Woolloomooloo Holidays

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Price found within the past 48 hours. Click for updated prices.
The Ultimo

The Ultimo

4 out of 5
Haymarket
Price was S$1,382, price is now S$1,079 per person
S$1,079
per person
26 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Situation... There are many restaurants and all what you need around. The Staff are really nice.

Reviewed on 22 Mar, 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was S$1,607, price is now S$1,089 per person
S$1,089
per person
26 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8.6/10 Excellent! (1,004 reviews)
Centrally located, clean and comfortable with friendly staff

Reviewed on 9 Apr, 2026

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Price was S$1,929, price is now S$1,319 per person
S$1,319
per person
26 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
7.6/10 Good! (1,000 reviews)
Staff was extremely helpful .

Reviewed on 5 Apr, 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was S$1,598, price is now S$1,182 per person
S$1,182
per person
26 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
9.2/10 Wonderful! (563 reviews)
There was absolutely no staff Visibility to help with luggage we had to lug our own luggage to our rooms which is unheard of / previous owners had bell staff to take your luggage from the car - foyer areas are very run down - whole hotel needs a revamp as it’s looking very stayed - it is such a shame as we have been here many times under the old owners and loved it every time - this time we have been left wanting - even the rooftop bar was empty which tells you something - this used to ALwAyS be pumping …. Do better to stay competitive

Reviewed on 28 Feb, 2026

APX World Square

APX World Square

4.5 out of 5
Haymarket
Price was S$1,535, price is now S$1,166 per person
S$1,166
per person
26 May - 31 May
found 1 day ago
Return flight included
Singapore (SIN) to Sydney (SYD)
8/10 Very Good! (2,799 reviews)
The property is in a great location, walking distance to shops and china town. The house keeping was not perfect but generally it is in clean condition.

Reviewed on 18 Mar, 2026

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

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$293 per night from 19 Apr to 20 Apr
S$293
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (2,573 reviews)
Excellent

Reviewed on 10 Apr, 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
The price is S$212 per night from 13 Apr to 14 Apr
S$212
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (3,086 reviews)
The location to the airport is excellent but the reception staff were unwelcoming, unfriendly and didn't even smile! Plus I'd booked a "Double Queen sized room - Superior" and the window looked out at a carpark and more rooms only! A miserable outlook, making me thankful that I was only staying over ...

Reviewed on 8 Apr, 2026

Rydges Sydney Airport Hotel
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$269 per night from 12 Apr to 13 Apr
S$269
12 Apr - 13 Apr
includes taxes & fees
8.8/10 Excellent! (1,972 reviews)
The room was clean and quite and the hotel is located in a great location making it easy to walk to several attractions.

Reviewed on 9 Apr, 2026

Hyatt Regency Sydney
See all 6,028 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 S$1,079, 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$55
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$46
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.