South Side Holidays

  • Plan, book, travel with confidence

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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

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

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

The Gallivant Times Square

3.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,395, price is now €892 per person
€892
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
6.4/10 (918 reviews)
close to all attractions did not like the dirty carpets and many let go in the room

Reviewed on 30 Sept 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,611, price is now €1,364 per person
€1,364
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,344 reviews)
Great location, modern conveniences, and excellent staff

Reviewed on 27 Sept 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,417, price is now €1,499 per person
€1,499
per person
3 Dec - 6 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
It was a great stay, 6 family members were with me. Breakfast buffet was very impressive!

Reviewed on 30 Sept 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,876, price is now €1,184 per person
€1,184
per person
1 Nov - 8 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,557 reviews)
Parking was not offered and very expensive at a garage across the street

Reviewed on 29 Sept 2025

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €2,919, price is now €1,877 per person
€1,877
per person
23 Dec - 26 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (576 reviews)
Me and my significant other have stayed at the Plaza/St. Regis/Ritz Carlton and 5 star hotels all over the planet. This was by far the best service/view/experience/food I’ve ever had. There’s Luxury and then there’s Mandarin Oriental Luxury.

Reviewed on 31 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 €223 per night from 19 Oct to 20 Oct
€223
19 Oct - 20 Oct
includes taxes & fees
7.2/10 Good! (4,822 reviews)
"Good internet wi-fi. Polite security. Helpful door men. Comfortable room. Huge gym but a few machines requires maintenance."

Reviewed on 25 Sept 2025

Sheraton New York Times Square Hotel
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 €221 per night from 2 Oct to 3 Oct
€221
2 Oct - 3 Oct
includes taxes & fees
8.2/10 Very Good! (4,643 reviews)
"Beautiful hotel, nice room but smallish, great breakfast"

Reviewed on 25 Sept 2025

Hotel Edison Times Square
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 €165 per night from 2 Oct to 3 Oct
€165
2 Oct - 3 Oct
includes taxes & fees
7.4/10 Good! (1,224 reviews)
"I had a wonderful room and hotel experience to see 2 Broadway plays. Perfectly located, clean and great customer service."

Reviewed on 24 Sept 2025

Paramount Times Square – A Generator Hotel
See all 10,492 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 €892, 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.