Woolloomooloo Vacations from ￥119,695

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The Latest Woolloomooloo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
per person
Aug 18 - Aug 22
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Sydney (SYD)
9.4/10 Exceptional! (1,000 reviews)
Everything was perfect thank you

Reviewed on Jun 2, 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
Aug 4 - Aug 8
found 18 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8/10 Very Good! (2,607 reviews)
Great location. Only a 10 minute walk from central station and a Coles supermarket across the road. Had a laundry washing machine and dryer in the room too so was able to keep my clothes fresh and clean. Highly recommend

Reviewed on Jun 15, 2025

Mantra 2 Bond Street Sydney

Mantra 2 Bond Street Sydney

4.5 out of 5
Sydney Central Business District
per person
Aug 23 - Aug 27
found 8 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (3,033 reviews)
Great location, on site parking was fantastic. So easy to come and go. Very close lighy rail stations is very convenient.

Reviewed on Jun 9, 2025

Pullman Sydney Airport

Pullman Sydney Airport

5 out of 5
Mascot
per person
Aug 23 - Aug 27
found 8 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9/10 Wonderful! (1,003 reviews)
Hotel was fine, clean and not far from the airport. Staff were efficient but not very welcoming, no pride in customer service. Also dissapointed with the 'Executive Lounge' offering, which turned out to be 10 minutes worth (we arrived at 6.20, and apparently this only runs from 5-6.30) of a Canape Service in the middle of the main restaurant and a buffet breakfast (also just in the restaurant). Definitely not as advertised.

Reviewed on Jun 16, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on Jun 11, 2025

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

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 ￥27,693 per night from Jun 25 to Jun 26
￥27,693
￥30,462 total
Jun 25 - Jun 26
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"We used to stay here a lot over previous years. Stopped coming because the prices went up to the crazy sphere. Managed to snag a good deal this time but we were pretty disappointed that all of the cool quirky stuff seems to have disappeared. There was no fun bag of goodies, no free mini bar, not ..."

Reviewed on Jun 17, 2025

Ovolo Woolloomooloo
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 ￥22,855 per night from Jul 6 to Jul 7
￥22,855
￥25,141 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,753 reviews)
"Great view from our room - Hyatt came up trumps ! 😄"

Reviewed on Jun 14, 2025

Hyatt Regency 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 ￥24,325 per night from Jun 22 to Jun 23
￥24,325
￥27,154 total
Jun 22 - Jun 23
includes taxes & fees
9.2/10 Wonderful! (2,419 reviews)
"The heritage section of the hotel was beautiful and grand. I had one night in the new section which lacked character. I would recommend the heritage section. It is close to a Neto station with an excellent food market."

Reviewed on Jun 16, 2025

The Fullerton Hotel Sydney
See all 5,394 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 vacation package cost?
Starting from as little as ￥119,695, 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 vacation 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 traveling with someone special, organizing 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 neighborhood's most popular properties. Another reputable option in Woolloomooloo is East Sydney Hotel.
How far in advance should I book my Woolloomooloo vacation?
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 vacation!
What does an Expedia Woolloomooloo travel package include?
That depends on what you want. If you're traveling 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 vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woolloomooloo Expedia vacation package?
Yes --- that's one of the best things about an Expedia vacation 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 organizing your Woolloomooloo adventure.
If I'm not able to travel, can I cancel my Woolloomooloo vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Woolloomooloo vacation 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

Lovely little spot for a great Chilli Dog or Pie whilst overlooking the bay

Harry’s Cafe de Wheels

4/5(1 review)

You can find out about the history of Sydney with a stop at Harry’s Cafe de Wheels. Discover the acclaimed art scene and shops in this vibrant area.

Harry’s Cafe de Wheels

Things to do

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

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

￥18,754
per adult
92% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

￥9,330
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

￥8,010
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer 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.