South Side Holidays

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Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Price was S$6,995, price is now S$5,943 per person
S$5,943
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (870 reviews)
BEST – The hotel is very close to the Flatiron, with several subway lines reachable within a 5-minute walk. It’s clean, and the room is fine if you just need a place to shower and sleep. The front desk is available 24/7. WORST – Unfortunately, our room (707) was right next to a technical room, so we could hear mechanical noises day and night. We also asked for the TV to be fixed, but it was never taken care of.

Reviewed on 26 Aug, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was S$8,095, price is now S$6,352 per person
S$6,352
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Adorable boutique hotel right in between Little Italy and Chinatown. Dozens of dining options right outside the door. Staff very friendly and helpful. Rooftop patio with great views. The best Italian restaurants right around the corner. Location was perfect. Easy uber ride to midtown. Will definitely be returning.

Reviewed on 24 Aug, 2025

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was S$12,285, price is now S$10,320 per person
S$10,320
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (235 reviews)
Beautiful hotel from the gilded age. Outstanding service. Beautiful and delicious breakfast.

Reviewed on 4 Jul, 2025

EVEN Hotel New York - Midtown East by IHG

EVEN Hotel New York - Midtown East by IHG

4 out of 5
Manhattan
Price was S$7,239, price is now S$6,102 per person
S$6,102
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (1,460 reviews)
Great location, super clean and friendly staff.

Reviewed on 19 Aug, 2025

PUBLIC, an Ian Schrager hotel

PUBLIC, an Ian Schrager hotel

4 out of 5
Manhattan
Price was S$8,095, price is now S$6,964 per person
S$6,964
per person
29 Oct - 5 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.4/10 Very Good! (2,958 reviews)
Loved everything about this place!

Reviewed on 23 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 S$303 per night from 1 Sept to 2 Sept
S$303
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (4,392 reviews)
"Great"

Reviewed on 25 Aug, 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 S$253 per night from 1 Sept to 2 Sept
S$253
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (4,617 reviews)
Edison Hotel
"Room was lovely and clean. Staff were very helpful and the breakfast was very nice. Perfect place to stay. So close to Times Square."

Reviewed on 23 Aug, 2025

Hotel Edison Times Square
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 S$359 per night from 2 Sept to 3 Sept
S$359
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (6,274 reviews)
"Excellent. :)"

Reviewed on 23 Aug, 2025

Hotel St. James
See all 10,475 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 S$5,943, 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.

Popular places to visit

Grace Baptist Church

You can find out about the history of Mount Vernon with a visit to Grace Baptist Church. Experience the fascinating museums and acclaimed art galleries in this vibrant area.

Grace Baptist Church

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.