Chippendale Holidays

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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.
  • Outdoor pool, pool umbrellas, pool loungers
    Aug 15 - Aug 31

    Atura Blacktown + Flight

    Prospect
    14 nights
    4.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Room and bed were alright. Check in was self done. Staff barely acknowledged us. We were put on the ground floor which was close to a function room that had a live band playing. We were not told about this or given an option if we didn’t want to be near the room. When I went to ask about it I was ignored by the bar staff for about 5 minutes until I butted in. There was no one on reception. I was told the band was playing till 10 but they would ask them to turn it down. The noise level didn’t..."
    Reviewed May 24, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 2 stops SYD - LHR • 2 stops
    £2,056
    £1,755
    per traveller
    found 1 day ago
    Atura Blacktown
  • Pool
    Aug 15 - Aug 31

    The York by Swiss-Belhotel International + Flight

    Sydney Central Business District
    14 nights
    4.5 star property
    8.6/10 - Excellent (2,686 reviews)
    "Great location and easy access to everything near Circular Quay. 200 meters from Wynyard station. We were a little disappointed that the stock pictures used on Expedia made the apartment look better than it was. The apartment we stayed in was roomy and adequate, but could definitely use some updating. The bathrooms, kitchen, and carpet need some refreshing, but everything worked so it was not a huge issue."
    Reviewed June 3, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 2 stops SYD - LHR • 2 stops
    £3,349
    £2,690
    per traveller
    found 1 day ago
    The York by Swiss-Belhotel International
  • Exterior
    Aug 15 - Aug 31

    Hotel Woolstore 1888, Sydney - Handwritten Collection + Flight

    Pyrmont
    14 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Loved the size of our room (213). Loved the vibe."
    Reviewed May 24, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 2 stops SYD - LHR • 2 stops
    £3,292
    £2,739
    per traveller
    found 1 day ago
    Hotel Woolstore 1888, Sydney - Handwritten Collection
  • Miscellaneous
    Aug 15 - Aug 31

    Novotel Sydney on Darling Harbour + Flight

    Sydney Central Business District
    14 nights
    4.5 star property
    8.4/10 - Very good (1,355 reviews)
    "Location, friendly staff, great room size, lovely, delicious restaurant and good value. What's not to like??"
    Reviewed June 2, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 2 stops SYD - LHR • 2 stops
    £3,206
    £2,676
    per traveller
    found 1 day ago
    Novotel Sydney on Darling Harbour
  • Exterior
    Aug 15 - Aug 31

    The Sydney Boulevard Hotel by Accor + Flight

    Woolloomooloo
    14 nights
    4.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "Friendly and helpful staff on our 'down under' trip. Gave us an excellent high toom with views over Sydney Harbour. A little way from the main centre but frequent buses and rail/trams made getting around easy"
    Reviewed May 4, 2026
    Return • London (LHR) - Sydney (SYD)
    LHR - SYD • 2 stops SYD - LHR • 2 stops
    £2,909
    £2,459
    per traveller
    found 1 day ago
    The Sydney Boulevard Hotel by Accor

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

2 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 £98 per night from 8 Jun to 9 Jun
£98
8 Jun - 9 Jun
includes taxes & fees
8.6/10 Excellent! (1,321 reviews)
"All of the staff from different areas were amazing so helpful with suggestions of attractions and transport etc. The breakfast buffet was 10/10. Would definitely stay again and 100% recommend to family and friends. Close to trains and buses and an easy stroll to the heart of Sydney great ..."

Reviewed on 1 Jun 2026

Mercure Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
The price is £188 per night from 17 Jun to 18 Jun
£188
17 Jun - 18 Jun
includes taxes & fees
9.6/10 Exceptional! (2,203 reviews)
"Beautiful place!"

Reviewed on 3 Jun 2026

Four Seasons Hotel 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 £179 per night from 8 Jun to 9 Jun
£179
8 Jun - 9 Jun
includes taxes & fees
9.2/10 Wonderful! (2,698 reviews)
"Clean, spacious room with huge bathroom. (Stayed in an Executive Opera House City 2 Double Beds (High Floor)). Short walk to many restaurants, bars and coffee shops. (Note: Walking up and down Essex St could be challenging for someone with mobility issues as it’s quite steep.)"

Reviewed on 3 Jun 2026

Shangri-La Sydney
See all 6,136 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

Hunter Valley Full Day Tour

Hunter Valley Full Day Tour - Gray Line Sydney

£117
per adult
Hunter Valley Full Day Tour - Gray Line Sydney
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£27
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

£42
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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.