Woolloomooloo Vacations from $1,607

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Your Woolloomooloo Vacation

From its shopping to its bars and pubs and culture, there are loads of incredible reasons to book a vacation package to Woolloomooloo. When you want to escape from it all, this commercial neighborhood is calling. When it's time to see the sights, you'll find lots of awesome attractions nearby including University of Sydney, Sydney Cricket Ground and Hordern Pavilion. Tick off one or all during your trip to Woolloomooloo. Expedia is here to put your travel plans into action. Book your perfect Woolloomooloo vacation today.

The Latest Woolloomooloo 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
per person
Sep 20 - Sep 25
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
8.2/10 Very Good! (2,195 reviews)
Very dated, Things are apparently going to be updated, It needs it.

Reviewed on Aug 3, 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Oct 16 - Oct 21
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Beautiful interior finishes! Located close to everything needed for a great break away!

Reviewed on Jul 29, 2025

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
per person
Oct 16 - Oct 21
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
8.8/10 Excellent! (1,200 reviews)
Thank you, Lili, for your outstanding treatment and service.

Reviewed on Aug 3, 2025

SKYE Suites Sydney

SKYE Suites Sydney

5 out of 5
Sydney Central Business District
per person
Oct 16 - Oct 21
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (SYD)
9.4/10 Exceptional! (741 reviews)
Great value for money. Great space and close to everything.

Reviewed on Jul 30, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Sep 20 - Sep 25
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Really quirky hotel with friendly staff, good location, clean, comfortable and sizeable room

Reviewed on Jul 28, 2025

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
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

Woolloomooloo Hotel Deals

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
6 Cowper Wharf Road, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $185 total per night from Sep 3 to Sep 4
$185 total
Sep 3 - Sep 4
Total includes taxes and fees
9.2/10 Wonderful! (999 reviews)
"Really quirky hotel with friendly staff, good location, clean, comfortable and sizeable room"

Reviewed on Jul 28, 2025

Ovolo Woolloomooloo
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $190 total per night from Aug 17 to Aug 18
$190 total
Aug 17 - Aug 18
Total includes taxes and fees
8.8/10 Excellent! (2,333 reviews)
"Nice hotel, friendly and quick staff, rooms are becoming slightly outdated but still beautiful. Had the most amazing view of the bridge and opera house, loved the bench seat windows."

Reviewed on Aug 3, 2025

Shangri-La 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
$204 nightly
The price is $225 total per night from Aug 24 to Aug 25
$225 total
Aug 24 - Aug 25
Total includes taxes and fees
9.6/10 Exceptional! (1,890 reviews)
"Stayed here recently and couldn’t be happier with the experience. The location was perfect, close to everything I needed, and the view from the room was stunning. The room itself was spotless, modern, and very comfortable - exactly what I was hoping for. From check-in to check-out, everything was ..."

Reviewed on Jul 31, 2025

Four Seasons Hotel Sydney
See all 5,446 properties in Woolloomooloo
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 Woolloomooloo

Woolloomooloo

Woolloomooloo Wharf

Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the entertainment choices in this vibrant area.

Woolloomooloo Wharf
Lovely little spot for a great Chilli Dog or Pie whilst overlooking the bay

Harry’s Cafe de Wheels

You can find out about the history of Sydney with a stop at Harry’s Cafe de Wheels. Discover the fascinating museums and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

$144
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$65
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

$36
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
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.