Title: Woolloomooloo Vacation Packages 2026 from $1,059 | Expedia.com

[Woolloomooloo Travel Guide](https://expedia.com/Sydney-Woolloomooloo.dx10765)[Hotels in Woolloomooloo](https://expedia.com/Woolloomooloo-Sydney-Hotels.0-n10765-0.Travel-Guide-Filter-Hotels)[Flights to Sydney](https://expedia.com/Cheap-Flights-To-Sydney.d178312.Travel-Guide-Flights)[Things to do in Sydney](https://expedia.com/Things-To-Do-In-Sydney.d178312.Travel-Guide-Activities)[Car Rentals in Woolloomooloo](https://expedia.com/Car-Rentals-In-Woolloomooloo.d10765.Car-Rental-Guide)

![](https://images.trvl-media.com/place/10765/5783eb63-ee90-48d2-b4bc-b2d17fa31e99.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Woolloomooloo Vacations from $1,059

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## 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](https://www.expedia.com/University-Of-Sydney-Sydney.d502973.Vacation-Attraction), [Sydney Cricket Ground](https://www.expedia.com/Sydney-Cricket-Ground-Moore-Park.d502965.Vacation-Attraction) and [Hordern Pavilion](https://www.expedia.com/Hordern-Pavilion-Moore-Park.d553248635389768626.Vacation-Attraction). 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.

![Haven Glebe](https://images.trvl-media.com/lodging/1000000/40000/34500/34460/e9a93beb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Haven Glebe

Glebe

$1,059

per person

May 11 - May 15

found 22 hours ago

Roundtrip non-stop flight included

Los Angeles (QLA) to Sydney (SYD)

8.8/10 Excellent! (981 reviews)

Room wasn’t good clean also bathroom door was broken. I asked reception to fix my second day but it didn’t happent while I was stay. Car park was very difficult park so I won’t be back this place.

Reviewed on Feb 18, 2026

![Beautiful Bondi 1-bed Apartment Meters From Beach](https://images.trvl-media.com/lodging/123000000/122230000/122229000/122228920/5984bff2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Beautiful Bondi 1-bed Apartment Meters From Beach

Bondi Beach

$1,329

per person

Apr 5 - Apr 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (QLA) to Sydney (SYD)

No reviews

![Watsons Bay Boutique Hotel](https://images.trvl-media.com/lodging/10000000/9630000/9628900/9628808/cab7925d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Watsons Bay Boutique Hotel

Watsons Bay

$1,266

per person

May 10 - May 13

found 14 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Sydney (SYD)

9.4/10 Exceptional! (1,000 reviews)

Great scenery. Nice stay.

Reviewed on Jan 21, 2026

![Rydges Sydney Airport Hotel](https://images.trvl-media.com/lodging/6000000/5940000/5932400/5932305/8445b6c0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rydges Sydney Airport Hotel

Mascot

$1,492

per person

May 4 - May 9

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Sydney (SYD)

8.8/10 Excellent! (2,973 reviews)

Room was clean, coffee was available in room. The hotel was less than half full but was given a room overlooking the beautiful parking lot! Yes it was close to departure area but was it worth it? NO...When we booked 10 months prior we asked for as high up as possible...they gave up the 1st floor above guest services. There was a lady behind the check in desk but ushered us over to the check in kiosk-- no customer service at all unfortunately I guess thia is how things are now.

Reviewed on Feb 18, 2026

![APX World Square](https://images.trvl-media.com/lodging/3000000/2270000/2266500/2266432/f3e98fc1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### APX World Square

Haymarket

$1,071

per person

May 11 - May 15

found 22 hours ago

Roundtrip non-stop flight included

Los Angeles (QLA) to Sydney (SYD)

8/10 Very Good! (2,719 reviews)

Spacious and roomy with a little kitchenette. Location was great grocery store right across the street. They kept our luggage for us after we checked out for a few hours.

Reviewed on Jan 27, 2026

## Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. [Learn more about Woolloomooloo](https://expedia.com/Sydney-Woolloomooloo.dx10765)

![Sydney Town Hall featuring heritage architecture and a city](https://images.trvl-media.com/place/502950/3976c6f9-4173-4359-8a39-120bd8a7447d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sydney Central Business District

3 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 hotel + flight trips in Sydney Central Business District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sydney%20Central%20Business%20District&DestID=6050650&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Darling Harbour which includes central business district, night scenes and a bay or harbor](https://images.trvl-media.com/place/6047418/a2d5eb62-42ce-4fd4-aa40-0b3492929009.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Darling Harbour

4.5/5(269 area reviews)

 Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services. 

