Woolloomooloo Holidays from AU$303

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Rydges Bankstown

Rydges Bankstown

3.5 out of 5
Bass Hill
Save 100% on your flight
per person
12 Sept - 15 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
7.6/10 Good! (920 reviews)
The only good things about this hotel is the customer service, and Netflix included, and the climate control made the room comfortable. The room is clean but everything else is lower than expected such as the bathroom is broken tiles everywhere. The un pleasant smell from the carpet carry through from the hall way to the room. The noise from the tap so loud, the room not well insulated you can hear noise when people talking in the hallway or room next door, and the busy road noise.

Reviewed on 9 Jul. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
10 Oct - 13 Oct
found 10 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Within walking distance to city transport. I had the standard single room which is quite small but adequate for 1 night.

Reviewed on 3 Aug. 2025

The Ultimo

The Ultimo

4 out of 5
Haymarket
Save 100% on your flight
per person
18 Sept - 21 Sept
found 5 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.8/10 Excellent! (1,001 reviews)
Staff were excellent. Room faced onto very noisy street at night ( car racing) & unfortunately hotel undergoing renovations ( jack hammers, builders noise). We were advised of this AFTER our booking was made

Reviewed on 2 Jun. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
1 Nov - 4 Nov
found 5 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on 10 Aug. 2025

Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Save 100% on your flight
per person
25 Sept - 29 Sept
found 8 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9/10 Wonderful! (627 reviews)
From start to finish the service was fantastic.

Reviewed on 4 Jun. 2025

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
Default Image

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(8,551 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

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
6 Cowper Wharf Road, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
The price is AU$314 per night from 9 Sept to 10 Sept
AU$314
9 Sept - 10 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)

Reviewed on 1 Aug. 2025

Ovolo 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 AU$269 per night from 7 Sept to 8 Sept
AU$269
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,341 reviews)
"We arrived very early and our room wasn’t ready. Be prepared to hangout, or go for a walk."

Reviewed on 7 Aug. 2025

Shangri-La Sydney
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$347 per night from 24 Aug to 25 Aug
AU$347
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (1,894 reviews)
"We were celebrating our 54th wedding anniversary and, most unexpectedly, we were treated to a bottle of champagne and beautiful nibbles platter - very much appreciated."

Reviewed on 8 Aug. 2025

Four Seasons Hotel Sydney
See all 5,455 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
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Woolloomooloo holiday package cost?
Starting from as little as AU$303, 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

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 entertainment choices 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

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

AU$219
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

AU$99
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$81
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
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.