South Side Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.332.736 ₫ per night from 22 Feb to 23 Feb
3.332.736 ₫
4.957.990 ₫ total
22 Feb - 23 Feb
includes taxes & fees
7.2/10 Good! (6,731 reviews)
Excellent service very friendly staff

Reviewed on 7 Feb 2026

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is 3.946.832 ₫ per night from 21 Feb to 22 Feb
3.946.832 ₫
5.811.451 ₫ total
21 Feb - 22 Feb
includes taxes & fees
8.2/10 Very Good! (6,452 reviews)
Amazing staff, comfortable rooms. I will be back

Reviewed on 5 Feb 2026

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St New York NY
Fully refundableReserve now, pay when you stay
The price is 3.248.347 ₫ per night from 9 Feb to 10 Feb
3.248.347 ₫
4.712.369 ₫ total
9 Feb - 10 Feb
includes taxes & fees
7.6/10 Good! (6,538 reviews)
Great view from room. Very clean and helpful with late check out.

Reviewed on 6 Feb 2026

Millennium Hotel Broadway Times Square
See all 12,108 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 , 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 1null000null000 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

First Baptist Church in Public Square in downtown Watertown, Upstate New York, USA.

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 acclaimed art galleries in this vibrant area.

Grace Baptist Church

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 vibrant area's picturesque gardens or experience its acclaimed art galleries.

St. Paul's Church National Historic Site