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

    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.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
3 Sept - 6 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,054 reviews)
Great location and good customer service.Excellent location and easy access to the most landmarks in NYC.Clean and Comfort.

Reviewed on 6 Jul 2025

The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Manhattan
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,098 reviews)
Beautifully appointed hotel in a great area close to Times Square and Central Park. Staff were nice and helpful, would definitely stay here again!

Reviewed on 9 Jul 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
12 Sept - 15 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,103 reviews)
It is a very good hotel

Reviewed on 9 Jul 2025

Aloft New York Chelsea

Aloft New York Chelsea

3 out of 5
Manhattan
per person
20 Aug - 23 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (744 reviews)
Spacious, comfortable bed, great views from the upper floors. A desk would be nice though!

Reviewed on 11 Jul 2025

Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
26 Sept - 29 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (14 reviews)
Hotel is cute and the vibe is great. But no elevators (my room was in the last floor) and bathrooms are in the hallway shared with other guests and I did not know that.

Reviewed on 10 Jul 2025

Top hotels in South Side

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 €216 per night from 27 Jul to 28 Jul
€216
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (5,559 reviews)
"The best location in New York City. Right next to Grand Central station and 12 minute walk to Times Square. New York public library and Grant Park are minutes away. What else you could wish."

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 €185 per night from 28 Jul to 29 Jul
€185
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (6,085 reviews)
"Great choice if you just need a clean, no-frills, affordable room. It was a quiet hotel with a friendly staff in a convenient location. I did miss having a coffee pot, conditioner, and central air conditioning (especially in the extreme heat wave). Overall, still a good stay!"

Reviewed on 11 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 €201 per night from 10 Aug to 11 Aug
€201
10 Aug - 11 Aug
includes taxes & fees
7.4/10 Good! (3,796 reviews)
"Location is perfect"

Reviewed on 8 Jul 2025

Sheraton New York Times Square Hotel
See all 10,617 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 €773, 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.