Chippendale Holidays from £1,205

Book a Hotel + Flight or Car together to unlock savings

Photo by Andy Yee

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 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

    Packages with flights are ATOL protected

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.
Manly Pacific Sydney MGallery Collection

Manly Pacific Sydney MGallery Collection

4.5 out of 5
Manly
Price was £1,281, price is now £1,205 per person
£1,205
per person
6 Jul - 9 Jul
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (324 reviews)
On the street parking is difficult. I wouldn’t recommend it as you have to move every couple hours. As for parking on site - this needs to be prearranged and then is quite expensive. I definitely think Uber or public transport is the best option. The king superior room with a balcony was just the best thoroughly enjoyed it. The room was extra. The shops within an easy walking and having the beach directly across the road was the biggest bonus. The staff were amazing and very helpful and friendly highly recommend staying here🌟🌟🌟🌟🌟🌟.

Reviewed on 6 Apr 2026

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was £1,426, price is now £1,321 per person
£1,321
per person
11 Jul - 14 Jul
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,005 reviews)
Rooms were in good condition Breakfast was good and the food was well prepared.

Reviewed on 14 Apr 2026

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was £1,319, price is now £1,223 per person
£1,223
per person
6 Jul - 9 Jul
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (621 reviews)
Excellent hotel in every respect. My wife, 8 year old son and I all loved it there. The staff were superb, the breakfast delicious, the room clean with a nice balcony, what more can I say!

Reviewed on 3 Apr 2026

PARKROYAL Darling Harbour, Sydney

PARKROYAL Darling Harbour, Sydney

4.5 out of 5
Sydney Central Business District
Price was £1,578, price is now £1,506 per person
£1,506
per person
10 Jun - 16 Jun
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (1,757 reviews)
A lovely hotel. Friendly staff, good breakfast. Centrally located. Nice quiet, well appointed rooms.

Reviewed on 18 Apr 2026

Paradox Sydney

Paradox Sydney

5 out of 5
Sydney Central Business District
Price was £1,565, price is now £1,494 per person
£1,494
per person
10 Jun - 16 Jun
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,937 reviews)
Didn't have the breakfast

Reviewed on 18 Apr 2026

Where to stay in Chippendale

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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(345 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 £104 per night from 11 May to 12 May
£104
11 May - 12 May
includes taxes & fees
8.6/10 Excellent! (1,290 reviews)
Breakfast Location dark Food was ok Reception was outstanding especially Maria

Reviewed on 18 Apr 2026

Mercure Sydney
Bar Broadway

Bar Broadway

3 out of 5
2 Broadway Chippendale NSW
The price is £65 per night from 20 Apr to 21 Apr
£65
20 Apr - 21 Apr
includes taxes & fees
7.8/10 Good! (141 reviews)
Second time there. Fast check in, clean rooms a

Reviewed on 15 Apr 2026

Bar Broadway
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 £173 per night from 11 May to 12 May
£173
11 May - 12 May
includes taxes & fees
9.2/10 Wonderful! (2,598 reviews)
We had a corner suite and the view of the harbor bridge, cruise ships and bay. Stay was wonderful in every way.

Reviewed on 19 Apr 2026

Shangri-La Sydney
See all 5,734 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

Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£43
per adult
Sydney Harbour Cultural Cruise with Island Stop
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£25
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Rigoletto at the Sydney Opera House

Rigoletto at the Sydney Opera House

£73
per traveller
Rigoletto at the Sydney Opera House
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.