South Side Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was €1,221, price is now €795 per person
€795
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.2/10 Good! (1,617 reviews)
The staff here was amazing with every interaction. The room is small and bed is mid but the location makes up for it. The lobby can get a little busy because of the restaurant attached which wasn’t ideal. Overall, would stay again and appreciate the staff!

Reviewed on 29 Dec 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,896, price is now €1,021 per person
€1,021
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff were wonderful. Hotel was a great experience

Reviewed on 25 Dec 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,607, price is now €1,008 per person
€1,008
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Great location, room was clean, decent sized for NY (we did have the penthouse) and courteous staff.

Reviewed on 28 Dec 2025

Hotel Indigo Lower East Side New York by IHG

Hotel Indigo Lower East Side New York by IHG

4.5 out of 5
Manhattan
Price was €1,326, price is now €872 per person
€872
per person
13 Feb - 20 Feb
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very Good! (1,785 reviews)
Everything was great!

Reviewed on 29 Dec 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €1,750, price is now €1,156 per person
€1,156
per person
23 Mar - 28 Mar
found 1 day ago
Return direct flight included
Glasgow (GLA) to New York (JFK)
8.4/10 Very Good! (1,667 reviews)
Great hotel, right in front of Central Park. Very nice hotel, only thing is I think it’s overpriced. But was nice to stay.

Reviewed on 29 Dec 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 €162 per night from 4 Jan to 5 Jan
€162
per night
4 Jan - 5 Jan
7.2/10 Good! (6,131 reviews)
The phone in the room didn’t work.

Reviewed on 26 Dec 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 New York NY
Fully refundableReserve now, pay when you stay
The price is €180 per night from 4 Jan to 5 Jan
€180
per night
4 Jan - 5 Jan
8.2/10 Very Good! (6,389 reviews)
Nice staff , clean rooms and everything that is needed in one spot . Great service overall.

Reviewed on 26 Dec 2025

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is €147 per night from 26 Jan to 27 Jan
€147
per night
26 Jan - 27 Jan
7.6/10 Good! (6,318 reviews)
Very courteous staff.

Reviewed on 23 Dec 2025

Millennium Hotel Broadway Times Square
See all 11,514 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 €795, 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.