Woollahra Holidays from £1,090

Book a Hotel + Flight or Car together to unlock savings

Your Woollahra Holiday

Organising your next travel adventure just got a whole lot simpler with a holiday package to Woollahra. Experience the best this neighbourhood has to offer while making beautiful memories you'll treasure. When it's time to head out and explore, you'll find lots of top attractions nearby including Sydney Opera House, Sydney Harbour Bridge and Bondi Beach. Tick off one, two or all during your trip to Woollahra. Expedia will help you turn your ideal Woollahra holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
The Lurline

The Lurline

Randwick
£1,090
per person
8 Nov - 13 Nov
found 1 hour ago
Return direct flight included
London (LGW) to Sydney (SYD)
8.8/10 Excellent! (290 reviews)
Amazing stay, no issues, would recommend

Reviewed on 6 Aug 2026

Bright Stay in Sydney With Harbour Bridge Views

Bright Stay in Sydney With Harbour Bridge Views

Surry Hills
£1,154
per person
8 Nov - 13 Nov
found 1 hour ago
Return direct flight included
London (LGW) to Sydney (SYD)
No reviews
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
£1,132
per person
8 Nov - 13 Nov
found 1 hour ago
Return direct flight included
London (LGW) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Cccvvvvvvvvvvv

Reviewed on 25 Aug 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

Chippendale
£1,246
per person
8 Nov - 13 Nov
found 1 hour ago
Return direct flight included
London (LGW) to Sydney (SYD)
9.2/10 Wonderful! (587 reviews)
Clean and comfortable. Great location.

Reviewed on 22 Aug 2026

APX Darling Harbour

APX Darling Harbour

Sydney Central Business District
£1,119
per person
8 Nov - 13 Nov
found 1 hour ago
Return direct flight included
London (LGW) to Sydney (SYD)
7.6/10 Good! (1,005 reviews)
Curtain hooks were worn and torn as damaged. We asked spared pillows and none was given. The spares blanket given in the wardrobe was dirty like unwashed with hairs and stains on it.

Reviewed on 25 Aug 2026

Where to stay in Woollahra

Find the best Woollahra areas and neighborhoods for the activities you enjoy most. Learn more about Woollahra
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

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
A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Once the site of rusting railroad yards and wharves, one of Sydney’s greatest urban renewal projects now buzzes with museums, boutiques and eateries.

Find hotels in Darling Harbour
A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

Find hotels in Sydney Olympic Park
A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

This coastal suburb of Sydney is like something from a postcard, and a haven for surfers, swimmers and sunbakers.

Find hotels in Manly
A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

Find hotels in The Rocks

Top hotels in Woollahra

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
£194
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (2,254 reviews)
"Perfect location, everything convenient but standout is the bed - after a very long trip best sleep ever"

Reviewed on 26 Aug 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
£163
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (2,829 reviews)
"Understated excellence. Really enjoyed staying on floor 31 with access to the clubroom. Well worth it for the views alone. Amazing staff, thanks to Jane and the 2 Johns. Everyone was so friendly ."

Reviewed on 26 Aug 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
£141
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (2,153 reviews)
"Perfect business hotel in a great location with terrific facilities."

Reviewed on 26 Aug 2026

Hyatt Regency Sydney
See all 6,202 properties in Woollahra
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.
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Frequently asked questions

How much does a Woollahra travel package cost?
Starting from just £1,090, a travel package is your portal to cheap travel. Custom make your Woollahra adventure by picking from our huge range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Woollahra travel package?
Don't worry if you're rethinking your Woollahra travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Woollahra?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you cash too. A Woollahra travel package makes it a cinch to create your perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be hard. Not only that, we've got over 1,000,000 hotels globally to take your pick of. Now that's what we call choice. Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Woollahra holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply choose the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:
  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is easier with this option. Simply put down a small deposit on your booking and then start packing your bags.
Where should I stay in Woollahra?
A journey to Woollahra isn't complete without seeing Sydney Opera House and Bondi Beach. Stay as close as possible for quick access to these impressive attractions.
What are the top hotels in Woollahra?
Get your trip off to a flying start by booking a stay at Sheraton Grand Sydney Hyde Park. It's one of most popular properties in Woollahra. Another welcoming option is Hyatt Regency Sydney.
How far in advance should I book my Woollahra holiday?
Get rewarded with the biggest variety at the lowest prices by booking your adventure to Woollahra nice and early. Air carriers usually sell flights around 12 months before departure, so secure your spot as soon as you can. That being said, Expedia is dedicated to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Woollahra travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you'll have to do is pick and choose your favourite combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to put together an amazing Woollahra trip.
What should I know before booking a Woollahra travel package?
A travel package can be customized for your budget and is a terrific way to make your money go further. What you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Woollahra Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

Stay near popular Woollahra attractions

Queen Street

8.0/10 (1 review)
Find out about the history of Sydney when you take a trip to Queen Street. Discover the fascinating museums and shops in this walkable area.
See properties

Wolper Jewish Hospital

If Wolper Jewish Hospital is what brings you to town, hopefully you'll have a chance to explore more of Sydney.
See properties

Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

£83
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Beautiful view of the Canberra in Australia

Canberra Discovery Tour - Australia's Capital by Gray Line Sydney

£99
per adult
72% of travellers recommend
Canberra Discovery Tour - Australia's Capital by Gray Line Sydney
Blue Mountains & Jenolan Caves Day Tour by Gray Line

Blue Mountains Day Tour - Gray Line Sydney

£99
per adult
90% of travellers recommend
Blue Mountains Day Tour - Gray Line Sydney
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.