Woolloomooloo Vacations from $1,417

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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.
Coogee Bay Hotel

Coogee Bay Hotel

3.5 out of 5
Coogee
Price was $1,633, price is now $1,417 per person
$1,417
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
18.4/10 Exceptional! (125 reviews)
We had a beautiful beach view with wrap around deck. Warning, restaurant below can be very noisy on weekends.

Reviewed on Nov 15, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was $1,886, price is now $1,609 per person
$1,609
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
18/10 Exceptional! (596 reviews)
We will miss the hotel when it is gone

Reviewed on Nov 2, 2025

Establishment Hotel

Establishment Hotel

5 out of 5
Sydney Central Business District
Price was $1,737, price is now $1,513 per person
$1,513
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
18/10 Exceptional! (658 reviews)
We stayed here for one night and would not want to stay for longer due to the noise from surrounding bars/entertainment which went on until 3am. The room was large with a huge en-suite but needs to be renovated due to deteriorating/broken floor tiles. Could not fault the friendly helpful staff.

Reviewed on Oct 26, 2025

Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was $2,320, price is now $1,690 per person
$1,690
per person
Feb 2 - Feb 7
found 9 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews
Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Price was $2,137, price is now $1,591 per person
$1,591
per person
Feb 2 - Feb 7
found 9 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews

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

1 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
$116 nightly
The price is $127 total per night from Dec 14 to Dec 15
$127 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Very clean and tidy hotel and rooms. Easy location for walking and convenience for what stay was for

Reviewed on Nov 13, 2025

The Sydney Boulevard Hotel
Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
6 Cowper Wharf Road Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $211 total per night from Dec 7 to Dec 8
$211 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Yes

Reviewed on Nov 11, 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
$177 nightly
The price is $195 total per night from Dec 14 to Dec 15
$195 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (2,440 reviews)
Fantastic stay. Will definitely come back.

Reviewed on Nov 15, 2025

Shangri-La Sydney
See all 5,651 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.
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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 fascinating museums 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
84% 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

$35
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.