South Side Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Price was €1,179, price is now €701 per person
€701
per person
8 Jan - 13 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (NYC)
8.2/10 Very Good! (1,948 reviews)
Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room.

Reviewed on 27 Oct 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was €4,352, price is now €2,380 per person
€2,380
per person
22 Dec - 28 Dec
found 1 day ago
Return direct flight included
Amsterdam (AMS) to New York (NYC)
9.6/10 Exceptional! (151 reviews)
A perfect place to stay!!

Reviewed on 20 Sept 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was €2,549, price is now €1,435 per person
€1,435
per person
8 Jan - 13 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (NYC)
8.8/10 Excellent! (1,012 reviews)
Overall, we loved everything about 1 hotel Brooklyn Bridge. It was a birthday gift trip for my husband, and he enjoyed every minute of our stay. Thank you and we will be back again! Definitely a 5 star hotel and will recommend to my friends.

Reviewed on 9 Nov 2025

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Save 100% on your flight
Price was €5,631, price is now €3,510 per person
€3,510
per person
23 Dec - 29 Dec
found 1 day ago
Return flight included
Amsterdam (AMS) to New York (NYC)
9.2/10 Wonderful! (584 reviews)
The Mandarin Oriiental is a beautiful charming hotel on the Upper West Side with great atmosphere and a far more welcoming wonderful accommodating staff! The staff was outstanding and the service impeccable. I had a horrendous experience at the hotel I had booked with my mother in Soho that week who lost our reservation and couldn’t care less, even when I showed them it was not cancelled. They were not helpful and we were frantic trying to find accommodations at 1am. My mother had a knee replacement and it was extremely traumatic for her to not be able to lay down and ice her leg and to be treated so poorly while I spent hours trying to re plan our entire trip to see my daughter in college. We were very relieved to be in the such great hands at the Mondrian Oriental. I can’t say enough good things about every single aspect the staff did to make our stay special! It is truly a gem.

Reviewed on 22 Oct 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,058, price is now €1,292 per person
€1,292
per person
22 Dec - 28 Dec
found 1 day ago
Return direct flight included
Amsterdam (AMS) to New York (NYC)
9.8/10 Exceptional! (1,377 reviews)
Charming boutique hotel with a modern Scandinavian feel. Staff were friendly and helpful. Nice “personal touches” (e..g., cute stuffed mascot gift, free coffee/tea/soft drinks). Room was small but comfortably fit all accommodations. Private balcony was a nice plus and rooftop was great.

Reviewed on 14 Nov 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 €179 per night from 23 Nov to 24 Nov
€179
23 Nov - 24 Nov
includes taxes & fees
7.4/10 Good! (5,316 reviews)
The room was clean and the staff friendly. The only challenge was the busy elevator. We had to wait over 5 minutes each time to get an elevator going up or down.

Reviewed on 9 Nov 2025

Sheraton New York Times Square Hotel
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 €229 per night from 24 Nov to 25 Nov
€229
24 Nov - 25 Nov
includes taxes & fees
8/10 Very Good! (6,327 reviews)
Everything was great

Reviewed on 9 Nov 2025

Hyatt Grand Central New York
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St, New York, NY
Fully refundableReserve now, pay when you stay
The price is €164 per night from 24 Nov to 25 Nov
€164
24 Nov - 25 Nov
includes taxes & fees
7.6/10 Good! (6,129 reviews)
The staff was very kind!! The young men that met us on arrival went over and above being helpful!!!! Loved the room a

Reviewed on 8 Nov 2025

Empire Hotel
See all 10,656 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 €701, 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.