Woolloomooloo Holidays from NZ$1,107

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Top Holiday Package Deals in Woolloomooloo

Price found within the past 48 hours. Click for updated prices.
Hotel Coronation

Hotel Coronation

3.5 out of 5
Sydney Central Business District
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.8/10 Excellent! (1,003 reviews)
Ideally situated for exploring the city

Reviewed on 14 Aug. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Excellent location, just few mins walk to QVB, Townhall & Darling Harbour, lots of restaurants nearby. The room is a bit old, the towel rack had dropped in the washroom. Dun expect the kitchen could be used as the pot & pan are rusty & other food wares are also dirty so I didn’t cook. It’s still good value for money considered the location & room size.

Reviewed on 10 Aug. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
2 Oct - 6 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Within walking distance to city transport. I had the standard single room which is quite small but adequate for 1 night.

Reviewed on 3 Aug. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
18 Sept - 23 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
The hotel was beautiful, but the common areas were open to the outside and cold. Lovely room, but the water pressure in the shower was very low. No free upgrade was offered. I was told one free bottle of wine per night with my VIP status. But I was given one cheap bottle of wine the first night and that was it - the wine was of such poor quality we did not ask for more. The staff was friendly and professional.

Reviewed on 10 Aug. 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
per person
25 Oct - 31 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9/10 Wonderful! (580 reviews)
Loved every little details that was included in our stay. We also came for their winter dome dining experience and we were well taken care of. I would love to come back and enjoy their rooftop pool.

Reviewed on 16 Aug. 2025

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

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$360 per night from 7 Sept to 8 Sept
NZ$360
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent hotel"

Reviewed on 10 Aug. 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$321 per night from 14 Sept to 15 Sept
NZ$321
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (2,361 reviews)
"The perfect staycation with unforgettable views."

Reviewed on 15 Aug. 2025

Shangri-La Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is NZ$372 per night from 7 Sept to 8 Sept
NZ$372
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,487 reviews)
"Comfortable, clean and connivence"

Reviewed on 17 Aug. 2025

The Fullerton Hotel Sydney
See all 5,464 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$1,107, 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

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

NZ$239
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

NZ$60
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

NZ$108
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
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.