Title: Roosevelt Island Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,115 Expedia.ca

[Roosevelt Island Travel Guide](https://expedia.ca/New-York-Roosevelt-Island.dx6156947)[Hotels in Roosevelt Island](https://expedia.ca/Roosevelt-Island-New-York-Hotels.0-n6156947-0.Travel-Guide-Filter-Hotels)[Flights to New York](https://expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)[Things to do in New York](https://expedia.ca/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities)[Roosevelt Island Car Rentals](https://expedia.ca/Car-Rentals-In-Roosevelt-Island.d6156947.Car-Rental-Guide)

![](https://images.trvl-media.com/place/2621/0491c0f3-e406-48df-b073-e80e18088b29.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Roosevelt 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 Holiday Package Deals in Roosevelt Island

Price found within the past 48 hours. Click for updated prices.

![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 $1,115

per person

Apr 2 - Apr 5

found 2 days ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,001 reviews)

Great location - expensive for your return.

Reviewed on Feb 16, 2026

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $2,274

per person

May 14 - May 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9.6/10 Exceptional! (159 reviews)

EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.

Reviewed on Feb 21, 2026

![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza New York Times Square

Manhattan

CA $1,439

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (2,790 reviews)

Our luggages were taken care off already while we were waiting in line for check in, staff consistently greeted guests, breakfast buffet was good value, and the buffet staff were efficient.

Reviewed on Feb 26, 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 $1,403

per person

Apr 8 - Apr 12

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)

9.2/10 Wonderful! (3,348 reviews)

Great place great people. Wonderful stay, great location.

Reviewed on Feb 26, 2026

## Where to stay in Roosevelt Island

Find the best Roosevelt Island areas and neighborhoods for the activities you enjoy most. [Learn more about Roosevelt Island](https://expedia.ca/New-York-Roosevelt-Island.dx6156947)

![Wall Street which includes heritage architecture, street scenes and a city](https://images.trvl-media.com/place/800081/fbf2809a-267b-454b-8811-4c86573502bf.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Manhattan

8 out of top 10 points of interest in this area

4.5/5(3,032 area reviews)

 Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue. 

[Find hotel + flight trips in Manhattan](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Manhattan&DestID=129440&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Midtown featuring a bay or harbor, a sunset and a city](https://images.trvl-media.com/place/6203489/cbab0591-a8a6-4833-a11f-4214a4d5c7ea.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Midtown

4.5/5(445 area reviews)

 Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal. 

[Find hotel + flight trips in Midtown](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Midtown&DestID=6203489&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Queensboro Bridge East River Manhattan Queens Roosevelt Island New York](https://images.trvl-media.com/place/149004/946631a4-0731-4223-b45d-f09a5a655b93.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Queens

3.5/5(395 area reviews)

 Largest NYC borough, Queens boasts linguistic diversity and a varied economy. Explore Flushing Meadows–Corona Park, catch a game at Citi Field, or attend the U.S. Open at the USTA Billie Jean King National Tennis Center. 

[Find hotel + flight trips in Queens](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Queens&DestID=149004&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Love this place 💒](https://images.trvl-media.com/place/6203489/565b08d8-09c5-458f-90cc-9c77632fe497.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Central New York City

 Known for its soaring skyscrapers and eye-catching views, there's plenty to explore in Central New York City. Check out top attractions like Times Square and Grand Central Terminal, and jump on the metro at 49th St. Station or 50 St. Station (Broadway) to see more of the city. 

[Find hotel + flight trips in Central New York City](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Central%20New%20York%20City&DestID=553248633938969338&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The High Line Park featuring a city, street scenes and a park](https://images.trvl-media.com/place/6142023/5790a52f-3ad1-44f3-b11b-54dfa8b85f8f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Chelsea

4/5(161 area reviews)

 Primarily residential with a thriving art scene, this area boasts over 200 galleries, the High Line park, and Chelsea Market for food lovers. Easily accessible via multiple subway lines and bus routes. 

