South Side Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
The Latest South Side Holiday Packages
- Freehand New York
10 Sept - 13 SeptFreehand New York + Flight
Manhattan3 nights4.0 star property8.6/10 - Excellent (2,098 reviews)"The bed in our room was sunken in on one side where it seems most people sleep. The lighting in the hotel was dim, probably for a vibe but it made it hard to see things. There’s no ice machine and after walking around the city, having ice for cold drinks would be nice. The staff was friendly and the place had a cool ambiance. It was close to the subway so getting around was easy. They do have a water station and two adjoining restaurants, which helped when we didn’t want to figure out where to..."Reviewed August 6, 2026Return • London (LON) - New York (JFK)LHR - EWR • Direct EWR - LHR • DirectS$1,974S$1,445found 19 hours agoper traveller - Hotel Riu Plaza Manhattan Times Square
10 Sept - 13 SeptHotel Riu Plaza Manhattan Times Square + Flight
Manhattan3 nights4.0 star property9.2/10 - Wonderful (3,863 reviews)Return • London (LON) - New York (JFK)LHR - EWR • Direct EWR - LHR • Direct - Hotel Riu Plaza New York Times Square
12 Oct - 16 OctHotel Riu Plaza New York Times Square + Flight
Manhattan4 nights4.0 star property9.0/10 - Wonderful (3,276 reviews)"Good AC for the summer months Rooms on upper floors have great views although small . Don’t like the tacked on $33 resort fee ( for what ?). Location on 8th Ave can be sketchy at times. The included breakfast was fine but be prepared for huge crowds in the mornings-"Reviewed August 6, 2026Return • Singapore (SIN) - New York (JFK)SIN - JFK • 1 stop JFK - SIN • 1 stopS$3,830S$2,789found 1 day agoper traveller - Hotel St. James
12 Oct - 16 OctHotel St. James + Flight
Manhattan4 nights3.0 star property8.8/10 - Excellent (7,759 reviews)"The location of the hotel is excellent only about 5 minutes from Times Square. The room was basic but clean. Spacious enough for 3 of us. There weren’t enough plug sockets that would hold a travel adapter plug so that was a problem. The AC unit was so loud I had to turn it off at night as I couldn’t sleep. We had a nice stay."Reviewed August 6, 2026Return • Singapore (SIN) - New York (JFK)SIN - JFK • 1 stop JFK - SIN • 1 stopS$2,850S$2,183found 1 day agoper traveller - Hotel Beacon
12 Oct - 16 OctHotel Beacon + Flight
Manhattan4 nights4.0 star property9.4/10 - Exceptional (1,500 reviews)"Great stay at the Beacon. Helpful staff, large room, and proximity to everything."Reviewed August 6, 2026Return • Singapore (SIN) - New York (JFK)SIN - JFK • 1 stop JFK - SIN • 1 stopS$3,562S$2,751found 1 day agoper traveller
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Frequently Asked Questions
How much does a South Side holiday package cost?
From as low as S$1,445, 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.