Woolloomooloo Holidays from NZ$1,630

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Bright and Convenient Apartment, Close to Shops

Bright and Convenient Apartment, Close to Shops

2.5 out of 5
Ryde
Save 100% on your flight
Price was NZ$2,734, price is now NZ$1,630 per person
NZ$1,630
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

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$3,457, price is now NZ$1,986 per person
NZ$1,986
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Spacious 2-bed, 2-bath Moments From Avalon Beach

Spacious 2-bed, 2-bath Moments From Avalon Beach

2.5 out of 5
Avalon Beach
Save 100% on your flight
Price was NZ$3,064, price is now NZ$1,793 per person
NZ$1,793
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Spacious 3-bed Apartment in the Heart of St Ives

Spacious 3-bed Apartment in the Heart of St Ives

2.5 out of 5
St Ives
Save 100% on your flight
Price was NZ$2,965, price is now NZ$1,745 per person
NZ$1,745
per person
23 Aug - 30 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews

Bright 2-bed Flat With Balcony in Vaucluse

Bright 2-bed Flat With Balcony in Vaucluse

2.5 out of 5
Vaucluse
Save 100% on your flight
Price was NZ$3,031, price is now NZ$1,797 per person
NZ$1,797
per person
10 Sept - 17 Sept
found 5 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
A historic clock tower with a modern skyscraper in the background.

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 NZ$223 per night from 2 Aug to 3 Aug
NZ$223
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"."

Reviewed on 1 July 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 NZ$395 per night from 26 July to 27 July
NZ$395
26 July - 27 July
includes taxes & fees
9.2/10 Wonderful! (2,743 reviews)
"Shane was very helpful, and knowledgeable about getting around."

Reviewed on 3 July 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 7 July to 8 July
NZ$248
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (3,188 reviews)
"Reasonable price for airport property."

Reviewed on 4 July 2026

Rydges Sydney Airport Hotel
See all 6,211 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$1,630, 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 entertainment choices in this vibrant area.
See properties

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
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$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

NZ$454
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
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.