Woolloomooloo Holidays

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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

1 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.

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Top hotels in Woolloomooloo

The Sydney Boulevard Hotel
The Sydney Boulevard Hotel
4 out of 5
90 William Street, Woolloomooloo, NSW
Fully refundable
The price is S$158 per night from 1 Dec to 2 Dec
S$158
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (1,000 reviews)
"Close to the museum, Cook Phillip Pool and Aquatic Centre, Hyde Park, St Mary's Cathedral etc and CBD."

Reviewed on 17 Nov,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 S$238 per night from 24 Nov to 25 Nov
S$238
includes taxes & fees
24 Nov - 25 Nov
9.2/10 Wonderful! (1,000 reviews)
"Unique hotel. A little out of the way for restaurants but worth it for location on water. Included breakfast was okay but would have liked a couple more options. Staff were great."

Reviewed on 17 Nov,2024

Ovolo Woolloomooloo
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 S$323 per night from 16 Dec to 17 Dec
S$323
includes taxes & fees
16 Dec - 17 Dec
9.4/10 Exceptional! (1,473 reviews)
"Loved the location and the service that staff provided."

Reviewed on 21 Nov,2024

Four Seasons Hotel Sydney
See all 4,946 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 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.

Popular places to visit

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

Things to do

Blue Mountains Experince Day Tour

Blue Mountains ALL INCLUSIVE day tour with Free Koala Photo

S$165
Per adult
98% of travellers recommend
Blue Mountains ALL INCLUSIVE day tour with Free Koala Photo
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

S$69
Per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

S$74
Per adult
94% of travellers recommend
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.