Castle Point Vacations from $447

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Your Castle Point Vacation

Say farewell to the hassle of planning and hello to a Castle Point vacation package. With the finer details organized before you leave, you can focus on discovering this city, starting with Poughkeepsie Waterfront, which is great for families, history and culture. Any trip to Castle Point needs a well-crafted itinerary. Fill yours with leading attractions like Poughkeepsie Galleria, Bowdoin Park and Dutchess Stadium. No matter your travel plans or the size of your budget, putting together a tailored Castle Point vacation is a cinch with Expedia.

The Latest Castle Point vacation packages

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 $877, price is now $447 per person
$447
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Beautifully decorated, comfortable and well-appointed rooms. Would have rated the Inn with 5 stars except for the noise from the carpet shampoo machine at 4pm while we were gathered with family by the lobby fireplace.

Reviewed on Dec 23, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,223, price is now $513 per person
$513
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
friendly easy location to the city attractions

Reviewed on Dec 22, 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was $1,011, price is now $504 per person
$504
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,184 reviews)
The heat and air was effective and the 40 dollar credit at the bar did the trick.

Reviewed on Dec 22, 2025

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was $911, price is now $466 per person
$466
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
The room was fine and the bed comfortable. My issue was with the elevator system. The usual wait time was 20 minutes. Going down was near impossible. By the time the elevator stopped on our floor, it was full and we had to wait on the next one. When you are on the 42nd floor and 70 years old, the stairs are not an option. Will not stay there again because of the computerized elevator system.

Reviewed on Dec 23, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was $942, price is now $484 per person
$484
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
My stay was really nice. Staff was friendly. Room was clean. Would have liked to have a fridge/microwave. Bed was comfortable. Hotel was very close to everything. Would stay again.

Reviewed on Dec 23, 2025

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Discover the most popular places to visit in Castle Point

Poughkeepsie Galleria

You can do some window-shopping at Poughkeepsie Galleria during your trip to Wappingers Falls. Stroll along the riverfront or attend a sporting event in the area.

Poughkeepsie Galleria

Bowdoin Park

Explore the great outdoors at Bowdoin Park, a lovely green space in Wappingers Falls. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Bowdoin Park

Fun Central

Enjoy a stop at Fun Central, an entertaining place to visit in Wappingers Falls. Amble around the area's riverfront or attend a sporting event.

Fun Central

Castle Point Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $120 total per night from Jan 11 to Jan 12
$120 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,012 reviews)
Verry clean

Reviewed on Dec 19, 2025

Hampton Inn Harriman Woodbury
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Jan 4 to Jan 5
$108 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (501 reviews)
Room was clean. Staff was kind. Good complimentary breakfast

Reviewed on Nov 23, 2025

Quality Inn Poughkeepsie
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Jan 4 to Jan 5
$113 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Parking was safe, secure, and easy.

Reviewed on Dec 7, 2025

Overlook Lodge at Bear Mountain
See all 755 properties in Castle Point
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.

Find the Best Castle Point Vacation Packages

Castle Point Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Fun Central, Dutchess Stadium and Bowdoin Park

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Frequently asked questions

How much does a Castle Point vacation package cost?
You'll find cheap prices from $447 on Expedia for your Castle Point escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Castle Point costs.
What are the cheapest months to go to Castle Point?
December, January and February are the best times to search for cheap Castle Point vacation packages. Choosing to travel in less busy periods means you can typically find better prices on accommodations and flights.
How many days is enough for Castle Point?
With a well-planned itinerary, you can easily hit the main Castle Point attractions in a handful of days. But if you want to venture off the beaten track or take day trips, think about booking your Castle Point vacation for longer.
How to find the best Castle Point package deals?
Use Expedia's filters to help you find some terrific Castle Point package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Castle Point package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Castle Point vacation as a package?
You can enjoy significant savings on your next Castle Point break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Castle Point?
Secure incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Castle Point break.
Does Expedia offer Book Now, Pay Later Castle Point vacation packages?
Your Castle Point trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.