Poughkeepsie Waterfront Vacations from ￥263,631
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The Latest Poughkeepsie Waterfront Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Luxury NYC Home with Free Parking for 12
￥331,093
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on Feb 11, 2026
3BR Prime Luxury NY - Free Parking
￥431,741
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
6/10 (1 review)
Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected.
Reviewed on Mar 30, 2026
Upscale Modern Luxury 3BR Home
￥293,574
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
4/10 (1 review)
Property was missing needed items and it took two days to get them(coffee maker). For the price you get what you’d expect. Older property with some updates needed. Everything worked but older appliances.
Reviewed on Jan 23, 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 Frances Lehman Loeb Art Center or Vassar Golf Course.
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
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
￥15,112
￥17,549 total
Oct 14 - Oct 15
includes taxes & fees
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
￥20,936
￥23,685 total
Sep 22 - Sep 23
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
￥16,375
￥19,015 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,073 reviews)
"Service and warmness . Feel like home. With a group of 16 seniors staying for five nights ( plus a dog) , we had a great reunion . Will be back next year !"
Reviewed on Sep 18, 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 grab a vacation package to this top destination from ￥263,631 on Expedia. However, how much your vacation to Poughkeepsie Waterfront costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Poughkeepsie Waterfront?
If you're hoping to score a cheap Poughkeepsie Waterfront vacation package, consider visiting in January, February and March. You'll usually find lower rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Poughkeepsie Waterfront?
Usually, a handful of days is enough to check out the main attractions during your Poughkeepsie Waterfront vacation. But if you prefer to have more time to rest or go on day trips, consider extending your itinerary.
How to find the best Poughkeepsie Waterfront package deals?
Finding a cheap Poughkeepsie Waterfront package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Poughkeepsie Waterfront package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Poughkeepsie Waterfront vacation as a package?
You can enjoy significant savings on your next Poughkeepsie Waterfront escape by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. 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 vacation dates finalized, book early to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
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 travel to Poughkeepsie Waterfront.
- Set a budget: Factor in 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 fits your budget, whether that's a wallet-friendly stay or a more upscale retreat.
- Decide your trip length: Consider how much time you'd like to spend discovering Poughkeepsie Waterfront. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Poughkeepsie Waterfront vacation package for you.
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.
Things to do
Hallows and Hauntings of Hyde Park Ghost Tour
￥3,842
per adult
Farm Tour at Clover Brooke Llama/Alpaca/Goat Farm
￥3,442
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.