Woolloomooloo Holidays from £1,025

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Woolloomooloo Holiday

Leave the stress of travel planning behind with a Woolloomooloo holiday package. With everything organised before you go, all you have to do is enjoy this commercial neighbourhood's shopping, bars and pubs and culture. Begin your trip to Woolloomooloo by visiting nearby attractions such as Sydney Opera House, Sydney Harbour Bridge and Circular Quay. Expedia can put your plans into action. Book your perfect Woolloomooloo holiday today.

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

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,118 reviews)
Great location. Clean. Good seevice.

Reviewed on 6 Jul 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
Great location, friendly staff

Reviewed on 6 Jul 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
2 Oct - 5 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
Excellent hotel and location!

Reviewed on 5 Jul 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
per person
14 Sept - 20 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (570 reviews)
wonderful get away, five star experience. Breakfast is a must!

Reviewed on 24 Jun 2025

Where to stay in Woolloomooloo

Find the best Woolloomooloo areas and neighborhoods for the activities you enjoy most. Learn more about Woolloomooloo
Default Image

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(343 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

Top hotels in Woolloomooloo

The Sydney Boulevard Hotel
The Sydney Boulevard Hotel
4 out of 5
90 William Street, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
The price is £95 per night from 20 Jul to 21 Jul
£95
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Awesome stay, the staff were very kind and helpful!"

Reviewed on 3 Jul 2025

The Sydney Boulevard Hotel
Ovolo Woolloomooloo
Ovolo Woolloomooloo
5 out of 5
6 Cowper Wharf Road, Woolloomooloo, NSW
Fully refundableReserve now, pay when you stay
The price is £127 per night from 13 Jul to 14 Jul
£127
13 Jul - 14 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Position, position, position!
"Room was great, position perfect (for us!), weather outrageously good, which always helps, China Doll restaurant (unrelated, but on site) was excellent, hotel breakfast was poor, and hotel cafe service was glacially slow! But the position made up for almosr everything."

Reviewed on 29 Jun 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 £129 per night from 14 Jul to 15 Jul
£129
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (1,749 reviews)
"Friendly staff, umbrellas were available to borrow, safe and quiet environment, close to CBD and Big Bus and public transport, walkable and 10 minutes walk to Hay Market, variety of food to choose from and good coffee at Breakfast session."

Reviewed on 6 Jul 2025

Hyatt Regency Sydney
See all 5,496 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Woolloomooloo travel package cost?
Get your credit card ready, because a getaway to Woolloomooloo starts from a tempting £1,025. When you bundle your flights, hotels and car rentals into a travel package, you'll land the biggest deals.
If I'm not able to travel, can I cancel my Woolloomooloo travel package?
We get it --- sometimes life doesn't go according to plan. If you've booked a Woolloomooloo travel package and need to cancel or amend it, we can help. It's always worth taking a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Woolloomooloo?
Browse and book everything in the one place with our Woolloomooloo travel packages. We have incredible bargains on flights, hotels, tours and more that'll keep your travel budget happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties globally to select from, you have countless opportunities to mix and match as you want.
Does Expedia offer Book Now, Pay Later Woolloomooloo holidays?
Yes. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Remember to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Woolloomooloo?
A visit to Woolloomooloo isn't over until you've seen Sydney Opera House and Bondi Beach. Book somewhere within walking distance for easy access to these famous attractions.
What are the top hotels in Woolloomooloo?
Book a room at Sheraton Grand Sydney Hyde Park. It's one of the neighbourhood's most in-demand properties. Another highly rated option in Woolloomooloo is Hyatt Regency Sydney.
How far in advance should I book my Woolloomooloo holiday?
Savvy travellers will likely want to book as early as possible. You can normally look up international fares on Expedia up to 12 months before your flight. If you're late to book, don't worry. Budget prices occasionally appear just weeks before departure.
What does an Expedia Woolloomooloo travel package include?
With Expedia, you can choose a combination of flights, hotels and car rentals to create your perfect Woolloomooloo travel package. Once you've made your booking, you can add on all the fun stuff like sightseeing tours and activities. Don't forget --- the more you bundle, the more dollars you'll save!
What should I know before booking a Woolloomooloo travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Woolloomooloo Expedia travel package?
You can, and with over 550 airlines to select from all over the world, you're not short on choice. Take a look at the available options and see which airline best fits your needs and budget.

Popular places to visit

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

Things to do

Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

£47
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

£30
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

£41
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. Flight-inclusive packages are ATOL protected.