Chippendale Vacations from ￥120,356

Book a Hotel + Flight or Car together to unlock savings

Photo by Andy Yee

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Chippendale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
7.6/10 Good! (1,002 reviews)
Nice staff and convienant to everything!

Reviewed on Jul 30, 2025

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
per person
Sep 24 - Sep 29
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
9.4/10 Exceptional! (1,001 reviews)
The views! Fantastic and friendly staff. Rooms are lovely, beds are comfy and kids loved the loft. Free parking a bonus and a 1 min walk to ferry. We will definitely stay here again.

Reviewed on Jul 24, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Oct 30 - Nov 2
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on Aug 10, 2025

Rydges Camperdown

Rydges Camperdown

4 out of 5
Camperdown
per person
Sep 24 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
7.8/10 Good! (1,001 reviews)
Good value for money to attend RPA appointments over 2 days. Good to see the Dining area back working

Reviewed on Aug 11, 2025

Aerotel Sydney - Inside International Terminal Airport

Aerotel Sydney - Inside International Terminal Airport

3 out of 5
Mascot
per person
Sep 24 - Sep 29
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
8/10 Very Good! (18 reviews)
Room was very small but bathroom was large and you can’t beat the location

Reviewed on Jul 27, 2025

Where to stay in Chippendale

Find the best Chippendale areas and neighborhoods for the activities you enjoy most. Learn more about Chippendale
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

Chippendale Hotel Deals

Mercure Sydney

Mercure Sydney

4.5 out of 5
818-820 George Street, Chippendale, NSW
The price is ￥18,458 per night from Sep 14 to Sep 15
￥18,458
￥20,304 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (1,147 reviews)
Good
"Room great, i chose city view, got top floor. Very clean. Good facilities, but restaurant was closed 2 out of 3 nights i was there, closed sunday and Monday nights. Tuesday night, finally got dinner there, food was fantastic but they brought out the main meal when i had not even finished my entree. ..."

Reviewed on Aug 12, 2025

Mercure Sydney
Four Points By Sheraton Sydney, Central Park

Four Points By Sheraton Sydney, Central Park

4 out of 5
88 Broadway, Chippendale, NSW
Fully refundableReserve now, pay when you stay
The price is ￥21,679 per night from Sep 2 to Sep 3
￥21,679
￥23,847 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (776 reviews)
"."

Reviewed on Jul 11, 2025

Four Points By Sheraton Sydney, Central Park
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 ￥25,423 per night from Sep 14 to Sep 15
￥25,423
￥27,965 total
Sep 14 - Sep 15
includes taxes & fees
8.8/10 Excellent! (2,361 reviews)
"The perfect staycation with unforgettable views."

Reviewed on Aug 15, 2025

Shangri-La Sydney
See all 5,406 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

How much does a Chippendale vacation package cost?
Maybe less than you might think — from just ￥120,356, in fact! By bundling flights, hotels and car rentals into your own custom-made vacation package, your trip to Chippendale is just a few clicks away.
How do I get a cheap travel package to Chippendale?
If you love scoring a bargain, bundle your bookings into a Chippendale vacation package. Whether you're searching for hotels, flights, activities or rental cars, you can book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 partner airlines and 1,000,000 hotel options all over the world to select from. Fly with who you prefer, stay wherever you like and save a pretty penny — now that's the ideal getaway!
Where should I stay in Chippendale?
Make sightseeing a breeze by staying in a hotel right around the corner from Chippendale's terrific attractions. Sydney Opera House and Sydney Harbour Bridge are two of the best in this neighborhood.
What are the top hotels in Chippendale?
Book a stay at The Village Broadway - Hostel. It's one of this neighborhood's most in-demand properties. Another highly rated option in Chippendale is Four Points By Sheraton Sydney, Central Park.
How far in advance should I book my Chippendale vacation?
Search Expedia to compare international fares as early as possible. You can usually purchase a seat up to a year in advance. If you can't see your preferred carrier, or you have to book last minute, don't stress. Low prices to Chippendale sometimes appear just weeks before departure.
What does an Expedia Chippendale travel package include?
Rental cars, flights and hotels — we've got them covered. With Expedia, you can create your Chippendale package however you want. All you have to do is figure out exactly what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater your savings!
What should I know before booking a Chippendale travel package?
Design deals that suit your budget with an Expedia package. Flights, hotels, rental cars — we've got all of them. You'll save precious dollars just by bundling your bookings. Whether you're taking off on a winter adventure or sipping cocktails on a beach, your dream vacation is just a few clicks away.
Can I choose my airline with a Chippendale Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just select the airline you want and craft the perfect Chippendale escape.
If I'm not able to travel, can I cancel my Chippendale vacation package?
If your travel plans in Chippendale have been upended, it's comforting to know that it's possible to cancel or amend your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a fee. For more information, visit our Customer Service Portal.

Things to do

Three Sisters from Echo Point

Blue Mountains Day Tour with Wildlife, Walks and Scenic World

￥18,328
per adult
Blue Mountains Day Tour with Wildlife, Walks and Scenic World
Women drinking wine at a vineyard in Hunter Valley

Hunter Valley Wine & Cheese in Small-Group Tour from Sydney

￥22,789
per adult
90% of travellers recommend
Hunter Valley Wine & Cheese in Small-Group Tour from Sydney
Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

￥21,040
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, 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.