Woolloomooloo Vacations from $1,656

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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.
Studio3: Chic Bondi Abode With Pool & A/C

Studio3: Chic Bondi Abode With Pool & A/C

Bondi Junction
$1,656
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
$1,968
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.2/10 Very Good! (2,874 reviews)
Pullman Sydney Hyde Park

Pullman Sydney Hyde Park

Darlinghurst
$2,147
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
No outlets around beds

Reviewed on Aug 14, 2026

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

Bondi Beach
$2,078
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
9.2/10 Wonderful! (1,178 reviews)
Both the girls at check in were first class and made my process so easy. A great place to stay in Bondi

Reviewed on Aug 10, 2026

Nesuto Woolloomooloo Sydney Apartments

Nesuto Woolloomooloo Sydney Apartments

Woolloomooloo
$1,733
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
We stayed in room 216 for three nights, it was great! Regina at front desk was awesome, letting us check in earlier after our long flight from the US. Apartments are spacious clean and comfortable, everything you need for a great stay! Close to all the sights if you are happy to walk, Circular Quay, Sydney Habour, Opera House, Botanical Gardens! Coffee place at the end of Dowling St was great! Bus stop close by to get to Bondi. Would stay again if coming back to Sydney!

Reviewed on Jul 29, 2026

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel by Accor

The Sydney Boulevard Hotel by Accor

90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
$132 nightly
$145 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Great place to stay - clean"

Reviewed on Aug 14, 2026

The Sydney Boulevard Hotel by Accor
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
$219 nightly
$241 total
Aug 23 - Aug 24
Total with taxes and fees
9.6/10 Exceptional! (2,247 reviews)
"Very good"

Reviewed on Aug 16, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$209 nightly
$230 total
Aug 23 - Aug 24
Total with taxes and fees
9.2/10 Wonderful! (2,816 reviews)
"We were disturbed twice when we had do not disturb notices on, minibar is very limited."

Reviewed on Aug 16, 2026

Shangri-La Sydney
See all 6,295 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.

Stay near popular Woolloomooloo attractions

Woolloomooloo Wharf

9.0/10 (45 reviews)
Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the fascinating museums in this vibrant area.
See properties

Woolloomooloo Finger Wharf

Find out about the history of Sydney when you take a trip to Woolloomooloo Finger Wharf. Stroll along the beautiful beaches or experience the entertainment choices in this vibrant area.
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Harry’s Cafe de Wheels

8.8/10 (11 reviews)
You can find out about the history of Sydney with a stop at Harry’s Cafe de Wheels. Discover the acclaimed theater scene and shops in this vibrant area.
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East Sydney Private Hospital

Though East Sydney Private Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Sydney while you are here.
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Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$111
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

$50
per adult
94% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Harbour Dinner Cruise Latin Fiesta

Sydney Harbour Dinner Cruise Latin Fiesta

$81
per adult
Sydney Harbour Dinner Cruise Latin Fiesta
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.