Woolooware Vacations from $1,354

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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, Westfield Miranda Shopping Center and Wanda Beach. 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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
$1,354
per person
Oct 13 - Oct 18
found 8 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
Novotel Wollongong Northbeach

Novotel Wollongong Northbeach

North Wollongong
$1,388
per person
Oct 8 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
beautiful ocean views, clean rooms and superb location

Reviewed on Aug 17, 2026

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

Coogee
$1,605
per person
Oct 8 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (876 reviews)
Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

Sydney Central Business District
$1,528
per person
Oct 13 - Oct 18
found 8 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.8/10 Excellent! (1,563 reviews)
Modern Manly Apartment With Stunning Views, Pool

Modern Manly Apartment With Stunning Views, Pool

Manly
$2,066
per person
Oct 6 - Oct 9
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

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.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 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.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

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.

Woolooware Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
$244 nightly
$269 total
Sep 6 - Sep 7
Total with taxes and fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$207 nightly
$228 total
Sep 6 - Sep 7
Total with taxes and fees
9.2/10 Wonderful! (2,820 reviews)
"I booked the thr l the Executive Sydney Harbour Room and it had the most amazing view of both the Harbour Bridge and Opera house. Beautiful at sunrise and in the evening. Room was spacious, clean, comfortable. Hotel was beautiful and centrally located. Would absolutely stay here again, definitely ..."

Reviewed on Aug 17, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$174 nightly
$191 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (2,144 reviews)
"Its a nice hotel, I had a room in the new tower on city side, on arriving for a fee of $50 a night I was able to move across to a sea view room, which was nice. Staff are very helpful."

Reviewed on Aug 18, 2026

Hyatt Regency Sydney
See all 5,817 properties in Woolooware
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.

Stay near popular Woolooware attractions

Endeavour Field

9.0/10 (2 reviews)
Catch an event at Endeavour Field during your trip to Sydney. Check out the shops and top-notch restaurants in this walkable area.
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Shark Stadium

Catch an event at Shark Stadium during your trip to Sydney. Stroll along the beaches or visit the shops while you're in the area.
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Bay Central Woolooware

You can find the perfect gifts to bring home at Bay Central Woolooware during your trip to Sydney. Stroll along the beaches or visit the shops while you're in the area.
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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.
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Things to do

Sydney Grand Tour by Helicopter

Sydney Grand Tour by Helicopter

$262
per adult
Sydney Grand Tour by Helicopter
Sydney: Maroubra Surf Lesson

Sydney: Maroubra Surf Lesson

$59
per adult
Sydney: Maroubra Surf Lesson
Sydney's Secret Bars Nightlife Tour

Sydney's Secret Bars Nightlife Tour

$51
per adult
100% of travellers recommend
Sydney's Secret Bars Nightlife Tour
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.