Chippendale Vacations from $1,546

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Your Chippendale Vacation

Experiencing everything Chippendale has to offer is simple with a Chippendale vacation package. Known for its culture and more, this intriguing neighborhood is calling your name. Start your trip to Chippendale by checking out nearby attractions such as Sydney Opera House, Sydney Harbour Bridge and Circular Quay. Expedia will help you turn your dream Chippendale vacation into reality, no matter your budget or travel plans.

The Latest Chippendale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $1,880, price is now $1,546 per person
$1,546
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
8.2/10 Very Good! (2,600 reviews)
Great location, friendly staff, small comfortable room perfect for what I needed

Reviewed on Mar 17, 2026

Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was $7,067, price is now $6,481 per person
$6,481
per person
May 3 - May 9
found 11 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was $1,999, price is now $1,733 per person
$1,733
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
9.4/10 Exceptional! (873 reviews)
Staff are the highlight here, they are lovely. Breakfast downstairs was great. Rooms are small but fit for purpose.

Reviewed on Mar 11, 2026

Wildlife Retreat at Taronga

Wildlife Retreat at Taronga

4.5 out of 5
Mosman
Price was $2,484, price is now $2,154 per person
$2,154
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
9.8/10 Exceptional! (856 reviews)
Rooms were wonderfull. Looked out our window to watch a koala feeding.

Reviewed on Mar 19, 2026

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(1,328 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
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $144 total per night from Apr 19 to Apr 20
$144 total
Apr 19 - Apr 20
Total with taxes and fees
Mercure Sydney
Bar Broadway

Bar Broadway

3 out of 5
2 Broadway Chippendale NSW
$90 nightly
The price is $98 total per night from Mar 29 to Mar 30
$98 total
Mar 29 - Mar 30
Total with taxes and fees
7.8/10 Good! (132 reviews)
It was a good start, adorable and close to central made my stay in Sydney very convenient

Reviewed on Mar 19, 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
$195 nightly
The price is $214 total per night from Apr 2 to Apr 3
$214 total
Apr 2 - Apr 3
Total with taxes and fees
9.2/10 Wonderful! (2,545 reviews)
Yes

Reviewed on Mar 17, 2026

Shangri-La Sydney
See all 6,009 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Chippendale

Central Park

4.5/5(96 reviews)

Explore the great outdoors at Central Park, a lovely green space in Sydney. Amble around this vibrant area's waterfront or experience its acclaimed art scene.

Central Park

Kensington Street

4.5/5(5 reviews)

During your visit to Sydney, you can browse for the perfect souvenirs at Kensington Street. Amble around this vibrant area's waterfront or experience its fascinating museums.

Kensington Street

Railway Square

4/5(5 reviews)

You can find out about the history of Sydney when you stop by Railway Square. Discover the entertainment choices and shops in this vibrant area.

Railway Square

Things to do

Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

$49
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
Sydney Flexi Pass

Sydney Flexi Pass - Pick 3, 5, or 7 Experiences

$112
per adult
Sydney Flexi Pass - Pick 3, 5, or 7 Experiences
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$39
per adult
96% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.