South Side Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
€1,142
per person
13 Nov - 19 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (8,040 reviews)
It was a good stay, close to Time Square and my favourite Bryant Park. Loved waking early each morning and grabbing a coffee across the street at Gumption coffee and walking to the park. A great location!
Reviewed on 11 Oct 2026
The Shelburne Sonesta New York
Manhattan
€1,276
per person
13 Nov - 19 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,045 reviews)
Did not allow us to check in until 30+ minutes after check-in time even though we arrived very early in the day and requested early check in. One elevator was broken for the entire 5 day stay and both were down for a brief period which was a major inconvenience. The A/C in the room had a loud rattling noise which was impossible to have on whilst resting/sleeping. The TV barely worked, and you could only scroll through channels (no guide or anything functioned properly). Staff is very friendly and nice.
Reviewed on 11 Oct 2026
Top hotels in South Side
ROW NYC
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
€229
8 Nov - 9 Nov
includes taxes & fees
8/10 Very good! (2,329 reviews)
"Standard room but very small bathroom. Great location close to time square."
Reviewed on 11 Oct 2026
Sheraton New York Times Square Hotel
811 7th Ave New York NY
Fully refundableReserve now, pay when you stay
€225
8 Nov - 9 Nov
includes taxes & fees
7.4/10 Good! (9,544 reviews)
"This is just the best place to stay in central Manhattan. The room service, cleanliness, I just didn’t want to leave."
Reviewed on 11 Oct 2026
Lotte New York Palace
455 Madison Ave New York NY
€485
25 Oct - 26 Oct
includes taxes & fees
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 €1,073, 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.
Stay near popular South Side attractions
Grace Baptist Church
After visiting Grace Baptist Church, make a plan to see the other sights and activities in Mount Vernon. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
St. Paul's Church National Historic Site
Learn about the local history of Mount Vernon with a stop at St. Paul's Church National Historic Site. Amble around this family-friendly area's picturesque gardens or experience its acclaimed art galleries.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.