Woolloomooloo Vacations from $1,388

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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.
Central 2-bed Apartment With Private Parking

Central 2-bed Apartment With Private Parking

2 out of 5
Strathfield
Price was $1,908, price is now $1,388 per person
$1,388
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
10/10 Exceptional! (1 review)
2-bed Apartment Near Manly Beach

2-bed Apartment Near Manly Beach

2.5 out of 5
Manly
Price was $2,202, price is now $1,522 per person
$1,522
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Spacious 2-bed, 2-bath Moments From Avalon Beach

Spacious 2-bed, 2-bath Moments From Avalon Beach

2.5 out of 5
Avalon Beach
Price was $2,161, price is now $1,503 per person
$1,503
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Sydney (SYD)
No reviews
Modern 1-bed Pad Minutes Away From Beach

Modern 1-bed Pad Minutes Away From Beach

2.5 out of 5
Coogee
Price was $2,296, price is now $1,749 per person
$1,749
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
No reviews
Bright 2-bed Flat With Balcony in Vaucluse

Bright 2-bed Flat With Balcony in Vaucluse

2.5 out of 5
Vaucluse
Price was $2,197, price is now $1,693 per person
$1,693
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Sydney (SYD)
No reviews

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

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 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 hotels in Sydney Central Business District

Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel by Accor

The Sydney Boulevard Hotel by Accor

4 out of 5
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $117 total per night from Jun 24 to Jun 25
$117 total
Jun 24 - Jun 25
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Excellent location, helpful staff."

Reviewed on Jun 15, 2026

The Sydney Boulevard Hotel by Accor
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $190 total per night from Jun 29 to Jun 30
$190 total
Jun 29 - Jun 30
Total with taxes and fees
9.2/10 Wonderful! (2,733 reviews)
"The view was outstanding."

Reviewed on Jun 21, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $141 total per night from Jun 25 to Jun 26
$141 total
Jun 25 - Jun 26
Total with taxes and fees
8.8/10 Excellent! (3,178 reviews)
"So convenient for flights. Very nice hotel with great staff."

Reviewed on Jun 20, 2026

Rydges Sydney Airport Hotel
See all 6,222 properties in Woolloomooloo
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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Kid Friendly Vacations

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 entertainment choices in this vibrant area.

Woolloomooloo Wharf

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.

Harry’s Cafe de Wheels

Things to do

Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

$158
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$42
per adult
98% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

$59
per adult
Sydney Harbour Cultural Cruise with Island Stop
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.