Woolloomooloo Vacations from $1,364

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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.
Riverview Hotel Tempe

Riverview Hotel Tempe

2 out of 5
Tempe
Price was $2,900, price is now $1,364 per person
$1,364
per person
Feb 16 - Feb 17
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $3,058, price is now $1,433 per person
$1,433
per person
Feb 16 - Feb 17
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
The kitchenette was a good size in the one bedroom suite we stayed in

Reviewed on Dec 21, 2025

Courthouse Hotel

Courthouse Hotel

2 out of 5
Darlinghurst
Price was $2,945, price is now $1,385 per person
$1,385
per person
Feb 16 - Feb 17
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
7.4/10 Good! (42 reviews)
Great staff & no troubles with accommodation, it is old, but i love old, it is tidy & comfortable.. The atmosphere of the place is awesome with a great view over oxford st.. My only problem with the whole stay is, there is no parking at all & as far as im concerned, if you pay for a room, you get a space for your car aswell, city or not..

Reviewed on Dec 16, 2025

Coogee Bay Hotel

Coogee Bay Hotel

3.5 out of 5
Coogee
Price was $2,958, price is now $1,395 per person
$1,395
per person
Feb 16 - Feb 17
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (126 reviews)
Historic hotel with amazing access to the beach and nightlife.

Reviewed on Dec 22, 2025

View Sydney

View Sydney

4 out of 5
North Sydney
Price was $2,959, price is now $1,397 per person
$1,397
per person
Feb 16 - Feb 17
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9/10 Wonderful! (1,197 reviews)
We really enjoyed our stay at View Sydney. The view over the Harbour Bridge and Sydney skyline is absolutely stunning, definitely the highlight of the hotel and truly unforgettable, especially at sunrise and sunset. The room was clean, comfortable and well equipped, and the location is convenient for exploring Sydney. However, the hotel is quite noisy due to the train line passing just below/next to the building, which can be disturbing, especially at night or early in the morning. Overall, a great choice for the spectacular view, but better suited for guests who are not too sensitive to noise or who bring earplugs.

Reviewed on Dec 22, 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
$108 nightly
The price is $119 total per night from Jan 11 to Jan 12
$119 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
We had a fabulous stay! The room is spacious and well appointed. Friendly staff to assist with all queries.

Reviewed on Dec 16, 2025

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
$184 nightly
The price is $202 total per night from Jan 11 to Jan 12
$202 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9/10 Wonderful! (2,451 reviews)
yes

Reviewed on Dec 22, 2025

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
$256 nightly
The price is $282 total per night from Jan 7 to Jan 8
$282 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
9.6/10 Exceptional! (2,051 reviews)
X

Reviewed on Dec 18, 2025

Four Seasons Hotel Sydney
See all 5,829 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

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 acclaimed art scene 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

$58
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
Sydney Harbour: Thunder Thrill Jet Boat Ride

Sydney Harbour: Thunder Thrill Jet Boat Ride

$37
per adult
Sydney Harbour: Thunder Thrill Jet Boat Ride
Taronga Zoo Ticket with Sydney Harbour Ferry Return

Taronga Zoo Ticket with Sydney Harbour Ferry Return

$50
per adult
80% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
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.