Castle Point Vacation Packages

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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.

Top Castle Point Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,431 reviews)
This is my 3rd stay at this hotel and as always i enjoyed myself. The amenities, the staff, the surrounding areas, and the spectacular views, make for an amazing stay.

Reviewed on Jun. 2, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
One of the Best hotel I have ever stayed. Little small, little pricey, but they did everything right.

Reviewed on Jun. 25, 2025

Harpoon House

Harpoon House

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very Good! (120 reviews)
I only stayed one night because I had an evening event in the area. I wish I would have stayed longer. It would have been a great place for me to get some rest and it inspired me as an author to write. I was also able to walk to the beach. I could have ridden one of the provided bikes. Lovely serene place. Also close to many eclectic shops and restaurants

Reviewed on Jul. 5, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very Good! (531 reviews)
We had an overall great stay and will be back. Especially loved nights out on the beach!

Reviewed on Jun. 22, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (474 reviews)
The property is beautiful and clean and centrally located. The staff were very helpful and kind.

Reviewed on Jul. 3, 2025

Ready to book your vacation to Castle Point?

 

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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
The price is CA $172 per night from Jul 27 to Jul 28
CA $172
CA $212 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Good breakfast, parking and near the woodbury outlet mall"

Reviewed on Jul. 3, 2025

Hampton Inn Harriman Woodbury
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Jul 13 to Jul 14
CA $176
CA $199 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"This was a pretty good value for the money. The hotel was mostly clean but they allow pets and you can tell. Pets lower the cleanliness of any place and the fact that so many people have allergies that affect the ability to rate the stay any higher. Also, I had to ask them to clean my room after ..."

Reviewed on Jul. 2, 2025

HYATT house Fishkill/Poughkeepsie
Wingate by Wyndham Fishkill
Wingate by Wyndham Fishkill
3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 7 to Jul 8
CA $135
CA $152 total
Jul 7 - Jul 8
includes taxes & fees
7.4/10 Good! (434 reviews)
"The room was clean and quiet. The bed was comfortable. The breakfast wasn’t good if you want healthy choices. We skipped it the second day."

Reviewed on Jun. 30, 2025

Wingate by Wyndham Fishkill
See all 782 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Castle Point vacation package cost?
You'll find cheap prices from CA $729 on Expedia for your Castle Point break. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Castle Point costs.
What are the cheapest months to go to Castle Point?
If you're hoping to snag a cheap Castle Point vacation package, consider travelling in January, February and March. You'll generally find lower prices on airfares and hotels during these months --- perfect for budget-conscious travellers.
How many days is enough for Castle Point?
Typically, a handful of days is enough to visit the main attractions during your Castle Point vacation. But if you want to have some time to chill out or go on day trips, consider extending your trip.
How to find the best Castle Point package deals?
Begin your search for a Castle Point package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Castle Point package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castle Point adventure underway.
Is it cheaper to book a Castle Point vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your Castle Point trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
How to plan a trip to Castle Point?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Castle Point.
  2. Budget wisely: In addition to the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Castle Point.
  3. Decide how long to go away for: Now that you're up to speed on Castle Point, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Castle Point vacation package.

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