights reflecting on the water.

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.

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Poughkeepsie Waterfront Hotel Deals

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 $154 per night from Nov 29 to Nov 30
CA $154
CA $179 total
Nov 29 - Nov 30
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Nov 3 to Nov 4
CA $98
CA $116 total
Nov 3 - Nov 4
includes taxes & fees
Ramada by Wyndham Newburgh/West Point
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Fully refundable
The price is CA $137 per night from Nov 29 to Nov 30
CA $137
CA $158 total
Nov 29 - Nov 30
includes taxes & fees
Comfort Suites Fishkill near Interstate 84
See all 993 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.
All Inclusive Vacations
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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 $675 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.

Stay near popular Poughkeepsie Waterfront attractions

A suspension bridge over a river with a forested hillside in the background.

Mid-Hudson Bridge

9.2/10 (235 reviews)
Cycle or walk across this high bridge for panoramic views and see it at night to appreciate its intricate lighting system.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.