Woolloomooloo Vacations from $1,421
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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.
Great Southern Hotel Sydney
Haymarket
Price was $2,928, price is now $1,421 per person
$1,421
per person
Jan 25 - Jan 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
8.8/10 Excellent! (2,093 reviews)
The lady at reception was most unwelcoming and not smiling at all. She just demanded my driving licence, and said "Take it out of your wallet" No please or thank you. She was very curt in demanding if the woman with me was staying in the same room, and what was her name.
Not a good first impression. The room was clean and everything worked well. Above all, it was quiet.
We checked out just before 7am and the man at reception greeted us with a cheerful "good morning", so not all staff are as surly as the receptionist on our arrival.
Reviewed on Dec 1, 2025
The Capitol Hotel Sydney
Haymarket
Price was $2,949, price is now $1,432 per person
$1,432
per person
Jan 25 - Jan 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9/10 Wonderful! (787 reviews)
Great location, just a short walk north of the central train station and steps from the light rail (trams) that will take you to Circular Key. Still walkable to Circular Key and buses to anywhere you might want to go. Lots of good restaurants and shopping nearby. Hotel is quiet and clean, rooms are small but have everything you need (including a coffee machine and separate kettle with a range of teas provided and refreshed during our two night stay). Bed was comfortable. I would happily stay here again.
Reviewed on Dec 1, 2025
Song Hotel Sydney
Sydney Central Business District
Price was $2,956, price is now $1,454 per person
$1,454
per person
Jan 25 - Jan 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9.2/10 Wonderful! (1,507 reviews)
I enjoyed our short stay at Song, and would highly recommend the breakfast. Convenient check in. The rooms are a tight fit but it was a comfortable sleep. Great central location. Honestly really cute!
Reviewed on Nov 28, 2025
Adina Apartment Hotel Sydney Town Hall
Sydney Central Business District
Price was $3,007, price is now $1,480 per person
$1,480
per person
Jan 25 - Jan 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
8.4/10 Very Good! (1,019 reviews)
Great location and friendly staff! Would definitely return. Awesome new rooms and easy access to farming harbour.
Reviewed on Nov 26, 2025
Medusa Boutique Hotel
Darlinghurst
Price was $3,016, price is now $1,486 per person
$1,486
per person
Jan 25 - Jan 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9.6/10 Exceptional! (451 reviews)
The staff were extremely nice and helpful. The room was also quite nice- well decorated, comfortable, and clean. The ice cream bars and fruit were a nice touch as well!
Reviewed on Nov 11, 2025
Where to stay in Woolloomooloo
Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
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.
Woolloomooloo Hotel Deals
The Sydney Boulevard Hotel
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Dec 15 to Dec 16
$134 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
overall good….the booking said daily housekeeping but it turned out not to be correct. The housekeeping staff were VERY nice and helpful , but one expects beds to be made up daily, bins emptied and clean towels daily without having to ask everday downstairs.
Reviewed on Nov 22, 2025
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $185 total per night from Dec 15 to Dec 16
$185 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (2,441 reviews)
An overall wonderful experience
Reviewed on Nov 26, 2025
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $233 total per night from Dec 16 to Dec 17
$233 total
Dec 16 - Dec 17
Total with taxes and fees
9.6/10 Exceptional! (2,026 reviews)
The check in process took ages. We had to wait in a queue for about 15 mins and then the process it self was lengthy. I even filled in information ahead of time to speed the process up. The decor of the hotel is really dated and the carpets in the entry are stained. Should consider a face lift and ...
Reviewed on Nov 26, 2025
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.
Discover the most popular places to visit in 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.
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.
Things to do
Sydney Harbour Discovery Cruise Including Lunch
$45
per adult
96% of travellers recommend
Taronga Zoo Ticket with Sydney Harbour Ferry Return
$51
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.