Poughkeepsie Waterfront Packages (Flight + Hotel)

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Top Poughkeepsie Waterfront Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
per person
27 Sept - 2 Oct
found 1 day ago
Return direct flight included
London (LON) to White Plains (HPN)
8.2/10 Very Good! (2,197 reviews)
I love this place and the staff ! Excellent place to stay !! It’s very clean and the area is quiet and nice ! The staff are awesome .

Reviewed on 6 Aug 2025

Top hotels in Poughkeepsie Waterfront

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is ฿3,169 per night from 2 Sept to 3 Sept
฿3,169
฿3,743 total
2 Sept - 3 Sept
includes taxes & fees
7.4/10 Good! (502 reviews)
"Beds are comfortable with great bedding"

Reviewed on 5 Aug 2025

The Crossroads Hotel, Newburgh
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is ฿3,682 per night from 17 Aug to 18 Aug
฿3,682
฿4,276 total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The bathroom needed some work. The edges and corners have a lot of dirt build up"

Reviewed on 3 Aug 2025

Holiday Inn Express Poughkeepsie by IHG
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 ฿4,235 per night from 17 Aug to 18 Aug
฿4,235
฿4,743 total
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"It was very conveniently located, walkable to the downtown historic areas of town, shopping and restaurants"

Reviewed on 8 Aug 2025

Best Western Plus Kingston Hotel And Conference Center
See all 973 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.

Popular places to visit

Locust Grove

You can browse the exhibits at Locust Grove, a museum with a storied past, during your holiday in Poughkeepsie. Stroll along the riverfront or attend a sporting event in the area.

Locust Grove

Springside National Historic Site

You can find out about the history of Poughkeepsie with a stop at Springside National Historic Site. Amble around the area's riverfront or attend a sporting event.

Springside National Historic Site

What to do in Poughkeepsie Waterfront

Have you hugged an alpaca today?

Alpaca and Llama Trek in Pleasant Valley

฿1,572
per adult
Alpaca and Llama Trek in Pleasant Valley
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

฿2,195
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
Hudson Valley Wine Country Tour w/ Wine & Food Tasting from NYC

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC

฿5,158
per adult
Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
See all activities in Poughkeepsie Waterfront

Frequently asked questions

How much does a Poughkeepsie Waterfront holiday package cost?
You can grab a holiday package to this top destination from ฿28,878 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?

  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 travel to Poughkeepsie Waterfront.
  2. 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.
  3. 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.
  4. Bundle your accommodation and airfare: Once you've settled on your trip dates and duration, book the right Poughkeepsie Waterfront holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.