South Side Holidays from AU$726

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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.
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,149, price is now AU$726 per person
AU$726
per person
15 Dec - 18 Dec
found 1 day ago
Return flight included
Nashville (BNA) to New York (JFK)
8.6/10 Excellent! (20 reviews)
We wanted a clean room to sleep. It was quite clean. Out expectations were met. Staff was very nice and helpful. Shared bathroom was not a problem.

Reviewed on 12 Oct 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,685, price is now AU$968 per person
AU$968
per person
15 Dec - 18 Dec
just found
Return flight included
Nashville (BNA) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
This is my go to hotel! Do yourself a favor and get the balcony room!

Reviewed on 13 Oct 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,244, price is now AU$779 per person
AU$779
per person
15 Dec - 17 Dec
found 1 day ago
Return flight included
Nashville (BNA) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
Loved the breakfast!

Reviewed on 13 Oct 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,164, price is now AU$734 per person
AU$734
per person
15 Dec - 17 Dec
found 1 day ago
Return flight included
Nashville (BNA) to New York (JFK)
9.2/10 Wonderful! (3,350 reviews)
Friendly staff, spacious and clean rooms.

Reviewed on 14 Oct 2025

The Fifty Sonesta Hotel New York

The Fifty Sonesta Hotel New York

4 out of 5
Manhattan
Save 100% on your flight
Price was AU$1,209, price is now AU$778 per person
AU$778
per person
15 Dec - 18 Dec
found 1 day ago
Return flight included
Nashville (BNA) to New York (JFK)
8.6/10 Excellent! (1,276 reviews)
The hotel staff was beyond amazing. The rooms need to be updated and better cared for. Its time for a refresh for sure

Reviewed on 11 Oct 2025

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$389 per night from 26 Oct to 27 Oct
AU$389
26 Oct - 27 Oct
includes taxes & fees
7.4/10 Good! (4,944 reviews)
"Great location! Close to theaters, time square, subway system, food, shopping!"

Reviewed on 10 Oct 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$385 per night from 9 Nov to 10 Nov
AU$385
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very Good! (4,654 reviews)
"Location, security, food options!"

Reviewed on 12 Oct 2025

Hotel Edison Times Square
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$377 per night from 19 Oct to 20 Oct
AU$377
19 Oct - 20 Oct
includes taxes & fees
7.6/10 Good! (5,831 reviews)
"-Got married in NYC and stayed here. Have stayed here a few times and it’s always been top notch! Great people, great area!"

Reviewed on 13 Oct 2025

Millennium Hotel Broadway Times Square
See all 10,575 properties in South Side
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a South Side holiday package cost?
From as low as AU$726, 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.