Title: City Island Vacation Packages & Trips 2026 from CA $1,342 | 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://images.trvl-media.com/place/6247728/b9475b9b-c6e8-41b6-b1a6-b3209ffb33d6.jpg?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. ![Candlewood Suites New York City-Times Square by IHG](https://images.trvl-media.com/lodging/2000000/1950000/1942000/1941936/db633732_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Candlewood Suites New York City-Times Square by IHG Manhattan CA $1,342 per person Apr 7 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.4/10 Very Good! (1,594 reviews) great location and staff Reviewed on Jan 28, 2026 ![The Towers at Lotte New York Palace](https://images.trvl-media.com/lodging/5000000/4200000/4195300/4195208/02d4f5a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Towers at Lotte New York Palace Manhattan CA $2,653 per person Apr 8 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (638 reviews) Close to major shopping and multiple dining options Reviewed on Jan 21, 2026 ![Casa Francesca 6BR Villa & Heated Pool](https://images.trvl-media.com/lodging/122000000/121730000/121727000/121726965/f3a4b1b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Francesca 6BR Villa & Heated Pool CA $3,666 per person Apr 8 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) No reviews ![Hotel Beacon](https://images.trvl-media.com/lodging/8000000/7430000/7422500/7422476/f9ce7133_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Beacon Manhattan CA $1,779 per person Apr 7 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.4/10 Exceptional! (1,350 reviews) The Hotel Beacon is a beautiful hotel. The staff has been amazing, friendly and helpful. The rooms were clean and comfortable. The bed was best hotel bed I’ve ever slept in. The location was great. I would definitely recommend to anyone looking for a place to stay in New York. Reviewed on Jan 27, 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 $3,174 per person Apr 8 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,000 reviews) The entire stay was exceptional! From the point of entry to departure 10/10 Reviewed on Jan 29, 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 $173 CA $258 total Feb 8 - Feb 9 includes taxes & fees 7.2/10 Good! (6,627 reviews) Me encantó Super bonito todo Reviewed on Jan 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=6247728) ![Hotel Edison Times Square](https://images.trvl-media.com/lodging/1000000/10000/6300/6260/df9c2f28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Edison Times Square 228 W 47th St New York NY CA $148 CA $236 total Feb 4 - Feb 5 includes taxes & fees 8.4/10 Very Good! (5,134 reviews) Staff, front desk personnel Diane. And the clean rooms! They were great! Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F02%2F2026&endDate=05%2F02%2F2026&selected=6260&PinnedHotelID=6260&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 $138 CA $164 total Feb 5 - Feb 6 includes taxes & fees 8.2/10 Very Good! (3,246 reviews) We arrived early coming in from a winter storm. The door man and check in staff was very friendly and inviting, and were able to get us a room right away. The room was very nice and up to date. Would definitely choose this hotel again. Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F02%2F2026&endDate=06%2F02%2F2026&selected=3859014&PinnedHotelID=3859014&HadPinnedHotel=true®ionId=6247728) [See all 12,228 properties in City Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F01%2F2026&endDate=01%2F02%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 featuring a city, central business district and signage](https://images.trvl-media.com/place/502080/1b2fa2e6-3780-4b5a-b35e-46d8f59f476f.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://images.trvl-media.com/place/6056463/0054a878-d879-4caf-9c4c-5709743ae206.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) ![NewYork_MadisonSquareGarden_6291778_8](https://images.trvl-media.com/place/6291778/100a91d6-4c2c-4f29-9372-94725c3c5e3a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Madison Square Garden Whether you’re performing here, watching your favorite sports team or entertainer or touring the venue, you’re in for an exciting event. [](https://expedia.ca/Madison-Square-Garden-Manhattan.d6291778.Vacation-Attraction) ### What to do in City Island ![Empire State Building Observatory Tickets - General Admission & Express](https://mediaim.expedia.com/localexpert/183589/9475331e-dfba-4d2e-b7e7-2117ea2d5f04.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Empire State Building Observatory Tickets - General Admission & Express CA $67 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 $124 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 $86 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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