Woolloomooloo Holidays from AU$581

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Your Woolloomooloo Holiday

From its shopping to its bars and pubs and culture, there are loads of incredible reasons to book a holiday package to Woolloomooloo. When you want to escape from it all, this commercial neighbourhood 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 holiday today.

Top Holiday Package Deals in Woolloomooloo

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
Save 100% on your flight
Price was AU$991, price is now AU$581 per person
AU$581
per person
18 Nov - 20 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Hotel Manager was very kind and supportive. He was there for me if I needed anything. Cozy room - cleaned every day. Could not ask for a better location. Very convenient specially for a solo lady traveller. I highly recommend it.

Reviewed on 17 Oct 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,560, price is now AU$942 per person
AU$942
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,335 reviews)
Very convenient hotel in a great location. The staff were excellent. Parking was ok, but very small, we are glad we had a small car. Room itself was ok, great kitchenette and space. Pool and spa were lovely. Would stay again.

Reviewed on 12 Oct 2025

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
Save 100% on your flight
Price was AU$1,274, price is now AU$778 per person
AU$778
per person
10 Dec - 14 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.8/10 Excellent! (830 reviews)
Central and great location to the beach Easy getting there by public transportation

Reviewed on 10 Oct 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
Price was AU$1,290, price is now AU$841 per person
AU$841
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Clean and fresh air

Reviewed on 15 Oct 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Save 100% on your flight
Price was AU$2,112, price is now AU$1,394 per person
AU$1,394
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very Good! (1,001 reviews)
Great stay would recommend to anyone

Reviewed on 11 Oct 2025

Our guide on where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
Default Image

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(8,551 area reviews)

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

Our pick of the best Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel

The Sydney Boulevard Hotel

4 out of 5
90 William Street, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 26 Oct to 27 Oct
AU$219
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"The staff were lovely and helpful. The bed was very hard. The bathtub was very old and its painting was coming off. The walls were thin, so we heard the neighbours going to the toilet, having a shower and when they were giggling. The steam room and the sauna didn’t work properly. Their sundeck did ..."

Reviewed on 10 Oct 2025

The Sydney Boulevard Hotel
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is AU$345 per night from 19 Oct to 20 Oct
AU$345
19 Oct - 20 Oct
includes taxes & fees
9.6/10 Exceptional! (1,986 reviews)
"The most amazing experience especially the staff and lounge 32"

Reviewed on 16 Oct 2025

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
Fully refundableReserve now, pay when you stay
The price is AU$295 per night from 19 Oct to 20 Oct
AU$295
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (2,441 reviews)
"Room was immaculate, staff friendly and efficient. Was offered a complimentary upgrade at check-in which was very welcome indeed!"

Reviewed on 17 Oct 2025

Shangri-La Sydney
See all 5,410 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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Frequently asked questions

How much does a Woolloomooloo holiday package cost?
Starting from as little as AU$581, you can custom build your Woolloomooloo package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Woolloomooloo?
Just think of all the fabulous things you could do in Woolloomooloo with extra cash in your wallet. Watch your savings stack up when you combine your travel bookings into a Woolloomooloo holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can select from over 550 air carriers and 1 000 000 properties worldwide. Whether you're heading off with the family or travelling with someone special, organising a getaway to Woolloomooloo is better with a package.
Where should I stay in Woolloomooloo?
With lots to explore in Woolloomooloo, it'd be handy for you to book a hotel near its attractions. St Vincent's Hospital, The Domain and Crown Street are some top ones to put on your itinerary.
What are the top hotels in Woolloomooloo?
Reserve a room at OMalleys Hotel. It's one of this neighbourhood's most popular properties. Another reputable option in Woolloomooloo is East Sydney Hotel.
How far in advance should I book my Woolloomooloo holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your Woolloomooloo adventure nice and early. Airlines typically release flight tickets around a year before departure, so reserve your spot ASAP. That being said, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Woolloomooloo travel package include?
That depends on what you want. If you're travelling by yourself, you might decide to bundle hotels and flights. Taking the entire family to Woolloomooloo? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Woolloomooloo travel package?
Whether it's relaxation or adventure you're craving, a Woolloomooloo holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolloomooloo Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You can mix and match your flights, hotels and more. We have more than 550 airline partners worldwide, so you have loads of choice when organising your Woolloomooloo adventure.
If I'm not able to travel, can I cancel my Woolloomooloo holiday package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Woolloomooloo holiday package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Woolloomooloo

Woolloomooloo

Woolloomooloo Wharf

Explore the waterfront in Sydney with a trip to Woolloomooloo Wharf. Stroll along the beautiful beaches or experience the acclaimed theatre scene in this vibrant area.

Woolloomooloo Wharf

Woolloomooloo Finger Wharf

Find out about the history of Sydney with a stop at Woolloomooloo Finger Wharf. Stroll along the waterfront or experience the acclaimed art galleries in this vibrant area.

Woolloomooloo Finger Wharf

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

AU$54
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$30
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$85
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
See all activities in Sydney

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