Woolloomooloo Holidays from NZ$1,288

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,094, price is now NZ$1,288 per person
NZ$1,288
per person
21 Jan - 27 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
16.4/10 Exceptional! (2,388 reviews)
Room was a good size and clean. Bathroom could do with hand soap at basin

Reviewed on 13 Nov 2025

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was NZ$4,223, price is now NZ$2,460 per person
NZ$2,460
per person
27 Dec - 3 Jan
found 23 hours ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
12.4/10 Exceptional! (458 reviews)
Property was not as described, only thing good about it was it was close to the airport. Hard for taxis to pick up from.

Reviewed on 13 Nov 2025

Stylish 3-bed Newport Stay With Balcony

Stylish 3-bed Newport Stay With Balcony

2.5 out of 5
Newport
Save 100% on your flight
Price was NZ$8,555, price is now NZ$5,199 per person
NZ$5,199
per person
27 Dec - 3 Jan
found 23 hours ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
No reviews
InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
Price was NZ$3,998, price is now NZ$2,511 per person
NZ$2,511
per person
21 Jan - 27 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
18/10 Exceptional! (596 reviews)
We will miss the hotel when it is gone

Reviewed on 2 Nov 2025

Spacious 2-bed Apartment Close to City

Spacious 2-bed Apartment Close to City

2 out of 5
Cremorne
Save 100% on your flight
Price was NZ$3,919, price is now NZ$2,488 per person
NZ$2,488
per person
6 Feb - 13 Feb
found 1 day ago
Return direct flight included
Hamilton (HLZ) 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
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Sydney Central Business District

1 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

The Sydney Boulevard Hotel

The Sydney Boulevard Hotel

4 out of 5
90 William Street Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 14 Dec to 15 Dec
NZ$224
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Very clean and tidy hotel and rooms. Easy location for walking and convenience for what stay was for

Reviewed on 13 Nov 2025

The Sydney Boulevard Hotel
Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
6 Cowper Wharf Road Woolloomooloo NSW
Fully refundableReserve now, pay when you stay
The price is NZ$382 per night from 17 Dec to 18 Dec
NZ$382
17 Dec - 18 Dec
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Yes

Reviewed on 11 Nov 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 NZ$344 per night from 16 Dec to 17 Dec
NZ$344
16 Dec - 17 Dec
includes taxes & fees
9/10 Wonderful! (2,436 reviews)
Room was beautiful front desk staff lovely. The restaurant staff could use some training. But the rest was beautiful

Reviewed on 13 Nov 2025

Shangri-La Sydney
See all 5,651 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$1,288, 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

Harry’s Cafe de Wheels

Harry’s Cafe de Wheels

You can find out about the history of Sydney with a trip to Harry’s Cafe de Wheels. Discover the fascinating museums and shops in this vibrant area.

Harry’s Cafe de Wheels

Activities

Sydney Hop-On Hop-Off Big Bus Tour

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

NZ$71
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

NZ$62
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

NZ$34
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.