Chippendale Holidays from £1,312

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Your Chippendale Holiday

Immerse yourself in the best that Chippendale has to offer with a Chippendale holiday package. From its culture to everything else that makes it so fascinating, this neighbourhood will charm you from beginning to end. Start your trip to Chippendale with a visit to nearby attractions such as Sydney Opera House, Sydney Harbour Bridge and Circular Quay. No matter your travel goals or budget, booking a perfect Chippendale holiday has never been easier with Expedia.

Price found within the past 48 hours. Click for updated prices.
Ovolo Sydney Woolloomooloo, a Wyndham Hotel

Ovolo Sydney Woolloomooloo, a Wyndham Hotel

Woolloomooloo
£1,312
per person
7 Oct - 8 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
The Langham, Sydney

The Langham, Sydney

Millers Point
£1,373
per person
7 Oct - 8 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.6/10 Exceptional! (1,003 reviews)
Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

Sydney Central Business District
£1,342
per person
7 Oct - 8 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (1,524 reviews)
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

Mascot
£1,312
per person
7 Oct - 8 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (3,256 reviews)
Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

Sydney Central Business District
£1,360
per person
7 Oct - 8 Oct
found 22 hours ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (1,002 reviews)

Where to stay in Chippendale

Find the best Chippendale areas and neighborhoods for the activities you enjoy most. Learn more about Chippendale
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of rusting railroad yards and wharves, one of Sydney’s greatest urban renewal projects now buzzes with museums, boutiques and eateries.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

Top hotels in Chippendale

Mercure Sydney

Mercure Sydney

818-820 George Street Chippendale NSW
Fully refundableReserve now, pay when you stay
£114
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (1,323 reviews)
"Rooms are clean and well-maintained with everything you need. Checking in and out are all done digitally on kiosks, and there is a very friendly and helpful staff there to assist if you have trouble. Convenient location and secure parking. Couldn't give five stars because there was a peculiar smell ..."

Reviewed on 3 Sept 2026

Mercure Sydney
Four Points By Sheraton Sydney, Central Park

Four Points By Sheraton Sydney, Central Park

88 Broadway Chippendale NSW
Fully refundableReserve now, pay when you stay
£122
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (886 reviews)
"Parking is good price and safety."

Reviewed on 29 Aug 2026

Four Points By Sheraton Sydney, Central Park
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
£178
6 Sept - 7 Sept
includes taxes & fees
Shangri-La Sydney
See all 6,223 properties in Chippendale
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

Why should I book my Chippendale holiday with Expedia?
With top-value airfares, hotel and car hire choices all in one place, Expedia makes arranging your Chippendale holiday a cinch. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from fantastic stays, add your flights and/or a hire car (and maybe also some fun tours and activities!) and score unbeatable prices. Need to change plans? Expedia has a flexible cancellation policy for many reservations. To learn more, check out our Customer Service Portal link.
What are the top hotels for my holiday in Chippendale?
Get your holiday off to a flying start by booking a room at Four Points By Sheraton Sydney, Central Park. It's one of the most popular properties for guests who want to be near Chippendale. Another comfortable option close by is Apartment CBD - Central Park.
How do I get a cheap holiday to Chippendale?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you money too. A Chippendale holiday makes it a cinch to arrange your dream adventure. With more than 400 airlines around the world to choose from, finding convenient flights that suit your schedule won't be an issue. Not only that, we've got over 321,000 properties globally to select from. Talk about choice! Whatever your budget, Expedia puts the world within your reach. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Chippendale holiday?
Offering top attractions like Sydney Opera House and Sydney Harbour Bridge, a holiday in Chippendale is full of fun things to do and see. Bondi Beach and Sydney Showground are two other sights also worth exploring.
What is the best area to stay in when on holiday in Chippendale?
If you're interested in visiting Railway Square, maximise your time sightseeing and stay nearby. It's one of the best attractions in Chippendale.
Do I need a visa for my Chippendale holiday?
Official government websites have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and reason for travelling, whether it be for holidays or business, will determine if you need a visa for Chippendale. Also be sure that your passport is up to date and has at least six months validity remaining beyond your intended date of return. Finalise all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Chippendale holiday?
First, think about the activities planned during your Chippendale holiday and travel with pieces that can be mixed and matched. For fashion inspiration or even information on dress codes, browse style blogs or relevant social media accounts.
What does an Expedia Chippendale holiday include?
Choose from a combination of hotels, flights and hire cars. Once you've made your booking, add the fun stuff like experiences and tours. Want to pick your fare class? That's possible too. The choice is yours when it comes to planning your ideal Chippendale trip. Expedia has many types of properties in Chippendale, allowing you the freedom to customise your holiday experience. Apartments and private holiday homes are two of the most sought-after stays for our customers here.
Does Expedia offer Book Now, Pay Later Chippendale holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:
  • Pay monthly holidays: Klarna offers payments in multiple instalments that suit all types of budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: When you see an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.
Can I choose my airline with a Chippendale Expedia holiday?
Definitely. Expedia has more than 400 airline partners to choose from across the world. With such a big range of choices, finding the perfect carrier to get you to Chippendale will be a breeze.

Stay near popular Chippendale attractions

Central Park

8.6/10 (403 reviews)
Explore the great outdoors at Central Park, a lovely green space in Sydney. Amble around this vibrant area's waterfront or experience its entertainment choices.
See properties

Railway Square

8.0/10 (31 reviews)
You can find out about the history of Sydney with a stop at Railway Square. Discover the entertainment choices and shops in this vibrant area.
See properties

Kensington Street

8.4/10 (16 reviews)
During your visit to Sydney, you can do some window-shopping at Kensington Street. Amble around this vibrant area's waterfront or experience its entertainment choices.
See properties

White Rabbit

9.4/10 (9 reviews)
You can spend time studying the exhibits at White Rabbit during your trip to Sydney. Amble around this vibrant area's waterfront or experience its entertainment choices.
See properties

Pine Street Creative Arts Centre

Enjoy an outing to Pine Street Creative Arts Centre during your stay in Sydney. Visit the shops and top-notch restaurants in this family-friendly area.
See properties

Things to do

Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£26
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

£84
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

£89
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
See all activities in Sydney

* 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.