Chippendale Holidays from £1,133

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,002 reviews)
Very unique stay, wonderful management, and a great experience. I highly recommend

Reviewed on 24 Jun 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,105 reviews)
Location is good close to public transport, unit was clean and tidy the only thing that let our stay down was outside street noise. Would happily recommend to others.

Reviewed on 25 Jun 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8/10 Very Good! (2,612 reviews)
Dated property but clean, good value and in a good position for transport, restaurants and shopping.

Reviewed on 20 Jun 2025

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (817 reviews)
Excellent location and comfort

Reviewed on 9 Jun 2025

Where to stay in Chippendale

Find the best Chippendale areas and neighborhoods for the activities you enjoy most. Learn more about Chippendale
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Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(343 area reviews)

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.

Find hotels in Sydney Central Business District

Top hotels in Chippendale

Mercure Sydney
Mercure Sydney
4.5 out of 5
818-820 George Street, Chippendale, NSW
Fully refundableReserve now, pay when you stay
The price is £93 per night from 29 Jun to 30 Jun
£93
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,121 reviews)
"Nice hotel, conveniently located."

Reviewed on 24 Jun 2025

Mercure Sydney
Shangri-La Sydney
Shangri-La Sydney
5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
The price is £131 per night from 27 Jul to 28 Jul
£131
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (2,284 reviews)
"Enjoyed stay blu bar a highlight with its views"

Reviewed on 25 Jun 2025

Shangri-La Sydney
Hyatt Regency Sydney
Hyatt Regency Sydney
5 out of 5
161 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is £128 per night from 3 Jul to 4 Jul
£128
3 Jul - 4 Jul
includes taxes & fees
8.8/10 Excellent! (1,729 reviews)
"Comfortable room with gorgeous view. Best breakfast selection we’ve had in ages! Will book again soon!"

Reviewed on 26 Jun 2025

Hyatt Regency Sydney
See all 5,363 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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.

Things to do

Blue Mountains Sunset & Three Sisters Small Group Tours

Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience

£70
per adult
96% of travellers recommend
Blue Mountains Sunset & Three Sisters Tour Comfortable Wildlife Experience
Three Sisters from Echo Point

Blue Mountains Day Tour with Wildlife, Walks and Scenic World

£73
per adult
Blue Mountains Day Tour with Wildlife, Walks and Scenic World
Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

£95
per adult
92% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
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.