South Side Holidays from £777

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Your South Side Holiday

Your next big adventure is just around the corner with a holiday package to South Side. Entertainment, food and nothing but great times — you're bound to find it in this neighbourhood. When it's time to get out and explore, you'll find loads of big-name attractions nearby including Willsons Woods Park, St. Pauls Church National Historic Site and Grace Baptist Church. Tick off one or all during your trip to South Side. Expedia can help turn your ideal South Side holiday into reality, whatever your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
Hotel Five44

Hotel Five44

3 out of 5
Manhattan
Price was £1,220, price is now £777 per person
£777
per person
4 May - 7 May
found 24 hours ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (715 reviews)
Loved the location and self check in if staff were unavailable. No key cards needed for front door or room made access easy. I would definitely stay here again.

Reviewed on 11 Oct 2025

Comfort Inn Manhattan - Midtown West

Comfort Inn Manhattan - Midtown West

2.5 out of 5
Manhattan
Price was £1,762, price is now £791 per person
£791
per person
16 Mar - 19 Mar
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
7.8/10 Good! (1,746 reviews)
We booked three rooms for our group for an overnight stay due to a fight cancellation. We were so impressed with the hotel location the facility considering the price is so affordable. The staff was really courageous, letting us store our luggage prior to checking in time and also help us with directions to the local area. We will definitely stay here again when we visit New York.

Reviewed on 31 Jan 2026

Hampton Inn Manhattan/Times Square Central

Hampton Inn Manhattan/Times Square Central

3.5 out of 5
Manhattan
Price was £1,977, price is now £962 per person
£962
per person
24 Mar - 27 Mar
found 24 hours ago
Return flight included
London (LHR) to New York (JFK)
9.2/10 Wonderful! (2,329 reviews)
Staff was extremely friendly and helpful. Loved our stay.

Reviewed on 8 Feb 2026

The Sherry Netherland

The Sherry Netherland

4.5 out of 5
Manhattan
Price was £2,677, price is now £1,497 per person
£1,497
per person
11 Mar - 14 Mar
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
9.6/10 Exceptional! (595 reviews)
The Sherry is a wonderful property.

Reviewed on 12 Jan 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £2,399, price is now £1,454 per person
£1,454
per person
25 Mar - 29 Mar
found 11 hours ago
Return flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10

Reviewed on 29 Jan 2026

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 £140 per night from 22 Feb to 23 Feb
£140
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 £164 per night from 21 Feb to 22 Feb
£164
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 £133 per night from 10 Feb to 11 Feb
£133
10 Feb - 11 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a South Side travel package cost?
Perhaps much less than you think — from a tempting £777, in fact! By bundling flights, hotels and car rentals into your own custom-made package, your South Side escape is just a few clicks away.
If I'm not able to travel, can I cancel my South Side travel package?
Don't worry if you're rethinking your South Side travel package — you can cancel or amend 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 charges from your airline, hotel or car rental company. We realise life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to South Side?
Just think of all the thrilling things you could do in South Side with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a South Side travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can pick from more than 550 airlines and 1,000,000 hotels globally. Whether you're taking off with the whole family or surprising your special someone, planning a trip to South Side is better with a package.
Does Expedia offer Book Now, Pay Later South Side holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fabulous getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If paying bite-sized amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment option. Put down a small deposit on your escape and then get on your way.

Where should I stay in South Side?
With loads to discover in South Side, we recommend you lock in a hotel near its attractions. Grace Baptist Church, St. Pauls Church National Historic Site and Willsons Woods Park are some fascinating ones to put on your to-do list.
What are the top hotels in South Side?
Secure a room at Modern And Quiet Getaway. It's one of this neighbourhood's most in-demand hotels. Another highly rated option in South Side is Luxury Studio.
How far in advance should I book my South Side holiday?
It's hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you're booking at the last minute, don't despair. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia South Side travel package include?
Expedia has all you need to organise your South Side escape, but how your package is structured is your call. Choose from a combination of rental cars, hotels and flights. Searching for some tours or activities to keep you on the move? Once you've made your booking, you can add them too. Whatever your style or budget, there's a deal to match your needs.
What should I know before booking a South Side travel package?
Tailor deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save loads just by bundling your bookings. Whether you're embarking on a skiing adventure or kicking back on a warm beach, your perfect getaway is just clicks away.
Can I choose my airline with a South Side Expedia travel package?
Expedia has access to more than 550 airline partners globally, so you certainly can. Just select your favourite carrier and craft the perfect South Side getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.