South Side Holidays from NZ$5,662

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Top Holiday Package Deals in South Side

Price found within the past 48 hours. Click for updated prices.
The Dominick

The Dominick

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
They treated me like royalty. Very nice location. Great views

Reviewed on 9 Jul. 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,009 reviews)
Staff are fantastic!

Reviewed on 7 Jul. 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (424 reviews)
What a great week I had in New York. I’ll definitely be back. Oksana and Daniel were amazing.

Reviewed on 28 May 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on 16 Jun. 2025

Pendry Natirar

Pendry Natirar

5 out of 5
per person
19 Sept - 23 Sept
found 1 day ago
Return direct flight included
Auckland (AKL) to New York (NYC)
9.8/10 Exceptional! (6 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on 13 Jun. 2025

Our pick of the best South Side Hotel Deals

Hyatt Grand Central New York
Hyatt Grand Central New York
4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$419 per night from 27 July to 28 July
NZ$419
27 July - 28 July
includes taxes & fees
8/10 Very Good! (5,566 reviews)
"Very clean and great location."

Reviewed on 9 Jul. 2025

Hyatt Grand Central New York
Hotel St. James
Hotel St. James
2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$291 per night from 28 July to 29 July
NZ$291
28 July - 29 July
includes taxes & fees
8.6/10 Excellent! (6,080 reviews)
"Basic clean hotel at very busy place. Provides a safe place to sleep. Don't expect coffee maker, microwave or fridge or parking."

Reviewed on 10 Jul. 2025

Hotel St. James
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 NZ$390 per night from 10 Aug to 11 Aug
NZ$390
10 Aug - 11 Aug
includes taxes & fees
7.4/10 Good! (3,803 reviews)
"I liked the location. Enjoyed the hotel daily credit."

Reviewed on 10 Jul. 2025

Sheraton New York Times Square Hotel
See all 10,608 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$5,662, 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.