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.
The Inn At Fox Hollow Hotel
Price was CA $1,530, price is now CA $1,022 per person
CA $1,022
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
Such a charming hotel with wonderful rooms. The Resturant and food are fabulous!
Reviewed on Mar 18, 2026
WestHouse New York
Manhattan
Price was CA $3,051, price is now CA $1,979 per person
CA $1,979
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,006 reviews)
Very quiet hotel in the heart of manhattan. Lovely rooms that were quite large by NYC standards. Bed was comfortable. Room well appointed. Could use more thoughtful lighting in areas where you unpack luggage, and lobby bar closure a little disappointing. However the breakfast was absolutely excellent and the evening appetizer and cocktail time a very nice addition to the stay. Definitely a hidden gem! Would for sure stay again.
Reviewed on Mar 21, 2026
Interfaith 21
Manhattan
Price was CA $1,861, price is now CA $1,213 per person
CA $1,213
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (32 reviews)
The room was very clean and staff super friendly! Recommended!
Reviewed on Mar 20, 2026
1 Hotel Brooklyn Bridge
Price was CA $5,748, price is now CA $3,748 per person
CA $3,748
per person
May 31 - Jun 5
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.
Reviewed on Mar 10, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $1,547, price is now CA $1,033 per person
CA $1,033
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
The staff were terrific,, accessible and welcoming... Rooms were kept so clean. Staff at the breakfast buffet were gracious and helpful...
Great location...
Will be back...
Michael & Sarah C.
Reviewed on Mar 26, 2026
Castle Point Hotel Deals
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Apr 5 to Apr 6
CA $164
CA $202 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (1,074 reviews)
The room is small but fairly clean. I didn’t see any stains anywhere. Bathroom has a nice size, no closet. Small cabinet with a mini fridge and tv, so the side. The staff were super nice and gave cookies when checking in. The shuttle bus was supposed to run from 9 to 9 but stopped at 5pm (the driver ...
Reviewed on Mar 21, 2026
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Apr 22 to Apr 23
CA $160
CA $186 total
Apr 22 - Apr 23
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room with comfortable bed and nice bathroom. Friendly staff.
Reviewed on Mar 23, 2026
Courtyard by Marriott Fishkill
17 Westage Drive Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Mar 30 to Mar 31
CA $165
CA $186 total
Mar 30 - Mar 31
includes taxes & fees
8.8/10 Excellent! (760 reviews)
Staff was very nice . Gave us water bottles , and i loved that they didn’t come knocking on the door as soon as it was checkout time
Reviewed on Mar 18, 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.