[Find hotel + flight trips in Darling Harbour](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Darling%20Harbour&DestID=6047418&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![500px Photo ID: 141620587 - The train station at Sydney Olympic Park was designed in a modern style for the Sydney 2000 Olympics.](https://images.trvl-media.com/place/6134346/13b8f86f-9124-4f54-b8b0-5e21754cd8f8.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sydney Olympic Park

1 out of top 10 points of interest in this area

 Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services. 

[Find hotel + flight trips in Sydney Olympic Park](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sydney%20Olympic%20Park&DestID=6134346&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Manly Beach which includes tropical scenes, a sandy beach and a coastal town](https://images.trvl-media.com/place/6141018/85e1eaa5-5d3a-4635-a487-40ae8779972e.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Manly

 Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining. 

[Find hotel + flight trips in Manly](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Manly&DestID=7055&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Bondi Beach which includes general coastal views, a beach and a coastal town](https://images.trvl-media.com/place/6060961/d440b634-7bec-47e1-8477-6ea1033b19e3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Bondi Beach

1 out of top 10 points of interest in this area

 See a perfect example of the Australian beach lifestyle in this famous Sydney neighborhood with ocean pools, excellent surf and a bustling brunch scene. 

[Find hotel + flight trips in Bondi Beach](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bondi%20Beach&DestID=6132031&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Woolloomooloo Hotel Deals

![The Sydney Boulevard Hotel](https://images.trvl-media.com/lodging/1000000/30000/22300/22271/a7c0019c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Sydney Boulevard Hotel

90 William Street Woolloomooloo NSW

Fully refundableReserve now, pay when you stay

$144 nightly

$158 total

Mar 22 - Mar 23

Total with taxes and fees

8.6/10 Excellent! (1,004 reviews)

Our spacious room was clean and well equipped. We are big coffee, drinkers, and the hotel provided us with extra coffee pods. Our plane arrived early morning and the hotel let us check in at 10 o’clock for a minimal charge.

Reviewed on Feb 12, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=22271&PinnedHotelID=22271&HadPinnedHotel=true&regionId=10765)

![Four Seasons Hotel Sydney](https://images.trvl-media.com/lodging/1000000/10000/2300/2220/a7811611_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Four Seasons Hotel Sydney

199 George St. Sydney NSW

Fully refundableReserve now, pay when you stay

$210 nightly

$231 total

Mar 22 - Mar 23

Total with taxes and fees

9.6/10 Exceptional! (2,097 reviews)

Location

Reviewed on Feb 15, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=2220&PinnedHotelID=2220&HadPinnedHotel=true&regionId=10765)

![Shangri-La Sydney](https://images.trvl-media.com/lodging/1000000/20000/12000/11974/4d64faa5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Shangri-La Sydney

176 Cumberland Street The Rocks NSW

Fully refundableReserve now, pay when you stay

$237 nightly

$261 total

Mar 22 - Mar 23

Total with taxes and fees

9/10 Wonderful! (2,535 reviews)

Everything was super clean

Reviewed on Feb 14, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=11974&PinnedHotelID=11974&HadPinnedHotel=true&regionId=10765)

[See all 6,035 properties in Woolloomooloo](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&regionId=10765)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### 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 art scene in this vibrant area. 

[](https://expedia.com/Woolloomooloo-Wharf-Woolloomooloo.d6233287.Vacation-Attraction)

#### 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. 

[](https://expedia.com/Harrys-Cafe-De-Wheels-Woolloomooloo.d553248621526966837.Vacation-Attraction)

### Things to do

![Woman at the Sydney Opera House](https://mediaim.expedia.com/localexpert/547350/ff2ea7d6-a267-4d66-9617-1f3e2c0fd5cb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Great Opera Hits at the Sydney Opera House

$48

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/great-opera-hits-at-the-sydney-opera-house.a547350.activity-details)

![Hansel & Gretel at Sydney Opera House](https://mediaim.expedia.com/localexpert/51279835/47eaaec8-4da8-4ce4-8bfe-5ac029d8ff94.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hansel & Gretel at Sydney Opera House

$55

per traveler

[](https://expedia.com/things-to-do/hansel-gretel-at-sydney-opera-house.a51279835.activity-details)

![Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure](https://mediaim.expedia.com/localexpert/1408404/b18a0c9d-490e-4997-b3bb-fbd3de484aa0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$38

per adult

**96%** of travellers recommend

[](https://expedia.com/things-to-do/sydney-harbour-sightseeing-cruise-morning-or-afternoon-departure.a1408404.activity-details)

[See all activities in Sydney](https://expedia.com/things-to-do/search?rid=10765)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.