Woolloomooloo Vacations from $1,267

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was $1,548, price is now $1,267 per person
$1,267
per person
Jun 6 - Jun 9
found 12 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.2/10 Very Good! (1,003 reviews)
Top location, couldn't beat the price. Was pleased that the family room had two separate rooms with a door. Helpful staff.

Reviewed on Apr 10, 2026

Spacious 2-bed Townhouse With a Lush Courtyard

Spacious 2-bed Townhouse With a Lush Courtyard

2.5 out of 5
Erskineville
Price was $1,948, price is now $1,595 per person
$1,595
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was $1,920, price is now $1,578 per person
$1,578
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Sydney (SYD)
No reviews
Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was $1,702, price is now $1,403 per person
$1,403
per person
Jun 4 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Clean rooms and attentive staff. Great location to walk to city, fish markets, ferries etc. And very reasonable rates.

Reviewed on Apr 6, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was $1,876, price is now $1,557 per person
$1,557
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.2/10 Very Good! (2,635 reviews)
The property is ok, but the services are not good as aspected, with broken elevators and coffee machines. My wife lost her white color coat when the hotel the room cleaning staff mistakenly collected the white coat with hotel white towels together and never return to us.

Reviewed on Apr 9, 2026

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
$186 nightly
The price is $205 total per night from May 10 to May 11
$205 total
May 10 - May 11
Total with taxes and fees
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
$140 nightly
The price is $154 total per night from Apr 16 to Apr 17
$154 total
Apr 16 - Apr 17
Total with taxes and fees
8.8/10 Excellent! (3,096 reviews)
No amenities, No robe, no slippers, no toilet bowl brush.

Reviewed on Apr 11, 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
$173 nightly
The price is $190 total per night from Apr 19 to Apr 20
$190 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (1,979 reviews)
Everything was good. But the day I checked out, I went out for breakfast and was going to take a nap before checking out. The battery on my door handle was dying so my card didn't work and I went back and forth (my room and reception) a lot of times to find out it was a battery problem - I had to ...

Reviewed on Apr 10, 2026

Hyatt Regency Sydney
See all 6,028 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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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 theater scene 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 acclaimed art scene and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

$58
per adult
Sydney Harbour Cultural Cruise with Island Stop
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
The Phantom of the Opera

Handa Opera On Sydney Harbour – The Phantom of the Opera 2026

$112
per traveler
Handa Opera On Sydney Harbour – The Phantom of the Opera 2026
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.