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 $939, price is now CA $787 per person
CA $787
per person
Jul 30 - Aug 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.6/10 (128 reviews)
The recently renovated rooms are ok, but unfortunately we were assigned one that is either in the process of being updated

Reviewed on Jun 22, 2026

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was CA $1,562, price is now CA $1,145 per person
CA $1,145
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to White Plains (HPN)
8/10 Very good! (1,009 reviews)
Bed was comfortable. Locations was great. So many restaurants in walking distance. No free breakfast but the Starbucks in the lobby was very good.

Reviewed on Jun 24, 2026

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was CA $1,269, price is now CA $1,064 per person
CA $1,064
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to White Plains (HPN)
8.2/10 Very good! (1,129 reviews)
It’s a very old property!! If you enjoy antiquities, this will serve you well.. The food at their restaurant is average, nothing to scream about!! The location is very nice, with the trees and landscapes..

Reviewed on Jun 24, 2026

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was CA $990, price is now CA $850 per person
CA $850
per person
Aug 8 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (3 reviews)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was CA $1,047, price is now CA $901 per person
CA $901
per person
Jul 30 - Aug 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.6/10 Excellent! (1,038 reviews)
Overall everything was great! The hotel listened to our request on having a room far away from the elevator.

Reviewed on Jun 22, 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
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Arlington

2 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.

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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 $183 per night from Jul 12 to Jul 13
CA $183
CA $213 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Stayed here for a wedding and it was a very clean hotel. Had to wait for my room to be ready because of a rush of other guests coming in which wasn't ideal but overall a nice place to stay"

Reviewed on Jun 25, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 12 to Jul 13
CA $142
CA $165 total
Jul 12 - Jul 13
includes taxes & fees
8.2/10 Very good! (144 reviews)
"The room was clean. The mattress is very comfortable. Staff was nice. It’s a cheap hotel so it’s not fancy but it has everything you need and it’s clean."

Reviewed on Jun 26, 2026

Spark by Hilton Fishkill
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is CA $1,560 per night from Jul 19 to Jul 20
CA $1,560
CA $1,824 total
Jul 19 - Jul 20
includes taxes & fees
9.4/10 Exceptional! (67 reviews)
"Amazing stay! Will be back"

Reviewed on May 16, 2026

Wildflower Farms, Auberge Collection
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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 $787 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 steel bridge over a body of water with autumn foliage in the background.

Poughkeepsie Bridge

9.2/5 (244 reviews)
You can learn about the history of Poughkeepsie with a trip to Poughkeepsie Bridge. While you're in the area, stroll along the riverfront.
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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.