Woolloomooloo Vacations from $1,658

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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.
Sage Hotel Wollongong

Sage Hotel Wollongong

4 out of 5
Wollongong CBD
Price was $2,958, price is now $1,658 per person
$1,658
per person
Feb 20 - Feb 21
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.4/10 Very Good! (1,003 reviews)
Room was spotless. Staff were very friendly and generous with vouchers when there was a bit of a room mix up.

Reviewed on Jan 6, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was $3,204, price is now $1,756 per person
$1,756
per person
Mar 1 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
It was great over all

Reviewed on Jan 8, 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was $3,201, price is now $1,786 per person
$1,786
per person
Mar 1 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
The room was adequate. Small but enough room for the 2 of us. AC was cold but not very adjustable. Beds were comfortable.

Reviewed on Jan 3, 2026

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was $3,387, price is now $1,893 per person
$1,893
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Room was great, huge bed,location amazing but the men front of house, not that happy or helpful

Reviewed on Jan 6, 2026

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

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
$115 nightly
The price is $126 total per night from Jan 18 to Jan 19
$126 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Nice rooms, nice location, nice staff

Reviewed on Jan 2, 2026

The Sydney Boulevard Hotel
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $205 total per night from Feb 1 to Feb 2
$205 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (2,457 reviews)
We really enjoyed our stay at the Shangri- La, wonderful staff, all very helpful and service was prompt. The rooms were spacious and comfortable, really clean, everything you need at your fingertips. The Horizon Lounge was a highlight along with the food and views! Can’t beat the views .. perfect. ...

Reviewed on Jan 8, 2026

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $250 total per night from Feb 1 to Feb 2
$250 total
Feb 1 - Feb 2
Total with taxes and fees
9.6/10 Exceptional! (2,068 reviews)
Overall we enjoyed our stay in Sydney. We had reserved a room that had partial view of Sydney opera house but the music from an open roof bar nearby was too much. The four seasons worked with us and provided rooms on the other side of the hotel which were quieter. The rooms at the hotel were on the ...

Reviewed on Jan 10, 2026

Four Seasons Hotel Sydney
See all 6,076 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 entertainment choices and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

$59
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
Taronga Zoo Ticket with Sydney Harbour Ferry Return

Taronga Zoo Ticket with Sydney Harbour Ferry Return

$50
per adult
84% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
Port Stephens Experience: Incredible Adventure, Wild by Nature

From Sydney: Port Stephens Dolphin, Koalas, Lunch & Sandboarding

$148
per adult
80% of travellers recommend
From Sydney: Port Stephens Dolphin, Koalas, Lunch & Sandboarding
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.