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.
Red Carpet Inn

Red Carpet Inn

2 out of 5
Cove - East Side - Shippan
Price was CA $628, price is now CA $507 per person
CA $507
per person
May 1 - May 4
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.6/10 (1,008 reviews)
Clean rooms even though I stayed in a smoking room it didn't smell like smoke I was surprised it was a last minute option definitely will stay there again

Reviewed on Mar 16, 2026

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Price was CA $3,689, price is now CA $2,616 per person
CA $2,616
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $2,055, price is now CA $1,619 per person
CA $1,619
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
3/10 (4 reviews)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was CA $2,080, price is now CA $1,647 per person
CA $1,647
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was CA $869, price is now CA $695 per person
CA $695
per person
May 16 - May 19
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to White Plains (HPN)
8/10 Very Good! (1,379 reviews)
The staff here are so friendly and welcoming. Although the property is older the fireplace and sitting area are well maintained and relaxing. The hot, free breakfast is decent as well.

Reviewed on Mar 26, 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

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.

Find hotels in Arlington

Poughkeepsie Waterfront Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Mar 29 to Mar 30
CA $165
CA $185 total
Mar 29 - Mar 30
includes taxes & fees
7.6/10 Good! (1,000 reviews)
There was a mystery pill found on the floor in the room. Lucky my dog didnt eat it. Still taking him to the vet. The hotel staff had nothing to say about it and even tried to take away the evidence. Also, anyone can walk in and wander around. Doors open without a key.

Reviewed on Mar 23, 2026

Best Western Plus Kingston Hotel And Conference Center
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Apr 19 to Apr 20
CA $160
CA $186 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room with comfortable bed and nice bathroom. Friendly staff.

Reviewed on Mar 23, 2026

Hampton Inn & Suites Poughkeepsie
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
The price is CA $1,557 per night from Apr 13 to Apr 14
CA $1,557
CA $1,818 total
Apr 13 - Apr 14
includes taxes & fees
Wildflower Farms, Auberge Collection
See all 959 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.
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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 $507 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.

Discover the most popular places to visit in Poughkeepsie Waterfront

Springwood Estate - FDR Home

Eleanor Roosevelt National Historic Site

You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront.

Eleanor Roosevelt National Historic Site

Things to do

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

CA $129
per adult
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
See all activities in Poughkeepsie
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.