Woolloomooloo Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Jul 25 - Jul 30

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    5 nights
    4.0 star property
    8.2/10 - Very good (2,745 reviews)
    "The staff is great"
    Reviewed May 24, 2026
    Return • Singapore (SIN) - Sydney (SYD)
    SIN - SYD • Direct SYD - SIN • Direct
    S$1,405
    S$1,019
    per traveller
    found 1 day ago
    YEHS Hotel Sydney Harbour Suites
  • Front of property
    Aug 2 - Aug 10

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    8 nights
    3.5 star property
    8.2/10 - Very good (1,002 reviews)
    "Centrally located. We love the location. Also the staff are helpful."
    Reviewed May 17, 2026
    Return • Singapore (SIN) - Sydney (SYD)
    SIN - SYD • Direct SYD - SIN • Direct
    Save 100% on your flight
    S$2,508
    S$1,345
    per traveller
    found 11 hours ago
    YEHS Hotel Sydney CBD
  • Living room
    Jul 25 - Jul 30

    Central 2-bed Apartment With Private Parking + Flight

    Strathfield
    5 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "Great appartment with brilliant amenities. Would highly recommended this as a place to stay."
    Reviewed April 12, 2026
    Return • Singapore (SIN) - Sydney (SYD)
    SIN - SYD • Direct SYD - SIN • Direct
    Save 100% on your flight
    S$1,863
    S$1,202
    per traveller
    found 1 day ago
    Central 2-bed Apartment With Private Parking
  • Minibar, in-room safe, blackout curtains, iron/ironing board
    Jul 25 - Jul 30

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    "Nearby shops"
    Reviewed May 23, 2026
    Return • Singapore (SIN) - Sydney (SYD)
    SIN - SYD • Direct SYD - SIN • Direct
    S$1,496
    S$1,037
    per traveller
    found 1 day ago
    YEHS Hotel Sydney QVB
  • 40-inch flat-screen TV with digital channels, TV
    Aug 2 - Aug 10

    APX World Square + Flight

    Haymarket
    8 nights
    4.5 star property
    8.0/10 - Very good (2,827 reviews)
    "Clean room, nice pool comfy bed"
    Reviewed May 23, 2026
    Return • Singapore (SIN) - Sydney (SYD)
    SIN - SYD • Direct SYD - SIN • Direct
    S$1,681
    S$1,243
    per traveller
    found 1 day ago
    APX World Square

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

3 out of top 10 points of interest in this area
4.5/5(345 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 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 S$172 per night from 1 Jun to 2 Jun
S$172
1 Jun - 2 Jun
includes taxes & fees
8.8/10 Excellent! (1,004 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 S$310 per night from 31 May to 1 Jun
S$310
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (2,183 reviews)
"Excellent location…………………"

Reviewed on 25 May, 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 S$306 per night from 8 Jun to 9 Jun
S$306
8 Jun - 9 Jun
includes taxes & fees
9.2/10 Wonderful! (2,690 reviews)
"The hotel is great and stratigically located. I had an incredible view of the opera house and bridge from my room. The staff is very attentive. Awesome service at the spa. The inly negative would be the pool and whirldpool area. They only have a out 10 lounge chairs so its difficult to find a spot. ..."

Reviewed on 25 May, 2026

Shangri-La Sydney
See all 6,111 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 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

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

S$59
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

S$47
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

S$298
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.