Woolloomooloo Holidays from NZ$1,221

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Bright & Spacious 1-bed in Vibrant Sydney

Bright & Spacious 1-bed in Vibrant Sydney

2.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$1,845, price is now NZ$1,221 per person
NZ$1,221
per person
10 June - 14 June
found 2 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
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$2,780, price is now NZ$1,495 per person
NZ$1,495
per person
23 May - 30 May
found 16 hours ago
Return direct flight included
Christchurch (CHC) to Sydney (SYD)
8.2/10 Very Good! (1,003 reviews)
Good location, small rooms, no windows

Reviewed on 1 Apr 2026

Thriving City Location, Dining hub Near CBD

Thriving City Location, Dining hub Near CBD

2.5 out of 5
Pyrmont
Save 100% on your flight
Price was NZ$2,410, price is now NZ$1,501 per person
NZ$1,501
per person
10 June - 14 June
found 2 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Chic Unit With Rooftop Terrace Near Sights & Shops

Chic Unit With Rooftop Terrace Near Sights & Shops

2.5 out of 5
Pyrmont
Save 100% on your flight
Price was NZ$2,190, price is now NZ$1,373 per person
NZ$1,373
per person
10 June - 14 June
found 2 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was NZ$2,105, price is now NZ$1,408 per person
NZ$1,408
per person
8 June - 14 June
found 22 hours ago
Return flight included
Christchurch (CHC) to Sydney (SYD)
8.2/10 Very Good! (2,635 reviews)
I enjoyed my stay at this hotel. The bed was comfortable, the shower was hot and had a good spray. The room was clean. The room also had a kitchen and washer and dryer, handy for longer stays. Great location close to Darling Harbour and Town Hall.

Reviewed on 1 Apr 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
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

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$380 per night from 12 Apr to 13 Apr
NZ$380
12 Apr - 13 Apr
includes taxes & fees
9.2/10 Wonderful! (2,548 reviews)
Beautiful place to stay

Reviewed on 3 Apr 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$244 per night from 8 Apr to 9 Apr
NZ$244
8 Apr - 9 Apr
includes taxes & fees
8.8/10 Excellent! (3,062 reviews)
‏excellent

Reviewed on 3 Apr 2026

Rydges Sydney Airport Hotel
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$361 per night from 10 Apr to 11 Apr
NZ$361
10 Apr - 11 Apr
includes taxes & fees
8.8/10 Excellent! (1,970 reviews)
Cleaners banging around first thing pushing to get you out do they could clean your room! Coffee stain on table not removed across the 5 days we stayed .

Reviewed on 2 Apr 2026

Hyatt Regency Sydney
See all 6,153 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$1,221, 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.