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 St. James
Manhattan
Price was CA $1,591, price is now CA $1,077 per person
CA $1,077
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Loved our stay and close to pretty much everything. It’s clean and the staff is nice, nothing fancy just clean.
Reviewed on Jun 28, 2026
1 Hotel Brooklyn Bridge
Price was CA $4,180, price is now CA $2,473 per person
CA $2,473
per person
Jul 30 - Aug 2
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
The Towers at Lotte New York Palace
Manhattan
Price was CA $2,936, price is now CA $1,849 per person
CA $1,849
per person
Aug 24 - Aug 27
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (680 reviews)
A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally.
Thank you ~ Jon
Reviewed on Jun 20, 2026
Pendry Natirar
Price was CA $3,728, price is now CA $2,537 per person
CA $2,537
per person
Aug 13 - Aug 16
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (12 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.
Reviewed on Apr 26, 2026
San Carlos Hotel
Manhattan
Price was CA $1,899, price is now CA $1,294 per person
CA $1,294
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
The staff were extremely accommodating and I really appreciated their willingness to help.
Reviewed on Jun 27, 2026
Castle Point Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 12 to Jul 13
CA $165
CA $191 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Large room,very clean,exactly what we wanted"
Reviewed on Jun 27, 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 12 to Jul 13
CA $132
CA $152 total
Jul 12 - Jul 13
includes taxes & fees
8.2/10 Very good! (145 reviews)
"The room was clean. The mattress is very comfortable. Staff was nice. It’s a cheap hotel so it’s not fancy but it has everything you need and it’s clean."
Reviewed on Jun 26, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 1 to Jul 2
CA $194
CA $239 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"everything was amazing , my husband and I really enjoyed our time there"
Reviewed on Jun 26, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
