Wappingers Falls Vacation Packages

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Your Wappingers Falls Vacation

Say farewell to planning worries and hello to a Wappingers Falls vacation package. With everything organized before you leave, you can focus on discovering the best of this city, starting with Poughkeepsie Waterfront, which is great for families, history and culture. If a sightseeing tour is on the agenda during your trip to Wappingers Falls, look around major attractions like Poughkeepsie Galleria, Bowdoin Park and Dutchess Stadium. That dream Wappingers Falls vacation is clicks away. Browse accommodations, flights and more on Expedia for an adventure that's tailored just for you.

Top Wappingers Falls Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $875, price is now CA $553 per person
CA $553
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug. 12, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,302, price is now CA $2,350 per person
CA $2,350
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

Staypineapple, An Artful Hotel, Midtown

Staypineapple, An Artful Hotel, Midtown

3 out of 5
Manhattan
Price was CA $1,720, price is now CA $1,055 per person
CA $1,055
per person
Oct 27 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,037 reviews)
very friendly staff, water refill, good location although the particular street is not so nice,

Reviewed on Aug. 20, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,361, price is now CA $863 per person
CA $863
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
Beautiful view. Next to PATH train.

Reviewed on Aug. 22, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,261, price is now CA $802 per person
CA $802
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (6,263 reviews)
This hotel was exactly what we were hoping for. Close to all the Broadway theatres. Quiet room. Very clean room. Furniture could use an update but really how often are you spending in the room?! Took my daughter to see some shows for her birthday and it was the perfect location to everything. Would definitely stay again.

Reviewed on Aug. 23, 2025

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Wappingers Falls Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $136 per night from Sep 2 to Sep 3
CA $136
CA $160 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (522 reviews)
"I enjoyed the location. The place was clean and employees were very pleasant"

Reviewed on Aug. 21, 2025

The Crossroads Hotel, Newburgh
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Aug 25 to Aug 26
CA $183
CA $208 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
A cute bear themed hotel
"Overall our 2 nights stay at the hotel was good! It’s clean and comfortable. The lake was nice. The bear mt inn has multiple buildings around the lake. We got a room on 2Fl at the overlook lodge which was a bit far from the main building with no elevator. We didn’t bring a car so we had to walk back ..."

Reviewed on Aug. 20, 2025

Overlook Lodge at Bear Mountain
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is CA $1,411 per night from Sep 22 to Sep 23
CA $1,411
CA $1,641 total
Sep 22 - Sep 23
includes taxes & fees
9.4/10 Exceptional! (52 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on May 15, 2025

Wildflower Farms, Auberge Resorts Collection
See all 1,043 properties in Wappingers Falls
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 Wappingers Falls vacation package cost?
Offering excellent value package deals from CA $553 on Expedia, you'll be surprised at how little a vacation to Wappingers Falls costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Wappingers Falls?
The off-season is the best time to travel to Wappingers Falls if you're trying to keep costs down. Another tip for finding cheap Wappingers Falls vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Wappingers Falls?
The ideal duration of your Wappingers Falls vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to check out all the major sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Wappingers Falls?
During your Wappingers Falls vacation, you can look forward to enjoying some top-notch history and culture. Leave enough room in your schedule to check out major sights like Poughkeepsie Galleria and Bowdoin Park.
How to find the best Wappingers Falls package deals?
Bagging a cheap Wappingers Falls package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Wappingers Falls package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Wappingers Falls vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Wappingers Falls vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Wappingers Falls?
If you've got your Wappingers Falls vacation dates confirmed, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Wappingers Falls?

  1. Choose when to get away: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to vacation in Wappingers Falls.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Wappingers Falls. Then, select a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go away for: Now that you're up to speed on Wappingers Falls, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Wappingers Falls vacation package that brings all your bookings together.

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