Title: City Island Vacation Packages & Trips 2026/2026 from CA $985 | 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) - ## 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. ![Courtyard New York Manhattan/ Midtown East](https://images.trvl-media.com/lodging/1000000/160000/151300/151297/9d70bdbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard New York Manhattan/ Midtown East Manhattan CA $985 per person Feb 12 - Feb 15 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9/10 Wonderful! (2,346 reviews) Room was great, staff was helpful! Disappointed that there was no shuttle to the airport. Also, no free coffee. Had to pay $4 for Starbucks from a machine - not great. Reviewed on Dec 7, 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 $992 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) Room is great and the staff is excellent 💯 Reviewed on Dec 5, 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 $997 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 ![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Essex House New York Manhattan CA $1,139 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to New York (JFK) 8.8/10 Excellent! (1,001 reviews) The price was most we ever paid for a room($907 night) We were there for the NYC Marathon and wanted to be in that area. We had a $25 day credit towards food and drinks, one morning we ate in restaurant and breakfast for 2 people was $104 before tip. They charge me $10 cup for coffee when it was complimentary in the lobby. We returned after long day and they did not leave washcloths, I went to front desk, she called housekeeping and said they would have them right up, 30 minutes later I called and they said they were on there way, after waiting I finally returned to front desk and told lady to tell me where to go and I would go get me some washcloths, she went herself and got some, when I returned to room my wife said housekeeping came but said they could only find one washcloth and brought it. $907 night, do your homework before you go. Reviewed on Nov 10, 2025 ![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lotte New York Palace Manhattan CA $1,154 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9/10 Wonderful! (1,723 reviews) The Christmas lobby and courtyard is beautiful but overrun with tourists, events guests, photo shoots that you can’t enjoy your own hotels facilities Reviewed on Dec 8, 2025 ## 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 refundableReserve now, pay when you stay CA $187 CA $275 total Jan 4 - Jan 5, 2026 includes taxes & fees 7.4/10 Good! (5,847 reviews) Perfect location for all of my favorite things to do. Luckily got the 48th floor and the elevators for floors 20 up have the least traffic. Room was great and all service received was good. One of my best visits to NY! Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%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 Fully refundableReserve now, pay when you stay CA $164 CA $257 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (4,822 reviews) Room was adequate - staff were over the top helpful. The only thing lacking was an adequate supply of hot water and a quiet (or less noisy) heating/cooling system. Reviewed on Dec 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=6260&PinnedHotelID=6260&HadPinnedHotel=true®ionId=6247728) ![PUBLIC, an Ian Schrager hotel](https://images.trvl-media.com/lodging/18000000/17120000/17117100/17117062/5c002de3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### PUBLIC, an Ian Schrager hotel 215 Chrystie St New York NY Fully refundableReserve now, pay when you stay CA $317 CA $439 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.4/10 Very Good! (3,108 reviews) Fire alarm went off. Reviewed on Dec 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=17117062&PinnedHotelID=17117062&HadPinnedHotel=true®ionId=6247728) [See all 11,299 properties in City Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F12%2F2025&endDate=10%2F12%2F2025®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) ![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) ![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) ### 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 $77 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/summit-one-vanderbilt-experience-tickets.a44823095.activity-details) ![Empire State Building General & Skip-the-Line Ticket Options](https://mediaim.expedia.com/localexpert/183589/44360760-6a9b-4575-86ef-bcfff3153cf6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Empire State Building Observatory Tickets - General Admission & Express CA $133 per adult **88%** 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 $122 per adult **82%** 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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