Woolloomooloo Vacations from $1,035

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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 CBD
Furama Darling Harbour
APX Darling Harbour
InterContinental Sydney Double Bay by IHG
YEHS Hotel Sydney Harbour Suites

Where to stay in Woolloomooloo

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

Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel

The Sydney Boulevard Hotel

4 out of 5
90 William Street, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $142 total per night from Oct 26 to Oct 27
$142 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
"The staff were lovely and helpful. The bed was very hard. The bathtub was very old and its painting was coming off. The walls were thin, so we heard the neighbours going to the toilet, having a shower and when they were giggling. The steam room and the sauna didn’t work properly. Their sundeck did ..."

Reviewed on Oct 10, 2025

The Sydney Boulevard Hotel
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $248 total per night from Nov 2 to Nov 3
$248 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,986 reviews)
"The most amazing experience especially the staff and lounge 32"

Reviewed on Oct 16, 2025

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $200 total per night from Oct 26 to Oct 27
$200 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (2,442 reviews)
"Room was beautifully clean, staff ere incredibly attentive, friendly and a real highlight"

Reviewed on Oct 18, 2025

Shangri-La Sydney
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.

Discover the most popular places to visit in Woolloomooloo

Things to do

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