South Side Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
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    Better together
    Save up to NZ$545 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best South Side Hotel Deals

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 NZ$257 per night from 17 Jun to 18 Jun
NZ$257
per night
17 Jun - 18 Jun
7/10 Good! (2,375 reviews)
"Great location. Perfect for shows. Staff was very helpful. Room was perfect and very clean. Traveling solo and I felt safe and comfortable. Will be back again"

Reviewed on 27 May 2024

Paramount Times Square
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 NZ$265 per night from 2 Jun to 3 Jun
NZ$265
per night
2 Jun - 3 Jun
5.6/10 (4,267 reviews)
"Staff was great- Hotel is under construction and not in the greatest condition."

Reviewed on 27 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 NZ$306 per night from 2 Jun to 3 Jun
NZ$306
per night
2 Jun - 3 Jun
8/10 Very Good! (4,461 reviews)
"It’s locatex right where all the action is. 5th, 7th Avenue walking distance and penn station literally across the street. Only downside was first hotel I stayed in refrigerator not included with room; separate flat fee. No microwave."

Reviewed on 29 May 2024

The New Yorker A Wyndham Hotel
See all 9,573 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.

Frequently asked questions

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