[Find hotel + flight trips in Chelsea](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Chelsea&DestID=6142489&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Roosevelt 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 $183

CA $270 total

Mar 8 - Mar 9

includes taxes & fees

7.4/10 Good! (7,021 reviews)

Clean and nice.

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true&regionId=6156947)

![NEW YORKER BY LOTTE HOTELS](https://images.trvl-media.com/lodging/1000000/50000/41100/41009/cb62f2a4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

NEW YORKER BY LOTTE HOTELS

481 Eighth Ave. New York NY

Fully refundableReserve now, pay when you stay

CA $128

CA $215 total

Mar 2 - Mar 3

includes taxes & fees

8.2/10 Very Good! (6,396 reviews)

all was good

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=41009&PinnedHotelID=41009&HadPinnedHotel=true&regionId=6156947)

![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 $184

CA $278 total

Feb 28 - Mar 1

includes taxes & fees

8.2/10 Very Good! (6,492 reviews)

The staff was rude and the room was terrible. The only thing redeeming about this hotel is the location. The room was an okay size, but the bathroom was terrible. Not only was the bathroom tiny, the bathroom door looked like someone had taken it from the scrap heap. The cabinets were chipped and ...

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=23677&PinnedHotelID=23677&HadPinnedHotel=true&regionId=6156947)

[See all 13,232 properties in Roosevelt Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&regionId=6156947)

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 Roosevelt 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)

### Things to do

![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 $65

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/summit-one-vanderbilt-experience-tickets.a44823095.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 $121

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)

![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 $53

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/edge-observation-deck-at-hudson-yards.a50517646.activity-details)

[See all activities in New York](https://expedia.ca/things-to-do/search?rid=6156947)

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- [Upper West Side Hotels ](https://www.expedia.ca/Upper-West-Side-New-York-Hotels.0-n800075-0.Travel-Guide-Filter-Hotels)

