Woolloomooloo Vacations from $1,767

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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 QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was $2,024, price is now $1,767 per person
$1,767
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Simply the best customer service!

Reviewed on Oct 9, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was $2,585, price is now $2,038 per person
$2,038
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9/10 Wonderful! (584 reviews)
Quiet and convenient.

Reviewed on Aug 23, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was $2,367, price is now $1,988 per person
$1,988
per person
Nov 18 - Nov 22
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.4/10 Very Good! (1,001 reviews)
This is my 3rd time staying here and would stay again as locations very convenient.

Reviewed on Oct 6, 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was $2,118, price is now $1,781 per person
$1,781
per person
Nov 18 - Nov 22
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
7.6/10 Good! (1,010 reviews)
Second time staying here and will stay again. Friendly staff, very convenient location at darling harbour. Comfortable rooms

Reviewed on Oct 5, 2025

SKYE Suites Sydney

SKYE Suites Sydney

5 out of 5
Sydney Central Business District
Price was $2,380, price is now $2,097 per person
$2,097
per person
Nov 18 - Nov 22
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.4/10 Exceptional! (766 reviews)
Such a nice quiet place and relaxing place to stay.

Reviewed on Sep 21, 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
$131 nightly
The price is $144 total per night from Oct 19 to Oct 20
$144 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Hotel was close to woolworths which was handy, easy walk to cbd, close to the museum and hyde park. Also close to train station. Comfy bed and awesome shower. Would stay again."

Reviewed on Oct 4, 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
$223 nightly
The price is $245 total per night from Oct 19 to Oct 20
$245 total
Oct 19 - Oct 20
Total with taxes and fees
9.6/10 Exceptional! (1,967 reviews)
"It was nice clean kind better"

Reviewed on Oct 7, 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
$183 nightly
The price is $202 total per night from Oct 19 to Oct 20
$202 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (2,422 reviews)
"close to all things that i was doing at the time"

Reviewed on Oct 6, 2025

Shangri-La Sydney
See all 5,580 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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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 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

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

$39
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

$54
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

$34
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.