Woolloomooloo Holidays from AU$668

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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.

Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

2.5 out of 5
Marrickville
Save 100% on your flight
Price was AU$1,247, price is now AU$668 per person
AU$668
per person
13 June - 16 June
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
No reviews
Spacious 3-bedroom Home With Private Pool & BBQ

Spacious 3-bedroom Home With Private Pool & BBQ

2.5 out of 5
Mayfield
Price was AU$2,605, price is now AU$1,151 per person
AU$1,151
per person
29 May - 1 June
found 18 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,473, price is now AU$732 per person
AU$732
per person
6 July - 12 July
found 2 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,003 reviews)
It was a good, clean hotel near shops and transport. However, I was surprised by the size of the room we were given, it was tiny in comparison to other hotel rooms we've stayed at before. Our room was not the cheapest, but it was probably the smallest. Overall, it's a good, clean and affordable place to stay.

Reviewed on 16 Apr 2026

Spacious 2-bed Townhouse With a Lush Courtyard

Spacious 2-bed Townhouse With a Lush Courtyard

2.5 out of 5
Erskineville
Save 100% on your flight
Price was AU$1,278, price is now AU$695 per person
AU$695
per person
13 June - 16 June
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Save 100% on your flight
Price was AU$1,253, price is now AU$685 per person
AU$685
per person
13 June - 16 June
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
No reviews

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

3 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$185 per night from 19 Apr to 20 Apr
AU$185
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Amazing location. Room was excellent.

Reviewed on 15 Apr 2026

The Sydney Boulevard Hotel by Accor
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$325 per night from 11 May to 12 May
AU$325
11 May - 12 May
includes taxes & fees
9.2/10 Wonderful! (2,594 reviews)
The staff were extremely attentive. They were prompt to help and answer questions. The rooms were very clean

Reviewed on 18 Apr 2026

Shangri-La Sydney
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 AU$299 per night from 20 Apr to 21 Apr
AU$299
20 Apr - 21 Apr
includes taxes & fees
8.8/10 Excellent! (1,990 reviews)
Yes

Reviewed on 17 Apr 2026

Hyatt Regency Sydney
See all 5,792 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.
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Frequently asked questions

How much does a Woolloomooloo holiday package cost?
Starting from as little as AU$668, 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 waterfront or experience the acclaimed art galleries in this vibrant area.

Woolloomooloo Finger Wharf

Activities

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
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$32
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
SEA LIFE Sydney Aquarium Tickets

SEA LIFE Sydney Aquarium Tickets

AU$44
per adult
86% of travellers recommend
SEA LIFE Sydney Aquarium Tickets
See all activities in Sydney

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.