South Side Holidays from NZ$3,431

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Top Holiday Package Deals in South Side

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was NZ$3,815, price is now NZ$3,431 per person
NZ$3,431
per person
30 May - 2 June
found 1 day ago
Return direct flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,029 reviews)
I got a queen size regular room on the 4th floor. It was of a good size although the bathroom was on the small side. Not much of a view overlooking air conditioning and heating equipment but it was very quiet. Everything was very clean and well maintained. The staff is helpful and friendly. Really liked the restaurant attached to the hotel because the food was good and staff was friendly. I will stay here again.

Reviewed on 27 Apr 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$4,282, price is now NZ$3,637 per person
NZ$3,637
per person
30 May - 2 June
found 1 day ago
Return direct flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,459 reviews)
Loved staying here but I will say some of the employees were not friendly at all.

Reviewed on 27 Apr 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$4,235, price is now NZ$3,612 per person
NZ$3,612
per person
30 May - 2 June
found 1 day ago
Return direct flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,963 reviews)
The buffet breakfast was the highlight of our stay. Absolutely exceptional. Very plentiful with a wide selection of both hot and cold items, beautiful dining room. Highly recommended.

Reviewed on 27 Apr 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Price was NZ$3,964, price is now NZ$3,547 per person
NZ$3,547
per person
30 May - 2 June
found 1 day ago
Return direct flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,854 reviews)
Great location, no fuss.

Reviewed on 27 Apr 2026

Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
Manhattan
Price was NZ$3,923, price is now NZ$3,563 per person
NZ$3,563
per person
30 May - 2 June
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (5,417 reviews)
I’ve gotta say that for a hotel situated within 1/2 a block of Times Square (and an extremely high volume property at that), it was absolutely immaculate! The decor was classic Art Deco in the Lobby and the floors seemed to all be nicely updated. Our room was very affordable so my expectations were pretty low going in. I was very pleasantly surprised with the cleanliness, finishes and overall condition of our room (considering the location and price) and would therefore highly recommend a stay here if you want an excellent value right in the heart of it all!

Reviewed on 27 Apr 2026

Our pick of the best South Side Hotel Deals

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 NZ$414 per night from 3 May to 4 May
NZ$414
3 May - 4 May
includes taxes & fees
8.6/10 Excellent! (5,445 reviews)
I’ve gotta say that for a hotel situated within 1/2 a block of Times Square (and an extremely high volume property at that), it was absolutely immaculate! The decor was classic Art Deco in the Lobby and the floors seemed to all be nicely updated. Our room was very affordable so my expectations were ...

Reviewed on 27 Apr 2026

Hotel Edison Times Square
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
The price is NZ$317 per night from 25 May to 26 May
NZ$317
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (6,661 reviews)
Nice property but needs some improvements. I've stayed here 3 time so it'sa good hotel. Very convenient to Penn Station. The shower had a mind of its own. You will not have a consistent water temp and it will go from warm to cold to burning hot. Towels are like sandpaper. The toilet paper is ridiculous. ...

Reviewed on 27 Apr 2026

NEW YORKER BY LOTTE HOTELS
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is NZ$457 per night from 3 May to 4 May
NZ$457
3 May - 4 May
includes taxes & fees
8.2/10 Very Good! (6,765 reviews)
Didn't use amenities however the room was dirty! The shower did not drain so we stood ankle deep in dirty water while trying to shower. The room just looked dirty. Smudges on the wall, dust in the corners, hand prints all over the door.....

Reviewed on 27 Apr 2026

Hyatt Grand Central New York
See all 12,056 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 NZ$3,431, 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.