- [Flights to New York ](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
- [Flights from Detroit (DTW) to New York (LGA) ](https://www.expedia.ca/lp/flights/dtw/lga/detroit-to-new-york)
- [Flights from Edmonton (YEG) to New York (LGA) ](https://www.expedia.ca/lp/flights/yeg/lga/edmonton-to-new-york)
- [Flights from Halifax (YHZ) to New York (LGA) ](https://www.expedia.ca/lp/flights/yhz/lga/halifax-to-new-york)
- [Flights from Ottawa (YOW) to New York (LGA) ](https://www.expedia.ca/lp/flights/yow/lga/ottawa-to-new-york)
- [Flights from Montreal (YUL) to New York (LGA) ](https://www.expedia.ca/lp/flights/yul/lga/montreal-to-new-york)
- [Flights from Vancouver (YVR) to New York (JFK) ](https://www.expedia.ca/lp/flights/yvr/jfk/vancouver-to-new-york)
- [Flights from Winnipeg (YWG) to New York (LGA) ](https://www.expedia.ca/lp/flights/ywg/lga/winnipeg-to-new-york)
- [Flights from Toronto (YYZ) to New York (LGA) ](https://www.expedia.ca/lp/flights/yyz/lga/toronto-to-new-york)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [5th Avenue ](https://www.expedia.ca/5th-Avenue-Manhattan.d6141747.Vacation-Attraction)
- [American Museum of Natural History ](https://www.expedia.ca/American-Museum-Of-Natural-History-Manhattan.d502072.Vacation-Attraction)
- [Bethesda Fountain ](https://www.expedia.ca/Bethesda-Fountain-Manhattan.d6065037.Vacation-Attraction)
- [Central Park ](https://www.expedia.ca/Central-Park-Manhattan.d6056463.Vacation-Attraction)
- [Central Park Zoo ](https://www.expedia.ca/Central-Park-Zoo-Manhattan.d502112.Vacation-Attraction)
- [Chrysler Building ](https://www.expedia.ca/Chrysler-Building-Manhattan.d6064535.Vacation-Attraction)
- [Empire State Building ](https://www.expedia.ca/Empire-State-Building-Manhattan.d502075.Vacation-Attraction)
- [Frick Collection ](https://www.expedia.ca/Frick-Collection-Manhattan.d6064541.Vacation-Attraction)
- [Grand Central Terminal ](https://www.expedia.ca/Grand-Central-Terminal-Manhattan.d502081.Vacation-Attraction)
- [Long Island City Vacations ](https://www.expedia.ca/Long-Island-City.d127357.Destination-Travel-Guides)
- [Madison Avenue ](https://www.expedia.ca/Madison-Avenue-Manhattan.d6200077.Vacation-Attraction)
- [Memorial Sloan-Kettering Cancer Center ](https://www.expedia.ca/Memorial-Sloan-Kettering-Cancer-Center-Manhattan.d6193877.Vacation-Attraction)
- [Metlife Building ](https://www.expedia.ca/MetLife-Building-Manhattan.d553248621555565908.Vacation-Attraction)
- [Metropolitan Museum of Art ](https://www.expedia.ca/Metropolitan-Museum-Of-Art-Manhattan.d502071.Vacation-Attraction)
- [Moma PS1 ](https://www.expedia.ca/MoMA-PS1-Queens.d553248621533117165.Vacation-Attraction)
- [Museum of Modern Art ](https://www.expedia.ca/Museum-Of-Modern-Art-Manhattan.d6064543.Vacation-Attraction)
- [Nbc Studios ](https://www.expedia.ca/NBC-Studios-Manhattan.d6165862.Vacation-Attraction)
- [Visit Upper East Side ](https://www.expedia.ca/New-York-Upper-East-Side.dx800076)
- [New York Vacations ](https://www.expedia.ca/New-York.d178293.Destination-Travel-Guides)
- [Visit New York ](https://www.expedia.ca/New-York.dx178293)
- [Radio City Music Hall ](https://www.expedia.ca/Radio-City-Music-Hall-Manhattan.d6047349.Vacation-Attraction)
- [Rockefeller Center ](https://www.expedia.ca/Rockefeller-Center-Manhattan.d502076.Vacation-Attraction)
- [Solomon R. Guggenheim Museum ](https://www.expedia.ca/Solomon-R-Guggenheim-Museum-Manhattan.d502070.Vacation-Attraction)
- [St. Patrick's Cathedral ](https://www.expedia.ca/St-Patricks-Cathedral-Manhattan.d502084.Vacation-Attraction)
- [Sutton Place Park ](https://www.expedia.ca/Sutton-Place-Park-Manhattan.d553248621555565994.Vacation-Attraction)
- [Theater District Vacations ](https://www.expedia.ca/Theater-District.d6157019.Destination-Travel-Guides)
- [Times Square ](https://www.expedia.ca/Times-Square-Manhattan.d502080.Vacation-Attraction)
- [Top of the Rock Observation Deck ](https://www.expedia.ca/Top-Of-The-Rock-Observation-Deck-Manhattan.d6229530.Vacation-Attraction)
- [Tramway Plaza ](https://www.expedia.ca/Tramway-Plaza-Manhattan.d6247518.Vacation-Attraction)
- [Trump Tower ](https://www.expedia.ca/Trump-Tower-Manhattan.d6227544.Vacation-Attraction)
- [United Nations Headquarters ](https://www.expedia.ca/United-Nations-Headquarters-Manhattan.d502049.Vacation-Attraction)
- [Upper East Side Vacations ](https://www.expedia.ca/Upper-East-Side.d800076.Destination-Travel-Guides)

- [Car rentals near New York ](https://www.expedia.ca/Car-Rentals-In-New-York.d178293.Car-Rental-Guide)

- [Things to do in New York ](https://www.expedia.ca/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.