Woolloomooloo Holidays from NZ$1,390

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Top Holiday Package Deals in Woolloomooloo

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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,552, price is now NZ$1,390 per person
NZ$1,390
per person
22 May - 29 May
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,001 reviews)
Good location, small rooms, no windows

Reviewed on 1 Apr 2026

Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Save 100% on your flight
Price was NZ$3,217, price is now NZ$1,952 per person
NZ$1,952
per person
9 May - 16 May
found 12 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Spacious 3-bed With Alfresco Dining by Amenities

Spacious 3-bed With Alfresco Dining by Amenities

2 out of 5
Kingsford
Save 100% on your flight
Price was NZ$3,708, price is now NZ$2,267 per person
NZ$2,267
per person
22 May - 29 May
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Spacious Stay Near Shops & Cafes in Marrickville

Spacious Stay Near Shops & Cafes in Marrickville

2.5 out of 5
Marrickville
Save 100% on your flight
Price was NZ$3,045, price is now NZ$1,874 per person
NZ$1,874
per person
9 May - 16 May
found 12 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

2.5 out of 5
Redfern
Save 100% on your flight
Price was NZ$3,543, price is now NZ$2,189 per person
NZ$2,189
per person
22 May - 29 May
found 1 day 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
Sydney Central Business District

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$227 per night from 15 Apr to 16 Apr
NZ$227
15 Apr - 16 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Hotel is in a convenient location but dated. It was clean but our shower leaked. Unless breakfast is included it is very expensive. Staff was friendly.

Reviewed on 30 Mar 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$370 per night from 16 Apr to 17 Apr
NZ$370
16 Apr - 17 Apr
includes taxes & fees
9.2/10 Wonderful! (2,543 reviews)
Overall hotel is good location and views. Staff were friendly and helpful. The one disappointment was the club lounge. Have stayed there several times before and the offering in the club lounge appears to have declined. First night they ran out of wine glasses and options were limited. Also on checkout ...

Reviewed on 30 Mar 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$237 per night from 4 Apr to 5 Apr
NZ$237
4 Apr - 5 Apr
includes taxes & fees
8.8/10 Excellent! (3,076 reviews)
Great location ... 100 meters to the airport

Reviewed on 1 Apr 2026

Rydges Sydney Airport Hotel
See all 6,117 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$1,390, 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

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 entertainment choices 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$74
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$61
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Flexi Pass

Sydney Flexi Pass - Pick 3, 5, or 7 Experiences

NZ$190
per adult
Sydney Flexi Pass - Pick 3, 5, or 7 Experiences
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.