South Side Holidays from AU$2,556

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 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

Your South Side Holiday

Your next great adventure is calling with a holiday package to South Side. Entertainment, relaxation and nonstop great times — you're bound to find it in this neighbourhood. Wondering what to see and do during your trip to South Side? Nearby attractions such as St. Pauls Church National Historic Site, Grace Baptist Church and Willsons Woods Park are good places to start. Expedia can put your travel plans into action. Book your perfect South Side holiday today.

Top Holiday Package Deals in South Side

Price found within the past 48 hours. Click for updated prices.
The Lombardy Hotel
1 Hotel Brooklyn Bridge
1 Hotel Central Park
The Towers at Lotte New York Palace
The Ritz-Carlton New York, Central Park

Our pick of the best South Side Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
The price is AU$286 per night from 8 Feb to 9 Feb
AU$286
8 Feb - 9 Feb
includes taxes & fees
7.2/10 Good! (6,476 reviews)
Great area and great selection

Reviewed on 14 Jan 2026

Sheraton New York Times Square Hotel
DoubleTree by Hilton New York Downtown

DoubleTree by Hilton New York Downtown

4 out of 5
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 25 Jan to 26 Jan
AU$181
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (3,177 reviews)
Close to a subway station and super convenient!!! Room was lovely!!

Reviewed on 13 Jan 2026

DoubleTree by Hilton New York Downtown
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 19 Jan to 20 Jan
AU$272
19 Jan - 20 Jan
includes taxes & fees
7.6/10 Good! (6,474 reviews)
Our favorite thing was the convenience of the location. So very close to everything. Or easily accessible to the subway. Very clean and friendly helpful staff.

Reviewed on 13 Jan 2026

Millennium Hotel Broadway Times Square
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 holiday package cost?
From as low as AU$2,556, you can custom build your South Side holiday 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 holiday?
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. Holidaying 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 holiday 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 holiday homes such as beachfront villas and short-term homes. Your choices are almost endless!
Can I choose my airline with a South Side Expedia holiday package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Just select your favourite carrier and put together your ideal South Side getaway.
If I'm not able to travel, can I cancel my South Side holiday package?
Don't worry if you're rethinking your South Side holiday 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 realise 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.