Title: Adventure Vacations in City Island 2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # City Island Adventure Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Adventure hotel deals in City Island Price found within the past 48 hours. Click for updated prices. ![Radio Hotel](https://images.trvl-media.com/lodging/74000000/73540000/73530400/73530346/e6a69d63_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Radio Hotel Manhattan CA $748 per person Jan 16 - Jan 22 found 5 hours ago Roundtrip non-stop flight included Vancouver (YVR) to New York (JFK) 8.6/10 Excellent! (2,613 reviews) Good service and good spaced rooms Reviewed on Dec 9, 2025 ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $972 per person Feb 12 - Feb 17 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 2025 ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,086 per person Jan 12 - Jan 19 found 7 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (1,002 reviews) Electric charging in back Reviewed on Dec 9, 2025 ![Grayson Hotel in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/78000000/77130000/77126300/77126225/b853a11c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grayson Hotel in the Unbound Collection by Hyatt Manhattan CA $1,057 per person Feb 12 - Feb 17 found 12 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9.2/10 Wonderful! (848 reviews) Fabulous atmosphere, lovely rooms, friendly and helpful staff, all around a great choice - right near Bryant Park as well so an extremely nice part of town Reviewed on Dec 9, 2025 ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sound View Greenport CA $827 per person Jan 11 - Jan 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 8.6/10 Excellent! (590 reviews) Great room with amazing views! Staff was fantastic and the food was great too Reviewed on Nov 28, 2025 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure holidays in City Island Price found within the past 48 hours. Click for updated prices. ![Royalton Park Avenue](https://images.trvl-media.com/lodging/4000000/3580000/3573000/3572938/4b89dc26_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Royalton Park Avenue Manhattan CA $639 per person Jan 29 - Feb 2 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 9/10 Wonderful! (1,004 reviews) Service. Personalized service and true care Reviewed on Dec 2, 2025 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan CA $1,019 per person Feb 12 - Feb 15 found 7 hours ago Roundtrip flight included Toronto (YTZ) to New York (NYC) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 ![The Langham, New York, Fifth Avenue](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/f11b4f1b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, New York, Fifth Avenue Manhattan CA $1,501 per person Feb 12 - Feb 15 found 6 hours ago Roundtrip flight included Toronto (YTZ) to New York (JFK) 9.4/10 Exceptional! (1,001 reviews) Asked for a WSJ and provided; daily! Didn’t expect it Reviewed on Dec 1, 2025 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in City Island Price found within the past 48 hours. Click for updated prices. ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $804 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 2025 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/7801a5d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge CA $1,675 per person Feb 13 - Feb 16 found 1 hour ago Roundtrip flight included Toronto (YYZ) to New York (NYC) 8.8/10 Excellent! (1,000 reviews) The view is soooo good! Reviewed on Dec 2, 2025 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan CA $1,019 per person Feb 12 - Feb 15 found 7 hours ago Roundtrip flight included Toronto (YTZ) to New York (NYC) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in City Island Price found within the past 48 hours. Click for updated prices. ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windrose On Hudson CA $703 per person Jan 29 - Feb 2 found 4 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (NYC) 7.8/10 Good! (80 reviews) Clean room, staff were very welcoming Reviewed on Dec 8, 2025 ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $850 per person Feb 12 - Feb 16 found 15 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 2025 ![Grayson Hotel in the Unbound Collection by Hyatt](https://images.trvl-media.com/lodging/78000000/77130000/77126300/77126225/b853a11c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grayson Hotel in the Unbound Collection by Hyatt Manhattan CA $996 per person Feb 12 - Feb 16 found 15 hours ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (848 reviews) Fabulous atmosphere, lovely rooms, friendly and helpful staff, all around a great choice - right near Bryant Park as well so an extremely nice part of town Reviewed on Dec 9, 2025 Don't see what you're looking for? See all available trips from Columbus to City Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=NYC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to City Island ](https://expedia.ca/Cheap-Flights-To-City-Island.d6247728.Travel-Guide-Flights)[ City Island Hotels ](https://expedia.ca/City-Island-Hotels.d6247728.Travel-Guide-Hotels)[ City Island Vacation Rentals ](https://expedia.ca/City-Island-Vacation-Rentals.d6247728.Travel-Guide-VacationRentals)[ City Island Car Rentals ](https://expedia.ca/Car-Rentals-In-City-Island.d6247728.Car-Rental-Guide)[ City Island Vacations ](https://expedia.ca/City-Island.d6247728.Destination-Travel-Guides)[ Things to do in City Island ](https://expedia.ca/Things-To-Do-In-City-Island.d6247728.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app