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.
1 Hotel Brooklyn Bridge
Price was CA $3,237, price is now CA $1,990 per person
CA $1,990
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Toronto (YTO) 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
Heritage Hotel
Manhattan
Price was CA $1,791, price is now CA $1,171 per person
CA $1,171
per person
Jul 20 - Jul 24
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very Good! (1,753 reviews)
Neat clean & tidy, great location close to everything including subway stations and great eateries/bars.
Great price and staff. Would stay again.
Reviewed on May 11, 2026
JW Marriott Essex House New York
Manhattan
Price was CA $1,845, price is now CA $1,210 per person
CA $1,210
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,003 reviews)
The hotel was nice, room was very clean, bed was comfortable. The mini-fridge in the room was purely a minibar with no room for storage (and the door was stuck when I tried to use it). I didn’t ask about this, but it’s something to mention that was unexpected.
Reviewed on May 8, 2026
Hyatt Grand Central New York
Manhattan
Price was CA $1,354, price is now CA $894 per person
CA $894
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very Good! (6,856 reviews)
The location of this hotel was super convenient and made it easy to get around. The rooms were clean and the staff were friendly. Would definitely stay here again!
Reviewed on May 11, 2026
Castle Point Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is CA $167 per night from May 13 to May 14
CA $167
CA $205 total
May 13 - May 14
includes taxes & 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
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
The price is CA $162 per night from May 26 to May 27
CA $162
CA $188 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
Great staff and great food
Reviewed on May 11, 2026
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 31 to Jun 1
CA $109
CA $127 total
May 31 - Jun 1
includes taxes & fees
6.6/10 (1,025 reviews)
They canceled my reservation and me and my family were stranded!
Reviewed on May 10, 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.
