Woolloomooloo Bay Holidays from AU$512

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to AU$460 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 Bay

Price found within the past 48 hours. Click for updated prices.
Sydney Boutique Villas

Sydney Boutique Villas

2.5 out of 5
Waterloo
per person
3 Jun - 6 Jun
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
5 Jun - 10 Jun
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very Good! (1,318 reviews)
Busy. Good location

Reviewed on 3 May 2024

Iconic Views

Iconic Views

3 out of 5
Kirribilli
Save 100% on your flight
per person
3 Jun - 6 Jun
Return flight included
Brisbane (BNE) to Sydney (SYD)
5.4/10 (3 reviews)
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
11 Jul - 14 Jul
Return flight included
Brisbane (BNE) to Sydney (SYD)
8/10 Very Good! (1,005 reviews)
Everything was perfect.

Reviewed on 29 Apr. 2024

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
11 Jul - 14 Jul
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
It was a good value choice in a convenient location.

Reviewed on 3 May 2024

Our guide on where to stay in Woolloomooloo Bay

Find the best Woolloomooloo Bay areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo Bay
Sydney Town Hall which includes cbd, heritage architecture and a city

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 hotel + flight trips in Sydney Central Business District

Our pick of the best Woolloomooloo Bay Hotel Deals

The Sydney Boulevard Hotel
The Sydney Boulevard Hotel
4 out of 5
90 William Street, Woolloomooloo, NSW
Fully refundable
The price is AU$194 per night from 12 May to 13 May
AU$194
per night
12 May - 13 May
8.6/10 Excellent! (1,003 reviews)
Excellent location
"Hotel dates from 1972 and has that grand feel about it with touches like the staircase railings and lift entrances. Although some updating has taken place, the carpets looked pretty new and clean some of the decor in the corridors was a bit 'tired'. My room was very clean with a kettle and coffee ..."

Reviewed on 3 May 2024

The Sydney Boulevard Hotel
Ovolo Woolloomooloo
Ovolo Woolloomooloo
5 out of 5
6 Cowper Wharf Road, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 19 May to 20 May
AU$259
per night
19 May - 20 May
9.4/10 Exceptional! (999 reviews)
"This hotel is in an old converted warehouse, and it is a boutique hotel for a unique stay. The staff was so friendly, and the rooms were very nice: clean, comfortable and included a mini-bar stocked as part of the room price. A few people may be put off by the restaurant which is vegetarian for the ..."

Reviewed on 29 Apr. 2024

Ovolo Woolloomooloo
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$310 per night from 20 May to 21 May
AU$310
per night
20 May - 21 May
8.4/10 Very Good! (1,761 reviews)
"We were really blown away when we arrived at this hotel after an 11 hour flight. Bellhops and check in staff all in pristine uniforms. It seemed like every guest was dressed in pressed business clothes. Ferraris and BMWs out front. Very fancy. We were in rumpled travel clothes. I don’t even think ..."

Reviewed on 30 Apr. 2024

Shangri-La Sydney
See all 4,677 properties in Woolloomooloo Bay
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 Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Woolloomooloo holiday package cost?
Starting from as little as AU$512, 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 Bay

Image for Woolloomooloo Wharf

Woolloomooloo Wharf

4.5/5(24 reviews)

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

Woolloomooloo Wharf
Image for Harry’s Cafe de Wheels

Harry’s Cafe de Wheels

4.5/5(8 reviews)

You can find out about the history of Sydney with a trip to Harry’s Cafe de Wheels. Discover the fascinating museums and shops in this vibrant area.

Harry’s Cafe de Wheels
Image for Circular Quay

Circular Quay

4.5/5(4,882 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay

Activities

Image for Sydney: Wild Wombats and Kangaroo Experience

Sydney: Wild Wombats and Kangaroo Experience

AU$219
Per adult
98% of travellers recommend
Sydney: Wild Wombats and Kangaroo Experience
See all activities in Sydney

More holiday ideas

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