Title: City Island Vacation Packages & Trips 2026 from CA $1,149 | 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. ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/c9a40759_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,149 per person May 27 - May 31 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (1,011 reviews) Beautiful place with large rooms and dinner/breakfast included Reviewed on Mar 13, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/26ae58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan CA $2,487 per person Apr 19 - Apr 24 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (1,005 reviews) The staff was very friendly and the ambience was nice. However, the room was very cramped and had to be careful not to fall over columns and bed on the way to the bathroom. Walls were thin and there was no facial soap provided. Reviewed on Mar 13, 2026 ![Park Central Hotel New York](https://images.trvl-media.com/lodging/1000000/10000/4200/4164/cb48c512_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central Hotel New York Manhattan CA $1,432 per person May 21 - May 28 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,962 reviews) Room was a little dirty. Some trash in the closet and socks left under the bed skirt from the previous person. The rooms show their age. Reviewed on Mar 15, 2026 ![NobleDEN Hotel](https://images.trvl-media.com/lodging/9000000/8690000/8682300/8682234/cb1dc844_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### NobleDEN Hotel Manhattan CA $1,577 per person Apr 19 - Apr 24 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.8/10 Exceptional! (1,547 reviews) Great friendly staff, they are very helpful. The hotel was great, clean and the rooms were awesome. Balcony was a nice area, and the roof top view was great. Would stay agian. Reviewed on Mar 16, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $2,163 per person May 16 - May 19 found 6 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (196 reviews) Absolutely everything. Amazingly appointed room, very friendly stafff. Reviewed on Mar 1, 2026 ## Ready to book your vacation to City Island? Choose your dates ## City Island Hotel Deals ![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 $232 CA $334 total Mar 29 - Mar 30 includes taxes & fees 8.2/10 Very Good! (6,545 reviews) Really didn’t have any additional perks other than a fitness center and that the location was right next door to Grand Central Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=23677&PinnedHotelID=23677&HadPinnedHotel=true®ionId=6247728) ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/2bf1f7f9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton New York Times Square Hotel 811 7th Ave New York NY Fully refundableReserve now, pay when you stay CA $202 CA $292 total Mar 22 - Mar 23 includes taxes & fees 7.4/10 Good! (7,215 reviews) The rooms were clean. The staff were not very polite and helpful. My stay was nice but I will not book here again. Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=6247728) ![Paramount Times Square – A Generator Hotel](https://images.trvl-media.com/lodging/1000000/30000/24300/24245/36225ad2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Paramount Times Square – A Generator Hotel 235 West 46th Street New York NY Fully refundableReserve now, pay when you stay CA $123 CA $209 total Mar 22 - Mar 23 includes taxes & fees 7.6/10 Good! (2,252 reviews) Perfect location, near time square and close to many restaurants. We will definitely stay there again. Only thing missing was a view. Reviewed on Mar 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=24245&PinnedHotelID=24245&HadPinnedHotel=true®ionId=6247728) [See all 12,268 properties in City Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F03%2F2026&endDate=18%2F03%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 4.5/5(3,459 reviews) 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 4.5/5(2,909 reviews) 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 4.5/5(443 reviews) 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 ![SUMMIT One Vanderbilt Experience Tickets](https://mediaim.expedia.com/localexpert/44823095/69768059-7b68-4af5-af08-632f7fa5549a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### SUMMIT One Vanderbilt Experience Tickets CA $66 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/summit-one-vanderbilt-experience-tickets.a44823095.activity-details) ![Edge Observation Deck at Hudson Yards](https://mediaim.expedia.com/localexpert/50517646/3634f4eb-66d1-44eb-83e8-cdc5ea6e8f62.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Observation Deck at Hudson Yards CA $48 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/edge-observation-deck-at-hudson-yards.a50517646.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 $110 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) [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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