South Side Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
South Side Hotel Deals
ROW NYC
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
CA $213
CA $314 total
Aug 23 - Aug 24
includes taxes & fees
8.2/10 Very good! (853 reviews)
"La recepcionista Shakima nos dio una excelente atención, estamos muy agradecidos con ella y le agradecemos mucho su atención y amabilidad"
Reviewed on Aug 9, 2026
Hyatt Grand Central New York
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
CA $211
CA $311 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (7,550 reviews)
"Wonderful hotel in the heart of Manhattan! Easy access to Grand Central Station. The staff was so friendly, helpful, and accommodating. The room was impeccably clean and well-appointed. Loved our stay there!"
Reviewed on Aug 9, 2026
Lotte New York Palace
455 Madison Ave New York NY
Fully refundableReserve now, pay when you stay
CA $554
CA $680 total
Aug 13 - Aug 14
includes taxes & fees
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.
Frequently asked questions
How much does a South Side vacation package cost?
From as low as CA $1,322, you can custom build your South Side vacation package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to South Side?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got everything you need. Choose the combination that suits you and watch your savings grow. We know a package deal is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotels across the globe, which lets you customize your South Side adventure.
Where should I stay in South Side?
A trip to South Side isn't complete without paying a visit to Montefiore Mount Vernon Hospital, St. Pauls Church National Historic Site and Willsons Woods Park. Spend your evenings close to these popular attractions and make sightseeing easy.
What are the top hotels in South Side?
Modern And Quiet Getaway is one of South Side's top properties. Secure a room here and you'll be able to rest easy knowing you're in excellent hands.
How far in advance should I book my South Side vacation?
It's hard to pick the best time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you're booking last minute, fear not. Low prices appear from time to time just weeks before departure dates.
What does an Expedia South Side travel package include?
From hotels and flights to rental cars, Expedia can help you create a South Side package that's right for you. Vacationing for a week or longer? Give some thought to a flight, rental car and hotel bundle. If you can only manage a quick getaway, a hotel and flight deal could be what you're after. Tours and activities can be added after you've booked. Our vacation packages make it a breeze to save and plan.
What should I know before booking a South Side travel package?
Booking all the parts of your trip together is one of the best ways to save. Bundle your car rentals, airfares and hotels into one little package. But you're not limited to hotels. Expedia has all types of properties, including vacation rentals such as beachfront villas and short-term homes. Your choices are almost endless!
Can I choose my airline with a South Side Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Just select your favorite carrier and put together your ideal South Side getaway.
If I'm not able to travel, can I cancel my South Side vacation package?
Don't worry if you're rethinking your South Side vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realize your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
Stay near popular South Side attractions
Grace Baptist Church
After visiting Grace Baptist Church, make a plan to see the other sights and activities in Mount Vernon. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
St. Paul's Church National Historic Site
Learn about the local history of Mount Vernon when you take a trip to St. Paul's Church National Historic Site. Amble around this vibrant area's picturesque gardens or experience its acclaimed art scene.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.