South Side Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

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Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
The stay was ok. Pretty average. The sheets and comforter on top were clean, but under those sheets were dirty. The shower for the bathroom also had no cover or sliding door so the floor would get soaking wet. Great staff though.

Reviewed on 12 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
13 Sept - 20 Sept
found 1 hour ago
Return direct flight included
London (LON) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on 6 Aug 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Had a great stay. Would def stay again. Balcony was great!

Reviewed on 10 Aug 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,262 reviews)
Went to see a show at the theater next door,so convenient! And close to Central Park. Will come stay again!😊💖

Reviewed on 12 Aug 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
Great hotel in very central location

Reviewed on 11 Aug 2025

Top hotels in South Side

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 €195 per night from 17 Aug to 18 Aug
€195
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (4,199 reviews)
Great Stay!
"We had an amazing stay at the Sheraton NY Times Square. We visited the city with our teenage grandson. Even though the hotel lobby was under construction, the hotel staff was very helpful, kind and generous with their time. One staff member took the time to instruct us on how to navigate the subway ..."

Reviewed on 11 Aug 2025

Sheraton New York Times Square Hotel
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 €218 per night from 17 Aug to 18 Aug
€218
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (5,967 reviews)
"It was freat"

Reviewed on 11 Aug 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 €434 per night from 22 Aug to 23 Aug
€434
22 Aug - 23 Aug
includes taxes & fees
8.6/10 Excellent! (6,227 reviews)
"It was great from the fact that it allowed us to get to Danburg very quickly. It was quiet. It was clean, and all the people that worked. There were very gracious and helpful."

Reviewed on 11 Aug 2025

Hotel St. James
See all 10,557 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 €1,462, 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 rentals 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.