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.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,305, price is now €1,395 per person
€1,395
per person
17 May - 23 May
found 21 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,450 reviews)
This is a great place to stay in NYC for people who don’t plan to be in the room much. Great location. One block from Times Square. Less than five minute walk to Rockefeller. Lots of food options nearby. Rooms are clean and beds are comfortable. Rooms are small but typical for NYC midtown hotels.

Reviewed on 30 Mar 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was €4,465, price is now €2,635 per person
€2,635
per person
17 May - 23 May
found 21 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (196 reviews)
Absolutely everything. Amazingly appointed room, very friendly stafff.

Reviewed on 1 Mar 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €2,950, price is now €1,758 per person
€1,758
per person
9 May - 16 May
found 1 day ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Everything was wonderful from location to breakfast to staff.

Reviewed on 29 Mar 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €2,517, price is now €1,514 per person
€1,514
per person
17 May - 23 May
found 21 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,006 reviews)
The staff was very friendly and the amenities were fantastic.

Reviewed on 30 Mar 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was €3,628, price is now €2,185 per person
€2,185
per person
17 May - 23 May
found 21 hours ago
Return flight included
Dublin (DUB) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,005 reviews)
Great property.l, location and service.

Reviewed on 20 Mar 2026

Top hotels in South Side

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 €261 per night from 19 Apr to 20 Apr
€261
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (6,557 reviews)
There was duct tape holding the bathroom vanity together and the towel hook in the bathroom was barely hanging on. E didn’t have any body wash on the first night.

Reviewed on 29 Mar 2026

Hyatt Grand Central New York
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 €246 per night from 19 Apr to 20 Apr
€246
19 Apr - 20 Apr
includes taxes & fees
7.4/10 Good! (7,391 reviews)
The hotel was great for what we needed. Conveniently located.

Reviewed on 30 Mar 2026

Sheraton New York Times Square Hotel
Paramount Times Square – A Generator Hotel

Paramount Times Square – A Generator Hotel

4 out of 5
235 West 46th Street New York NY
Fully refundableReserve now, pay when you stay
The price is €158 per night from 5 Apr to 6 Apr
€158
5 Apr - 6 Apr
includes taxes & fees
7.6/10 Good! (2,311 reviews)
Mold on bathroom grout, chipped paint and holes in woodwork. NO amenities at all, not even plastic cups. No ice bucket. For two, only receive 2 bath and l handtowel, no washcloths. AC in first room didn't work 1x2 foot hole in the drywall, and front desk very reluctant to give me a new room. Bed ...

Reviewed on 29 Mar 2026

Paramount Times Square – A Generator Hotel
See all 11,849 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 €1,395, 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.