Chippendale Vacations from $1,358

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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.
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Price was $1,682, price is now $1,358 per person
$1,358
per person
Mar 3 - Mar 8
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.4/10 Very Good! (1,003 reviews)
The room was fine but it’s fairly dated. Theres not really very good places to hang towels in the bathroom, the taps are old school individual hot and cold which have leaky washers and are over tightened. There’s no accessible power sockets near the bed, and the AC struggles to cool the room. There’s also only one small bin in the bathroom. Adding a mixer tap in the bathroom, cleaning up the bathroom storage, adding a dedicated bathroom towel. Looking at the AC and tying the bathroom exhaust to the light switch amd adding accessible power sockets would help bring the hotel up to the modern standard of others. In saying that the room was fine for a couple of nights and you can’t beat that location. The staff were also very helpful and accommodating.

Reviewed on Jan 8, 2026

Fairlight 2-bed Apartment Steps From the Beach

Fairlight 2-bed Apartment Steps From the Beach

2.5 out of 5
Fairlight
Price was $2,677, price is now $2,033 per person
$2,033
per person
Mar 31 - Apr 5
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
No reviews
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was $2,080, price is now $1,685 per person
$1,685
per person
Feb 16 - Feb 21
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Room was great, huge bed,location amazing but the men front of house, not that happy or helpful

Reviewed on Jan 6, 2026

Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
Price was $1,756, price is now $1,428 per person
$1,428
per person
Mar 3 - Mar 8
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.8/10 Excellent! (1,498 reviews)
Pool and hot tub had been listed as amenities but were closed. They offered the amenities at a sister hotel about one mile away. The bathroom sink did not drain well. No towels available at the gym. The front desk staffers were friendly and helpful.

Reviewed on Dec 27, 2025

APX Parramatta

APX Parramatta

4 out of 5
Rosehill
Price was $2,106, price is now $1,720 per person
$1,720
per person
Apr 3 - Apr 8
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Sydney (SYD)
7.4/10 Good! (1,001 reviews)
2 bedroom apartment was very spacious & very clean. Was only a one night stay for us, but the apartment appeared to have everything you would need for a longer stay. Beds were comfy, not much traffic noise at all despite being on a main road. Lots of car parks. Would definitely stay here again.

Reviewed on Dec 21, 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
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Jan 26 to Jan 27
$131 total
Jan 26 - Jan 27
Total with taxes and fees
8.6/10 Excellent! (1,267 reviews)
Very nice room, lovely hotel and breakfast was brilliant. Concierge very helpful and on site bar was great. What really stood out though was the lead / head receptionist. Following a family bereavement meaning I had to fly back to the UK, her compassion and assistance was amazing in the most challenging ...

Reviewed on Jan 7, 2026

Mercure Sydney
Bar Broadway

Bar Broadway

3 out of 5
2 Broadway Chippendale NSW
$73 nightly
The price is $81 total per night from Jan 23 to Jan 24
$81 total
Jan 23 - Jan 24
Total with taxes and fees
7.8/10 Good! (111 reviews)
Clean room,good staff,surprisingly quiet considering it’s on a very busy street,would stay again

Reviewed on Jan 7, 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
$186 nightly
The price is $205 total per night from Feb 1 to Feb 2
$205 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (2,457 reviews)
We really enjoyed our stay at the Shangri- La, wonderful staff, all very helpful and service was prompt. The rooms were spacious and comfortable, really clean, everything you need at your fingertips. The Horizon Lounge was a highlight along with the food and views! Can’t beat the views .. perfect. ...

Reviewed on Jan 8, 2026

Shangri-La Sydney
See all 6,014 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.
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All Inclusive Vacations
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Beach Vacations
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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 theater scene.

Central Park

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

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 acclaimed theater scene.

Kensington Street

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

$42
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

$57
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

$41
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
See all activities in Sydney

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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.