Title: Woolooware Vacation Packages 2026 from $1,255 | Expedia.com

[Woolooware Travel Guide](https://expedia.com/Sydney-Woolooware.dx6286419)[Hotels in Woolooware](https://expedia.com/Woolooware-Sydney-Hotels.0-n6286419-0.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 Woolooware](https://expedia.com/Car-Rentals-In-Woolooware.d6286419.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6286419/b273b7df-1b70-4757-95c5-ecb43973961b.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Woolooware Vacations from $1,255

## 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 Woolooware Vacation

Our Woolooware vacation packages are a simple and practical way to organize and book your next exciting adventure. Discover the heart and soul of this unique neighborhood without the hassle of having to plan everything yourself. When it's time to get out and explore, you'll find loads of popular attractions nearby including [Cronulla Beach](https://www.expedia.com/Cronulla-Beach-Cronulla.d6287932.Vacation-Attraction), [Westfield Miranda Shopping Center](https://www.expedia.com/Westfield-Miranda-Shopping-Center-Miranda.d6326566.Vacation-Attraction) and [Wanda Beach](https://www.expedia.com/Wanda-Beach-Cronulla.d6286755.Vacation-Attraction). Visit one, two or more during your trip to Woolooware. Expedia can help turn your dream Woolooware vacation into reality, whatever your travel plans or budget.

## The Latest Woolooware Vacation Packages

Price found within the past 48 hours. Click for updated prices.

![Sleek 1-bed by Jubilee Park With Pool](https://images.trvl-media.com/lodging/122000000/121280000/121277300/121277248/bede77c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sleek 1-bed by Jubilee Park With Pool

Parramatta

$1,255

per person

Apr 12 - Apr 17

found 3 hours ago

Roundtrip flight included

New York (JFK) to Sydney (SYD)

No reviews

![Traditional 2-bed Terrace House in Millers Point](https://images.trvl-media.com/lodging/123000000/122210000/122208200/122208133/d136ee96_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Traditional 2-bed Terrace House in Millers Point

Millers Point

$1,810

per person

Apr 7 - Apr 11

just found

Roundtrip non-stop flight included

Los Angeles (LAX) to Sydney (SYD)

No reviews

![YEHS Hotel Sydney CBD](https://images.trvl-media.com/lodging/13000000/12460000/12456600/12456551/7f9c48b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### YEHS Hotel Sydney CBD

Sydney Central Business District

$1,362

per person

May 2 - May 7

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Sydney (SYD)

8.2/10 Very Good! (1,005 reviews)

The room was clean and the staff were very friendly. The rooms are tiny and the furniture was wore with bare edges. It served our purposes.

Reviewed on Feb 14, 2026

![YEHS Hotel Sydney Harbour Suites](https://images.trvl-media.com/lodging/1000000/430000/426200/426104/144baa87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,408

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Sydney (SYD)

8.2/10 Very Good! (2,388 reviews)

Clean and spacious room, perfect location, very nice and helpful staff and the cafe next doors is excellent. Will definitely stay again.

Reviewed on Feb 21, 2026

![Serene Studio With Balcony in Prime Location](https://images.trvl-media.com/lodging/123000000/122210000/122204400/122204348/a1db0574_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Serene Studio With Balcony in Prime Location

Wollstonecraft

$1,274

per person

Apr 12 - Apr 17

found 3 hours ago

Roundtrip flight included

New York (JFK) to Sydney (SYD)

No reviews

## Where to stay in Woolooware

Find the best Woolooware areas and neighborhoods for the activities you enjoy most. [Learn more about Woolooware](https://expedia.com/Sydney-Woolooware.dx6286419)

![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)

## Woolooware Hotel Deals

![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

$244 nightly

$268 total

Mar 22 - Mar 23

Total with taxes and fees

9.2/10 Wonderful! (2,546 reviews)

An amazing hotel with amazing views of the bridge & Opera house Service was superb from all the staff special mention to Lo guest relations manager Johnny on luggage Colin the concierge & Dale in the lobby lounge

Reviewed on Feb 19, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=11974&PinnedHotelID=11974&HadPinnedHotel=true&regionId=6286419)

![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

$225 nightly

$247 total

Mar 9 - Mar 10

Total with taxes and fees

9.6/10 Exceptional! (2,101 reviews)

The front desk staff lacked the ability to thinking independent which impacted our stay. We actually left and stayed at another hotel our last night in Sydney due to this.

Reviewed on Feb 22, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=2220&PinnedHotelID=2220&HadPinnedHotel=true&regionId=6286419)

![Ace Hotel Sydney](https://images.trvl-media.com/lodging/76000000/75080000/75072100/75072085/88c29d2c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ace Hotel Sydney

47 Wentworth Ave Sydney NSW

Fully refundableReserve now, pay when you stay

$249 nightly

$273 total

Mar 22 - Mar 23

Total with taxes and fees

9.4/10 Exceptional! (860 reviews)

The room was clean and well looked after. The food in the restaurant was amazing. The staff was very nice and helpful.

Reviewed on Feb 22, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=75072085&PinnedHotelID=75072085&HadPinnedHotel=true&regionId=6286419)

[See all 5,610 properties in Woolooware](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&regionId=6286419)

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 Woolooware

#### Endeavour Field

Catch an event at Endeavour Field during your trip to Sydney. Check out the shops and top-notch restaurants in this walkable area. 

[](https://expedia.com/Endeavour-Field-Woolooware.d6285884.Vacation-Attraction)

#### Woolooware Golf Course

Enjoy a round of golf in Sydney at Woolooware Golf Course. Stroll along the beaches or visit the shops while you're in the area. 

[](https://expedia.com/Woolooware-Golf-Course-Woolooware.d911726169892954112.Vacation-Attraction)

### Things to do

![Sydney Grand Tour by Helicopter](https://mediaim.expedia.com/localexpert/923098/6b63ff68-7fa2-4595-8544-edf825933745.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sydney Grand Tour by Helicopter

$251

per adult

[](https://expedia.com/things-to-do/sydney-grand-tour-by-helicopter.a923098.activity-details)

![Sydney: Maroubra Surf Lesson](https://mediaim.expedia.com/localexpert/4545160/52b309e7-3850-4d51-ab5e-81a802ae8657.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sydney: Maroubra Surf Lesson

$70

per adult

[](https://expedia.com/things-to-do/sydney-maroubra-surf-lesson.a4545160.activity-details)

![Sydney Street Art & Food Tour](https://mediaim.expedia.com/localexpert/3197611/d0fd8a95-87fb-4148-a0ea-3f566d6a0ee8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sydney Street Art & Food Tour

$59

per adult

[](https://expedia.com/things-to-do/sydney-street-art-food-tour.a3197611.activity-details)

[See all activities in Sydney](https://expedia.com/things-to-do/search?rid=6286419)

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