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.
The Stamford Hotel
Downtown Stamford
CA $743
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.8/10 Good! (1,192 reviews)
Room was pretty dusty and the charger on the bedside table was disgustingly sticky.. not sure with what or why, one of the outlets didn’t work either, I had to play around with the plug to get the table lamp to work.. wasn’t the worst but also not the best. Parking was $32. Checked in around 7pm and checked out at 9am.. those are LA prices at a 5 star hotel with valet.
Reviewed on Aug 12, 2026
Westchester Marriott
CA $1,148
per person
Oct 23 - Oct 27
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.8/10 Excellent! (610 reviews)
You are paying exorbitant price for rooms but no continental fre breakfast? No clock in my room. Parking at your own risk. I have stayed in Marriots before. I will not stay at this one ever again. Also had to fork over $500 to cover for room damages want told about this. Never again.
Reviewed on Aug 11, 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
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.
Crown Heights
Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop.
Downtown Poughkeepsie
2 out of top 10 points of interest in this area
If you're spending some time in Downtown Poughkeepsie, Bardavon 1869 Opera House and Mid-Hudson Civic Center are top sights worth seeing.
Red Oaks Mill
The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria.
Union Street Historic District
When in Union Street Historic District, you can plan a visit to Mid-Hudson Civic Center and Bardavon 1869 Opera House, some noteworthy sights in the nearby area.
Poughkeepsie Waterfront Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $153
CA $178 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,037 reviews)
"Very clean property, bit further out from most of the other hotels but it is newer. Getting into the property is a bit more complicated as you enter via the storage center’s driveway"
Reviewed on Aug 12, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $171
CA $193 total
Aug 16 - Aug 17
includes taxes & fees
8.2/10 Very good! (966 reviews)
"Historic, charming, affordable and near many lovely things."
Reviewed on Aug 12, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
CA $108
CA $125 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Check in was good, friendly and fast. Room was not cleaned properly-the shower was disgusting and the floors had not been vacuumed in some time. When I told the front desk at check out they basically just shrugged. The toilet was in a very awkward position in the bathroom. The elevators were also ..."
Reviewed on Aug 11, 2026
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.
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 $743 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?
- 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.
- 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.
- 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.
- 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
Poughkeepsie Bridge
9.2/10 (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.
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.
Mid-Hudson Children's Museum
8.0/10 (23 reviews)
You can take time to visit Mid-Hudson Children's Museum during your travels to Poughkeepsie. While you're in the area, stroll along the riverfront.
LAUGH IT UP COMEDY CLUB
LAUGH IT UP COMEDY CLUB is just one of the places to see in Poughkeepsie, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or discover the area's sunsets.
Victor C. Waryas Park
Victor C. Waryas Park is just one of the places to see in Poughkeepsie, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or discover the area's sunsets.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.