Woolloomooloo Vacations
Book a Hotel + Flight or Car together to unlock savings
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.
- Woolwich Studio Bliss, Private Oasis by the Water
Aug 14 - Aug 20Woolwich Studio Bliss, Private Oasis by the Water + Flight
Woolwich4 nights8.0/10 - Very Good (1 review)"Great location "Reviewed April 1, 2026Roundtrip • Dallas (DFW) - Sydney (SYD)DFW - SYD • 2 stops SYD - DFW • 2 stops$2,821$1,862found 1 day agoper traveler - Spacious Inner-city House With Balcony Views
Aug 14 - Aug 20Spacious Inner-city House With Balcony Views + Flight
Millers Point4 nights10/10 - Exceptional (1 review)"The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied."Reviewed April 18, 2026Roundtrip • Dallas (DFW) - Sydney (SYD)DFW - SYD • 2 stops SYD - DFW • 2 stops$8,805$3,235found 1 day agoper traveler - Huge Harbour View Apartment In Historic Home
Aug 14 - Aug 20Huge Harbour View Apartment In Historic Home + Flight
Cremorne4 nightsRoundtrip • Dallas (DFW) - Sydney (SYD)DFW - SYD • 2 stops SYD - DFW • 2 stops$4,121$2,166found 1 day agoper traveler - Central 2-bed Apartment With Private Parking
Aug 14 - Aug 20Central 2-bed Apartment With Private Parking + Flight
Strathfield4 nights10/10 - Exceptional (1 review)"Great appartment with brilliant amenities. Would highly recommended this as a place to stay."Reviewed April 12, 2026Roundtrip • Dallas (DFW) - Sydney (SYD)DFW - SYD • 2 stops SYD - DFW • 2 stops$3,710$2,072found 1 day agoper traveler - Apartment With Pool Access, a Minute to the Beach
Aug 14 - Aug 20Apartment With Pool Access, a Minute to the Beach + Flight
Manly4 nightsRoundtrip • Dallas (DFW) - Sydney (SYD)DFW - SYD • 2 stops SYD - DFW • 2 stops$3,595$2,036found 1 day agoper traveler
Where to stay in Woolloomooloo
Sydney Central Business District
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 by Accor
Four Seasons Hotel Sydney
"Absolute 5 star in every way. From the moment you arrive in the car park u til you leave again it is an amazing experience. The staff are super friendly and helpful. The location of the hotel is vey convenient, the amenities are superb the view is amazing, the whole experience is absolutely fantastic, ..."
Reviewed on Jun 7, 2026
Shangri-La Sydney
"Amazing view of the Sydney Opera House!!! Unfortunately, restaurant hours were somewhat limited. On our first night, both the Altitude and the Blue Bar were closed for private events. The Lobby Lounge was closed at 9. The only option left was room service."
Reviewed on Jun 7, 2026
Discover the most popular places to visit in 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.
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 fascinating museums and shops in this vibrant area.
Things to do
Hunter Valley Full Day Tour - Gray Line Sydney
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
