Woolloomooloo Holidays from £1,086

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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 CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was £1,394, price is now £1,086 per person
£1,086
per person
27 Oct - 1 Nov
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Small room, good for short stay, reasonable walk to L2/3 on George St.

Reviewed on 20 Aug 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was £1,398, price is now £1,103 per person
£1,103
per person
27 Oct - 1 Nov
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (2,207 reviews)
Perfect location. Convenient walking distance to public transport, attractions, supermarkets and cafes. The room is generously spacious and equipped with a kitchenette, which allows one to have a proper breakfast in the room, and even dinner. A value for money stunner.

Reviewed on 19 Aug 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was £1,441, price is now £1,161 per person
£1,161
per person
27 Oct - 1 Nov
found 1 day ago
Return direct flight included
London (LON) 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

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
Price was £3,927, price is now £3,169 per person
£3,169
per person
27 Oct - 1 Nov
found 17 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.8/10 Excellent! (824 reviews)
Great location. Spacious, clean room with a beautiful view. Everything within walking distance. Plenty of food options around. The beach is right across the street

Reviewed on 16 Aug 2025

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
Price was £2,668, price is now £2,154 per person
£2,154
per person
27 Oct - 1 Nov
found 1 day ago
Return direct flight included
London (LON) to Sydney (SYD)
9.4/10 Exceptional! (1,001 reviews)
The views! Fantastic and friendly staff. Rooms are lovely, beds are comfy and kids loved the loft. Free parking a bonus and a 1 min walk to ferry. We will definitely stay here again.

Reviewed on 24 Jul 2025

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(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 £104 per night from 7 Sept to 8 Sept
£104
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"Convenient close to very thing comfortable"

Reviewed on 18 Aug 2025

The Sydney Boulevard Hotel
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
The price is £138 per night from 7 Sept to 8 Sept
£138
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (2,351 reviews)
"Beautiful view"

Reviewed on 18 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 £165 per night from 24 Aug to 25 Aug
£165
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (2,496 reviews)
"The location is excellent"

Reviewed on 19 Aug 2025

The Fullerton Hotel Sydney
See all 5,354 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 £1,086. 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

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

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

£106
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

£28
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

£48
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. Flight-inclusive packages are ATOL protected.