Castle Point Vacations from $583
Book a Hotel + Flight or Car together to unlock savings
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.
1 Hotel Central Park
Manhattan
$2,604
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,020 reviews)
The hotel is in a great location but was disappointed in my room. The closet was more like a cupboard and I had to get creative on hanging my
clothes. There is no chest for drawers. The lighting switches are confusing but figured them out. Even on the full lighting, the room is dim. The staff was great.
Reviewed on Aug 30, 2026
33 Hotel, New York City, Seaport
Manhattan
$598
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
What a wonderful NYC experience!
Felt like we were the only ones there , the way everyone treated us! Awesome service.. great food and the use of space made the room more useful than most hotels I’ve been to (and I’ve traveled extensively!)
I will be happy to return!
Reviewed on Aug 29, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
$1,254
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)
The hotel is very well situated, and we got great service (shoutout to Manuel at reception!). The public areas and the room were all very clean and well maintained. The room doors slam very loudly, and so when other guests leave or arrive early morning or late at night we hear doors slamming. It would be accommodating if complimentary water bottles were replenished daily and not just upon arrival. We would stay there again!
Reviewed on Aug 30, 2026
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Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$140 nightly
$173 total
Sep 3 - Sep 4
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
"The beds were comfy! The a/c was great! The view was overgrown and half dead trees. There is NO ELEVATOR! On Sunday, brunch at 1915 restaurant was a Princess Barbie brunch even though it was a big weekend for West Point. I prefer to stay anywhere but Overlook lodge. What a terrible stay! I should ..."
Reviewed on Aug 31, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$100 nightly
$116 total
Sep 20 - Sep 21
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Friendly staff."
Reviewed on Aug 31, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$101 nightly
$117 total
Sep 23 - Sep 24
Total with taxes and fees
9/10 Wonderful! (1,052 reviews)
"The breakfast was really good! The staff were very kind and accommodating. The room was clean but not impeccable. It was, however, dark. No random flashing lights or blinking alarms. And that's pretty wonderful."
Reviewed on Aug 30, 2026
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 $583 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.