Title: South Side Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,469 Expedia.ca [Hotels in South Side](https://expedia.ca/South-Side-Mount-Vernon-Hotels.0-n553248635976482206-0.Travel-Guide-Filter-Hotels)[Flights to Mount Vernon](https://expedia.ca/Cheap-Flights-To-Mount-Vernon.d178172.Travel-Guide-Flights)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635976482206.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Side 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 South Side Price found within the past 48 hours. Click for updated prices. ![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 $1,469 per person Apr 25 - Apr 27 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 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/524d3c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan CA $2,010 per person Apr 25 - Apr 29 found 4 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,001 reviews) Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby. Reviewed on Feb 2, 2026 ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan CA $1,628 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 8.8/10 Excellent! (6,546 reviews) The room was spotless, and location was fantastic. This is a very old hotel which a lot of history. The microwave and ice is in the lobby. Reviewed on Feb 6, 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 $2,194 per person Apr 25 - Apr 29 found 4 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (159 reviews) Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping. Reviewed on Jan 3, 2026 ![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 $2,436 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to New York (JFK) 9/10 Wonderful! (1,723 reviews) Room ok Nothing special, would need q r Reviewed on Feb 5, 2026 ## South Side 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 $176 CA $262 total Feb 22 - Feb 23 includes taxes & fees 7.2/10 Good! (6,684 reviews) Writing was ok except bar and restaurant Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=553248635976482206) ![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 $194 CA $291 total Feb 8 - Feb 9 includes taxes & fees 8.2/10 Very Good! (6,447 reviews) Everything and everyone was great! Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=23677&PinnedHotelID=23677&HadPinnedHotel=true®ionId=553248635976482206) ![Hyatt Regency Times Square](https://images.trvl-media.com/lodging/1000000/30000/25000/24954/4493e452_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Times Square 1605 Broadway New York NY Fully refundableReserve now, pay when you stay CA $208 CA $307 total Feb 22 - Feb 23 includes taxes & fees 8.6/10 Excellent! (438 reviews) Front desk on checkout tried to charge me service despite paying it on arrival, the man was very rude when I queried it, shouldn't be working there Reviewed on Feb 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=24954&PinnedHotelID=24954&HadPinnedHotel=true®ionId=553248635976482206) [See all 12,139 properties in South Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976482206) 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) ## Frequently asked questions ### How much does a South Side vacation package cost? ### How do I get a cheap travel package to South Side? ### Where should I stay in South Side? ### What are the top hotels in South Side? ### How far in advance should I book my South Side vacation? ### What does an Expedia South Side travel package include? ### What should I know before booking a South Side travel package? ### Can I choose my airline with a South Side Expedia vacation package? ### If I'm not able to travel, can I cancel my South Side vacation package? ### Discover the most popular places to visit in South Side #### Montefiore Mount Vernon Hospital Though Montefiore Mount Vernon Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Mount Vernon while you are here. [](https://expedia.ca/Montefiore-Mount-Vernon-Hospital-North-Side.d553248635997987056.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.