Castle Point Vacations from $509

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,047, price is now $509 per person
$509
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
6.8/10 (289 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $2,722, price is now $1,415 per person
$1,415
per person
Jul 10 - Jul 12
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was $4,994, price is now $2,698 per person
$2,698
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (912 reviews)
Friendly staff, good coffee nearby and a restaurant next to the place. We will be staying again.

Reviewed on May 10, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Save 100% on your flight
Price was $2,819, price is now $1,588 per person
$1,588
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $4,410, price is now $2,705 per person
$2,705
per person
Jul 1 - Jul 4
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,004 reviews)
We love 1Hotel. This was our fourth visit. However, this visit was different. From the loud music playing until two oclock in the morning, to the garbage left behind outside the entrance to the nightclub, the vibe was not at all what we experienced previously during our trips to Brooklyn. We sincerely hope the decision to use the upstairs floor as a nightclub is reconsidered. Being kept awake by loud music is not acceptable. Also, there was a bag of trash sitting on top of the trashcan for two days.Such a shame for this beautiful hotel. Attention to detail is what made this hotel so special.

Reviewed on May 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Castle Point
View all trips

Discover the most popular places to visit in Castle Point

Mowed cross country runners course in Bowdoin Park Wappingers Falls New York

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

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

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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$116 nightly
The price is $143 total per night from May 11 to May 12
$143 total
May 11 - May 12
Total with taxes and fees
8.4/10 Very Good! (1,011 reviews)
The hotel is a bit dated to some but that’s what keeps the city rif raff away. Hikers and outdoor enthusiasts stay here so be prepared to use the grounds and stay outside most of the time. When you finally do crash inside you will find very comfortable beds, amazing views and complimentary water. ...

Reviewed on May 10, 2026

Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from May 26 to May 27
$137 total
May 26 - May 27
Total with taxes and fees
9/10 Wonderful! (1,015 reviews)
Nice place comfortable room friendly staff

Reviewed on May 9, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Jun 1 to Jun 2
$91 total
Jun 1 - Jun 2
Total with taxes and fees
6.6/10 (1,024 reviews)
Not sure if it was unfortunate timing, but their system was down so we couldn’t get our reserved room. There was nobody on site and no clue when they would be there to fix it. Had to get another hotel.

Reviewed on May 10, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
See all 781 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Castle Point vacation package cost?
You'll find cheap prices from $509 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.