Woolloomooloo Vacations from $1,184

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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.
Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Price was $1,403, price is now $1,184 per person
$1,184
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
6.2/10 (533 reviews)
Clean room, nice staff, near train station

Reviewed on Mar 18, 2026

Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Price was $2,073, price is now $1,536 per person
$1,536
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

2.5 out of 5
Marrickville
Price was $2,028, price is now $1,536 per person
$1,536
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $1,643, price is now $1,302 per person
$1,302
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,635 reviews)
I enjoyed my stay at this hotel. The bed was comfortable, the shower was hot and had a good spray. The room was clean. The room also had a kitchen and washer and dryer, handy for longer stays. Great location close to Darling Harbour and Town Hall.

Reviewed on Apr 1, 2026

Cosy Sydenham 1-bed by Inner-west's Attractions

Cosy Sydenham 1-bed by Inner-west's Attractions

2 out of 5
Sydenham
Price was $1,627, price is now $1,313 per person
$1,313
per person
May 23 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $209 total per night from Apr 19 to Apr 20
$209 total
Apr 19 - Apr 20
Total with taxes and fees
9.2/10 Wonderful! (2,546 reviews)
Beautiful property in a perfect location for exploring Sydney.

Reviewed on Apr 2, 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
$127 nightly
The price is $139 total per night from Apr 4 to Apr 5
$139 total
Apr 4 - Apr 5
Total with taxes and fees
8.8/10 Excellent! (3,057 reviews)
Very convenient location to Syd international airport, friendly staff, easy check-in and out process.

Reviewed on Apr 1, 2026

Rydges Sydney Airport Hotel
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $186 total per night from Apr 10 to Apr 11
$186 total
Apr 10 - Apr 11
Total with taxes and fees
8.8/10 Excellent! (1,968 reviews)
Cleaners banging around first thing pushing to get you out do they could clean your room! Coffee stain on table not removed across the 5 days we stayed .

Reviewed on Apr 2, 2026

Hyatt Regency Sydney
See all 6,142 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.
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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 entertainment choices in this vibrant area.

Woolloomooloo Wharf

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 entertainment choices and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

Sydney Flexi Pass

Sydney Flexi Pass - Pick 3, 5, or 7 Experiences

$111
per adult
Sydney Flexi Pass - Pick 3, 5, or 7 Experiences
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

$61
per adult
98% of travellers recommend
Sydney Opera House Tour & Dine Experience
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure

$38
per adult
96% of travellers recommend
Sydney Harbour Sightseeing Cruise Morning or Afternoon Departure
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.