Woolloomooloo Holidays from NZ$1,380

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Bright 2-bed Apartment With Balcony & Garage

Bright 2-bed Apartment With Balcony & Garage

Five Dock
Save 100% on your flight
NZ$1,380
per person
11 Nov - 16 Nov
found 9 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
NZ$1,630
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very good! (1,005 reviews)
There is no airport shuttle. Room amenities are limited so plan accordingly. The queen size room was relatively small with windows blocked out so had limited natural light. The staff was very helpful and quick check in and check out. Location is wonderful.

Reviewed on 30 Sept 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
NZ$1,737
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,945 reviews)
it was a great location, loved it. Will definitely book again.

Reviewed on 1 Oct 2026

Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

Redfern
Save 100% on your flight
NZ$1,563
per person
11 Nov - 16 Nov
found 9 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on 5 May 2026

Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

Pyrmont
Save 100% on your flight
NZ$1,703
per person
12 Nov - 18 Nov
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.8/10 Excellent! (527 reviews)
Teeny tiny room with bathroom surrounded with frosted glass within the room. Long walk from station.

Reviewed on 25 Sept 2026

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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

The best place to get acquainted with Sidney's nautical passions – sailing, pleasure-boating, whale watching – or the Maritime Museum if you prefer dry land.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Afterpay Arena or Accor Stadium while you're exploring the area.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Venture to Sydney’s northern coast to explore this picturesque beach suburb, the perfect spot for surfing, shopping and sunbathing.

A beach with waves, a woman running, and buildings in the background.

Bondi Beach

Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.

Our pick of the best Woolloomooloo Hotel Deals

The Sydney Boulevard Hotel by Accor

The Sydney Boulevard Hotel by Accor

90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
NZ$253
11 Oct - 12 Oct
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"The hotel was nice and I had a lovely view of the Sydney harbour bridge, the hotel was an ok location was about half an hour walk to the Quay which on some occasions felt long. The heating didn’t work very well, i never reported it as I managed to figure out how to turn it off, my room became warmer ..."

Reviewed on 30 Sept 2026

The Sydney Boulevard Hotel by Accor
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$516
15 Oct - 16 Oct
includes taxes & fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
NZ$385
11 Oct - 12 Oct
includes taxes & fees
Shangri-La Sydney
See all 6,225 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 NZ$1,380, 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.

Stay near popular Woolloomooloo attractions

Woolloomooloo Wharf

9.0/10 (45 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.
See properties

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.
See properties

Harry’s Cafe de Wheels

8.8/10 (11 reviews)
You can find out about the history of Sydney with a trip to Harry’s Cafe de Wheels. Discover the entertainment choices and shops in this vibrant area.
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Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$64
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Hop-On Hop-Off Big Bus Tour

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

NZ$89
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

NZ$62
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
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.