South Side Holidays from AU$1,320

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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.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
26 Jun - 3 Jul
Return flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,010 reviews)
Love this hotel. The staff has been there for a long time and they are all very attentive!

Reviewed on 6 May 2024

The Hotel @ Fifth Avenue

The Hotel @ Fifth Avenue

3.5 out of 5
Manhattan
Save 100% on your flight
per person
26 Jun - 3 Jul
Return flight included
Toronto (YYZ) to New York (JFK)
7.8/10 Good! (1,063 reviews)
Close by the subway, lots of Korean food options around

Reviewed on 6 May 2024

The Dominick

The Dominick

5 out of 5
Manhattan
Save 100% on your flight
per person
26 Jun - 3 Jul
Return flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,006 reviews)
Great property delivering an excellent product very professional.

Reviewed on 5 May 2024

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
26 Jun - 3 Jul
Return flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
A great experience! Staff were all so sweet.

Reviewed on 5 May 2024

Westgate New York Grand Central

Westgate New York Grand Central

4 out of 5
Manhattan
Save 100% on your flight
per person
26 Jun - 3 Jul
Return flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,496 reviews)
This was 1 of the best hotels we’ve stayed at in New York. It’s just far enough away from the hustle and bustle, but close enough to walk to if you want some action. The rooms were spacious considering how small some of the rooms can be in New York hotels. We had three people and actually, the bedroom was completely separate from the living area where the pullout couch was for the third person so we all had privacy! I highly recommend this place, not to mention the staff were wonderful! We were treated like royalty!

Reviewed on 5 May 2024

Our pick of the best South Side Hotel Deals

The Manhattan at Times Square Hotel
The Manhattan at Times Square Hotel
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 27 May to 28 May
AU$263
per night
27 May - 28 May
5.4/10 (4,259 reviews)
"I couldn’t say enough nice things about the staff. Everyone was super nice. The front desk, the cleaning ladies and the bell hop service. Super genuinely nice people. However, the hotel is a bit dated. Whoever did their staging pictures for social media did a good job….upon arrival, the elevators ..."

Reviewed on 3 May 2024

The Manhattan at Times Square Hotel
The New Yorker A Wyndham Hotel
The New Yorker A Wyndham Hotel
4 out of 5
481 Eighth Ave., New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 12 May to 13 May
AU$263
per night
12 May - 13 May
8/10 Very Good! (4,371 reviews)
"Excellent staff, nice location."

Reviewed on 5 May 2024

The New Yorker A Wyndham Hotel
Paramount Times Square
Paramount Times Square
4 out of 5
235 West 46th Street, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 2 Jun to 3 Jun
AU$285
per night
2 Jun - 3 Jun
7/10 Good! (2,213 reviews)
"The Paramount Hotel is the perfect location for a first time in New York as it is close to everything. Staff is incredible and check in is very simple. There is a nice accommodation if you need to leave your bags before checking in or after checking out. Overall, we enjoyed our stay at the ..."

Reviewed on 5 May 2024

Paramount Times Square
See all 9,606 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
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a South Side holiday package cost?
From as low as AU$1,320, 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.

Discover the most popular places to visit in South Side

Image for St. Paul's Church National Historic Site

St. Paul's Church National Historic Site

Learn about the local history of Mount Vernon with a stop at St. Paul's Church National Historic Site. Amble around this family-friendly area's picturesque gardens or experience its acclaimed art galleries.

St. Paul's Church National Historic Site
Image for Grace Baptist Church

Grace Baptist Church

You can find out about the history of Mount Vernon with a visit to Grace Baptist Church. Experience the fascinating museums and acclaimed art galleries in this vibrant area.

Grace Baptist Church
Image for Willsons Woods Park

Willsons Woods Park

Explore the great outdoors at Willsons Woods Park, a lovely green space in Mount Vernon. Stroll along the riverfront or attend a sporting event in the area.

Willsons Woods Park

More holiday ideas

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