Woolloomooloo Holidays

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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.

Price found within the past 48 hours. Click for updated prices.
  • Apartment | Living room
    Jul 10 - Jul 14

    Bondi Studio Apartment With Pool & Rooftop Views + Flight

    Bondi
    4 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    Save 100% on your flight
    AU$1,023
    AU$545
    per traveller
    found 1 day ago
    Bondi Studio Apartment With Pool & Rooftop Views
  • Front of property
    Jul 14 - Jul 19

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.2/10 - Very good (1,003 reviews)
    "It was okay, nothing special, car parking was a nightmare and disgusting"
    Reviewed May 30, 2026
    Return • Brisbane (BNE) - Sydney (SYD)
    BNE - SYD • Direct SYD - BNE • Direct
    AU$1,259
    AU$610
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Apartment
    Aug 17 - Aug 23

    Spacious Inner-city House With Balcony Views + Flight

    Millers Point
    6 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied."
    Reviewed April 18, 2026
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$5,061
    AU$2,674
    per traveller
    found 1 day ago
    Spacious Inner-city House With Balcony Views
  • Apartment | Living area
    Jul 10 - Jul 13

    Bright Surry Hills Flat With Great Balcony & Views + Flight

    Surry Hills
    3 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    Save 100% on your flight
    AU$1,314
    AU$703
    per traveller
    found 8 hours ago
    Bright Surry Hills Flat With Great Balcony & Views
  • Apartment | Beach
    Jul 15 - Jul 20

    Bright 2-bed Flat With Balcony in Vaucluse + Flight

    Vaucluse
    5 nights
    2.5 star property
    Return • Brisbane (BNE) - Sydney (SYD)
    BNE - SYD • Direct SYD - BNE • Direct
    Save 100% on your flight
    AU$1,413
    AU$770
    per traveller
    found 1 day ago
    Bright 2-bed Flat With Balcony in Vaucluse

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
Sydney Central Business District

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(8,638 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 by Accor

The Sydney Boulevard Hotel by Accor

4 out of 5
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 9 June to 10 June
AU$167
9 June - 10 June
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"My parents really enjoyed their stay. Very comfortable, clean and the hotel is in a great location in the city."

Reviewed on 14 May 2026

The Sydney Boulevard Hotel by Accor
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$342 per night from 14 June to 15 June
AU$342
14 June - 15 June
includes taxes & fees
9.6/10 Exceptional! (2,202 reviews)
"Employees were five star!!!!!!"

Reviewed on 1 June 2026

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$315 per night from 4 June to 5 June
AU$315
4 June - 5 June
includes taxes & fees
Shangri-La Sydney
See all 6,173 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 Holidays
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beach holidays
Beach Holidays
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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.

Discover the most popular places to visit in Woolloomooloo

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 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 beautiful beaches or experience the entertainment choices in this vibrant area.

Woolloomooloo Finger Wharf

Activities

Hunter Valley Full Day Tour

Hunter Valley Full Day Tour - Gray Line Sydney

AU$220
per adult
Hunter Valley Full Day Tour - Gray Line Sydney
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$86
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

AU$83
per adult
Sydney Harbour Cultural Cruise with Island Stop
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.