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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was $1,256, price is now $1,035 per person
$1,035
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice stay. Close to everything. Staff very helpful

Reviewed on Oct 18, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was $2,870, price is now $2,308 per person
$2,308
per person
Dec 26 - Dec 31
found 22 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sydney (SYD)
8.4/10 Very Good! (1,006 reviews)
Great stay would recommend to anyone

Reviewed on Oct 11, 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was $2,477, price is now $1,994 per person
$1,994
per person
Dec 26 - Dec 31
found 22 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sydney (SYD)
7.6/10 Good! (1,002 reviews)
Second time staying here and will stay again. Friendly staff, very convenient location at darling harbour. Comfortable rooms

Reviewed on Oct 5, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was $4,911, price is now $4,065 per person
$4,065
per person
Dec 22 - Dec 27
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
Seems the room didnt get clean for 2 days. Garbage not picked up. No bathroom supplies ie toilet paper

Reviewed on Oct 16, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $1,282, price is now $1,088 per person
$1,088
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (2,335 reviews)
Handy location good size rooms

Reviewed on Oct 19, 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

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
See all 5,535 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
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Beach Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Woolloomooloo

Woolloomooloo

Woolloomooloo Wharf

4.5/5(5 reviews)

Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the acclaimed theater scene 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

4/5(1 review)

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

Harry’s Cafe de Wheels

Things to do

Sydney Hop-On Hop-Off Big Bus Tour

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

$41
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

$56
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

$36
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
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.