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.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 19 - Jun. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,786 reviews)
Have to improve the quality of the Cocktails of the bar.

Reviewed on May 1, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 12 - Jun. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (76 reviews)
This property was one of nicest small hotels we have ever stayed at. You didn’t want to even leave the room!!!

Reviewed on Apr. 21, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 19 - Jun. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,632 reviews)
Hotel meraviglioso, centralissimo, nuovo, ottima colazione e personale super gentile. Un’ottima scoperta. Se dovessimo tornare, soggiorneremo sicuramente lì.

Reviewed on Apr. 28, 2025

The Manner in the Unbound Collection by Hyatt

The Manner in the Unbound Collection by Hyatt

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 12 - Jun. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (24 reviews)
Beautiful hotel! Everyone who works there goes out of their way to make you feel welcome and special! Loved the “Library”. After I got over the initial shock of no TV in the room, I embraced it and it was perfect. Fantastic location for food and shopping. I will definitely be back!! Michi was a fantastic addition!!

Reviewed on Mar. 3, 2025

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 19 - Jun. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (606 reviews)
We loved our stay at the Lotte Towers! The rooms were very spacious for our family of 4. We were provided a fridge on request. The views were amazing. The lifts were quick to get us to the 58th floor! Our rooms were serviced twice daily. Cannot fault anything at Lotte would love to return one day!!

Reviewed on Apr. 15, 2025

Ready to book your vacation to Castle Point?

 

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Castle Point Hotel Deals

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 $172 per night from May 4 to May 5
CA $172
CA $195 total
includes taxes & fees
May 4 - May 5
8.2/10 Very Good! (1,005 reviews)
"The staff, room and property were lovely. The view from the porch? Spectacular !!!"

Reviewed on Apr. 28, 2025

Overlook Lodge at Bear Mountain
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 $151 per night from May 19 to May 20
CA $151
CA $171 total
includes taxes & fees
May 19 - May 20
8.6/10 Excellent! (1,012 reviews)
"Super clean"

Reviewed on Apr. 28, 2025

HYATT house Fishkill/Poughkeepsie
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 $176 per night from May 6 to May 7
CA $176
CA $217 total
includes taxes & fees
May 6 - May 7
9/10 Wonderful! (1,001 reviews)
"Clean, comfortable. Good value."

Reviewed on Apr. 27, 2025

Hampton Inn Harriman Woodbury
See all 770 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 $1,206 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.