Chippendale Vacations from $1,649

Book a Hotel + Flight or Car together to unlock savings

Photo by Andy Yee

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

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

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.
InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was $2,272, price is now $1,649 per person
$1,649
per person
Feb 15 - Feb 18
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9/10 Wonderful! (596 reviews)
Initial room was sub standard with mol

Reviewed on Dec 13, 2025

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was $2,708, price is now $2,000 per person
$2,000
per person
Feb 15 - Feb 18
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
Price was $2,261, price is now $1,716 per person
$1,716
per person
Feb 15 - Feb 18
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.8/10 Excellent! (836 reviews)
Great location, staff were lovely and very accommodating. The view is a beachfront ocean view but you do see a lot of building tops that aren’t very nice.

Reviewed on Dec 15, 2025

Beachfront Manly Apartment With Balcony & Parking

Beachfront Manly Apartment With Balcony & Parking

2.5 out of 5
Manly
Price was $2,815, price is now $2,141 per person
$2,141
per person
Mar 1 - Mar 6
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Sydney (SYD)
No reviews
Bright Tamarama 2-bed With Balcony Water View

Bright Tamarama 2-bed With Balcony Water View

2.5 out of 5
Tamarama
Price was $2,184, price is now $1,666 per person
$1,666
per person
Feb 15 - Feb 18
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews

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
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $126 total per night from Jan 13 to Jan 14
$126 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.6/10 Excellent! (1,238 reviews)
Welcoming, quiet and clean

Reviewed on Dec 18, 2025

Mercure Sydney
Bar Broadway

Bar Broadway

3 out of 5
2 Broadway Chippendale NSW
$77 nightly
The price is $85 total per night from Dec 26 to Dec 27
$85 total
Dec 26 - Dec 27
Total with taxes and fees
7.8/10 Good! (106 reviews)
Everything was clean and tidy. Neat building. Well kept.

Reviewed on Dec 9, 2025

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
$172 nightly
The price is $189 total per night from Jan 18 to Jan 19
$189 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
9/10 Wonderful! (2,451 reviews)
yes

Reviewed on Dec 22, 2025

Shangri-La Sydney
See all 5,902 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

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

Central Park

Railway Square

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

Railway Square

Kensington Street

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 acclaimed art scene.

Kensington Street

Things to do

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

$58
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
Sydney Harbour: Thunder Thrill Jet Boat Ride

Sydney Harbour: Thunder Thrill Jet Boat Ride

$37
per adult
Sydney Harbour: Thunder Thrill Jet Boat Ride
Taronga Zoo Ticket with Sydney Harbour Ferry Return

Taronga Zoo Ticket with Sydney Harbour Ferry Return

$50
per adult
80% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
See all activities in Sydney

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.