Poughkeepsie Waterfront Holidays
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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 coffee shops 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 coffee shops, 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
Get to know Red Oaks Mill by checking out its river views, waterfalls and breweries. Consider a visit to nearby sights like Locust Grove or Poughkeepsie Galleria during your time in the area.
Union Street Historic District
While Union Street Historic District isn't home to many top sights, Mid-Hudson Civic Center and Bardavon 1869 Opera House are some notable places to visit nearby.
Top hotels in Poughkeepsie Waterfront
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
S$192
16 Sept - 17 Sept
includes taxes & fees
8.2/10 Very good! (1,015 reviews)
"The Beekman Arms is conveniently located in the heart of downtown Rhinebeck, walking distance to great restaurants and shops. The rooms are dated, but clean, comfortable, and quite spacious. The staff is amazing."
Reviewed on 14 Sept, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$149
23 Sept - 24 Sept
includes taxes & fees
9/10 Wonderful! (1,070 reviews)
"Fantastic staff, very clean room and a great breakfast. Highly recommend this hotel"
Reviewed on 14 Sept, 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
S$133
4 Oct - 5 Oct
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"The room was fairly clean the bathroom could have been cleaned better and there were roaches in the room and bathroom, room was very spacious and quiet"
Reviewed on 12 Sept, 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 holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday package, consider visiting in January, February and March. You'll usually find lower rates on flights and accommodation 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 holiday. 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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your next Poughkeepsie Waterfront escape by booking a customised holiday 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 holiday package to Poughkeepsie Waterfront?
If you have your Poughkeepsie Waterfront holiday 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 accommodation and airfare: Once you've settled on your trip dates and duration, book the right Poughkeepsie Waterfront holiday package for you.
Stay near popular Poughkeepsie Waterfront attractions
Poughkeepsie Bridge
9.2/10 (244 reviews)
You can learn about the history of Poughkeepsie when you stop by 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
S$30
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.