Title: City Island Vacation Packages & Trips 2026 from CA $831 | Expedia.ca [City Island Travel Guide](https://expedia.ca/City-Island.dx6247728)[Hotels in City Island](https://expedia.ca/City-Island-Hotels.d6247728.Travel-Guide-Hotels)[Vacation Rentals in City Island](https://expedia.ca/City-Island-Vacation-Rentals.d6247728.Travel-Guide-VacationRentals)[Flights to City Island](https://expedia.ca/Cheap-Flights-To-City-Island.d6247728.Travel-Guide-Flights)[Things to do in City Island](https://expedia.ca/Things-To-Do-In-City-Island.d6247728.Travel-Guide-Activities)[City Island Car Rentals](https://expedia.ca/Car-Rentals-In-City-Island.d6247728.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # City Island Vacation Packages ## 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 ## Top City Island Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hotel Alameda Highline](https://images.trvl-media.com/lodging/5000000/4340000/4339600/4339531/165c4fb8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alameda Highline Manhattan CA $831 per person Feb 16 - Feb 19 found 12 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 7.6/10 Good! (793 reviews) No frills but good location and meets all the needs. Reviewed on Jan 4, 2026 ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Topping Rose House CA $833 per person Mar 12 - Mar 15 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (136 reviews) Great rooms, staff and food Reviewed on Sep 28, 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 $1,939 per person Mar 19 - Mar 22 found 12 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.4/10 Exceptional! (1,001 reviews) The Langham properties have become a go to for us and it’s because of the service delivery standards experienced at the London, Pasadena and NYC properties. Our 4 night stay was a busy one as our December 31st arrival meant we had to be quick at checking in time to head out for our dinner plans. Staff has always been exceptionally professional and went so far as to be recognized by two staff members from our previous stay. There are many great hotels in NYC, but the Langham’s 5th Avenue location is absolutely, positively perfect. Thank you for the warm welcome and excellent customer service. Reviewed on Jan 5, 2026 ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan CA $996 per person Apr 10 - Apr 13 found 14 hours ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9.2/10 Wonderful! (3,348 reviews) The beds are exceptionally comfortable and clean, and the breakfast offers delightful variety. The friendly staff ensures a welcoming atmosphere. I highly recommend Riu Plaza in Manhattan for a wonderful stay. Reviewed on Jan 13, 2026 ![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 $2,136 per person Mar 12 - Mar 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) Got a suite and had to pay extra for wedding Reviewed on Jan 14, 2026 ## Ready to book your vacation to City Island? Choose your dates ## City Island Hotel Deals ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton New York Times Square Hotel 811 7th Ave New York NY Fully refundable CA $179 CA $266 total Feb 8 - Feb 9 includes taxes & fees 7.2/10 Good! (6,460 reviews) Love Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=6247728) ![Hyatt Grand Central New York](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Grand Central New York 109 East 42nd Street New York NY Fully refundableReserve now, pay when you stay CA $197 CA $295 total Jan 18 - Jan 19 includes taxes & fees 8.2/10 Very Good! (6,412 reviews) Clean room, nice staff, great location for airport and subway. Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=23677&PinnedHotelID=23677&HadPinnedHotel=true®ionId=6247728) ![DoubleTree by Hilton New York Downtown](https://images.trvl-media.com/lodging/4000000/3860000/3859100/3859014/c12088fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton New York Downtown 8 Stone St New York NY Fully refundableReserve now, pay when you stay CA $142 CA $168 total Feb 12 - Feb 13 includes taxes & fees 8.2/10 Very Good! (3,171 reviews) The room was a decent size with lots of space for storage. Area was close to shopping centers and places to eat. Staff was friendly and helpful. Reviewed on Jan 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=3859014&PinnedHotelID=3859014&HadPinnedHotel=true®ionId=6247728) [See all 12,107 properties in City Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F01%2F2026&endDate=19%2F01%2F2026®ionId=6247728) 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. ![](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) ### Discover the most popular places to visit in City Island ![Times Square](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/506000/506346-times-square.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Times Square New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists. [](https://expedia.ca/Times-Square-Manhattan.d502080.Vacation-Attraction) ![Central Park showing flowers, a park and a pond](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20008-Central-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Central Park Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic. [](https://expedia.ca/Central-Park-Manhattan.d6056463.Vacation-Attraction) ![Ed Sullivan Theater showing a city and signage as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/241000/241934-Ed-Sullivan-Theater.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Broadway Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well. [](https://expedia.ca/Broadway-Manhattan.d6064537.Vacation-Attraction) ### What to do in City Island ![Empire State Building Observatory Tickets - General Admission & Express](https://mediaim.expedia.com/localexpert/183589/395d00a1-5866-4692-bd12-9f8d421ec119.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Empire State Building Observatory Tickets - General Admission & Express CA $66 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/empire-state-building-observatory-tickets-general-admission-express.a183589.activity-details) ![Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions](https://mediaim.expedia.com/localexpert/182983/b75ff37e-f0d8-4444-ac4c-96607ca1ee17.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent CA $119 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/new-york-explorer-pass-visit-2-10-attractions-and-save-up-to-50-percent.a182983.activity-details) ![Statue of Liberty & Ellis Island Tour + Pedestal Access](https://mediaim.expedia.com/localexpert/269114/c77a0e68-0d01-4019-98a0-000d86e8cee6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Statue of Liberty & Ellis Island Tour: All Options CA $85 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/statue-of-liberty-ellis-island-tour-all-options.a269114.activity-details) [See all activities in City Island](https://expedia.ca/things-to-do/search?rid=6247728) ## Frequently asked questions ### Can I cancel my flight booking to City Island due to COVID-19? ### What's the best way to find cheap flights to City Island that have flexible change policies? ### What are some of the general tips for travelers to City Island during the COVID-19 outbreak? > - Research if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any requirements you'll have to follow on arrival, such as undergoing health assessments. > - Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes. > - To reduce the risk of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent. > - TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag for X-ray screening. > - To reduce handling during screening, put items such as your phone, keys and wallet into your carry-on rather than into the bins. > - Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA employee will need to open your bag for inspection. ### Which airlines fly to City Island? ### How can I find cheap tickets to City Island? ### How much is a flight to City Island? ### What are the most popular airports to fly into in City Island? ### When is the cheapest time to fly to City Island? ### How much is a plane ticket to City Island? ### Which airlines with flights to City Island employ COVID-19 cleanliness policies? > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Hotels near Bartow Pell Mansion Museum ](https://www.expedia.ca/Bartow-Pell-Mansion-Museum-Hotels.0-l6247790-0.Travel-Guide-Filter-Hotels) - [Hotels near Bay Plaza Shopping Center ](https://www.expedia.ca/Bay-Plaza-Shopping-Center-Hotels.0-l553248621558034951-0.Travel-Guide-Filter-Hotels) - [Hotels near Baychester Av. 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