Woolloomooloo Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
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Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(343 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

Top hotels in Woolloomooloo

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 3.477.476 ₫ per night from 6 Oct to 7 Oct
3.477.476 ₫
3.825.224 ₫ total
6 Oct - 7 Oct
includes taxes & fees
8.6/10 Excellent! (1,028 reviews)
"Best bed ever. So comfortable. Staff were super helpful. Excellent experience"

Reviewed on 27 Sept 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 5.795.793 ₫ per night from 26 Oct to 27 Oct
5.795.793 ₫
6.375.372 ₫ total
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (1,958 reviews)
"Definitely a luxurious hotel with extremely comfortable and plush beds. My husband has back issues and this is one of the main reasons why we keep coming back to this hotel. We are here three times this year and each stay is about a week. Almost every staff member is outstanding in terms of being ..."

Reviewed on 1 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 5.446.298 ₫ per night from 12 Oct to 13 Oct
5.446.298 ₫
5.990.928 ₫ total
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (2,410 reviews)
"The upgrades are very expensive but the service is amazing. Best for families as they treat you and your kid like royalty."

Reviewed on 29 Sept 2025

Shangri-La Sydney
See all 5,531 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.

Frequently asked questions

How much does a Woolloomooloo holiday package cost?
Starting from as little as , 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 1null000null000 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.

Popular places to visit

Harry’s Cafe de Wheels

Harry’s Cafe de Wheels

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

Harry’s Cafe de Wheels
Circular Quay showing general coastal views, a skyscraper and street scenes

Circular Quay

4.5/5(313 reviews)

Explore the waterfront in Sydney with a trip to Circular Quay. Visit the area's shops or amble around its beautiful beaches.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

Find out what shows are happening at Sydney Opera House, a popular theatre in Sydney. Wander the waterfront and beautiful beaches in the area.

Sydney Opera House