Woolloomooloo Holidays from NZ$1,209

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$1,817, price is now NZ$1,209 per person
NZ$1,209
per person
14 Mar - 20 Mar
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
7.6/10 Good! (1,001 reviews)
Perfect location, spacious apartment. Especially appreciated the assistance of the wonderful staff, Patik, who helped us when we lost our phone. We were spoilt for choice in a variety of Asian cuisine due to location. 4min walk to Paddy Markets, 5mon walk to Darling Harbour. Loved it

Reviewed on 7 Nov 2025

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$2,290, price is now NZ$1,356 per person
NZ$1,356
per person
14 Mar - 20 Mar
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Clean place and receptionist are very helpful and very accessible to everything.

Reviewed on 29 Dec 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Save 100% on your flight
Price was NZ$2,529, price is now NZ$1,655 per person
NZ$1,655
per person
14 Mar - 20 Mar
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very Good! (1,002 reviews)
Breakfast sucks. Room was clean and front desk helpful. Room is on the small side with weird steps inside the room. Location is great. Tons of restaurants to choose from. There is a market place nearby too

Reviewed on 15 Dec 2025

Rydges Camperdown

Rydges Camperdown

4 out of 5
Camperdown
Save 100% on your flight
Price was NZ$2,348, price is now NZ$1,569 per person
NZ$1,569
per person
3 Mar - 10 Mar
found 18 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8/10 Very Good! (1,001 reviews)
Clean room, friendly staff

Reviewed on 23 Dec 2025

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Save 100% on your flight
Price was NZ$4,882, price is now NZ$3,291 per person
NZ$3,291
per person
3 Mar - 10 Mar
found 18 hours ago
Return flight included
Auckland (AKL) 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

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

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$352 per night from 11 Jan to 12 Jan
NZ$352
11 Jan - 12 Jan
includes taxes & fees
9/10 Wonderful! (2,454 reviews)
Room view over Sydney harbour over opera house

Reviewed on 30 Dec 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 NZ$458 per night from 8 Jan to 9 Jan
NZ$458
8 Jan - 9 Jan
includes taxes & fees
9.6/10 Exceptional! (2,061 reviews)
Staff was most accommodating! Had a challenge at check in handled flawlessly.

Reviewed on 29 Dec 2025

Four Seasons Hotel 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 NZ$311 per night from 9 Jan to 10 Jan
NZ$311
9 Jan - 10 Jan
includes taxes & fees
8.8/10 Excellent! (1,852 reviews)
Always a wonderful experience staying at Hyatt!

Reviewed on 26 Dec 2025

Hyatt Regency Sydney
See all 6,036 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$1,209, 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

4.5/5(8 reviews)

You can find out about the history of Sydney with a trip to Harry’s Cafe de Wheels. Discover the acclaimed art galleries 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$72
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$56
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

NZ$46
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.