Winston Hills Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Winston Hills

Find the best Winston Hills areas and neighborhoods for the activities you enjoy most. Learn more about Winston Hills
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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 Winston Hills

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St., Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is 5.765.788 ₫ per night from 26 Oct to 27 Oct
5.765.788 ₫
6.342.367 ₫ total
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (1,970 reviews)
"My all around experience was excellent. From hotel staff, food, to surrounding area I was happy for my choice. Will stay again ."

Reviewed on 24 Sept 2025

Four Seasons Hotel Sydney
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 5.449.081 ₫ per night from 12 Oct to 13 Oct
5.449.081 ₫
5.993.989 ₫ total
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (2,410 reviews)
"The upgrades are very expensive but the service is amazing. Best for families as they treat you and your kid like royalty."

Reviewed on 29 Sept 2025

Shangri-La Sydney
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 4.273.602 ₫ per night from 12 Oct to 13 Oct
4.273.602 ₫
4.700.962 ₫ total
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (1,804 reviews)
"So close to Sea Life and the Darling Harbor, great location for families."

Reviewed on 29 Sept 2025

Hyatt Regency Sydney
See all 5,509 properties in Winston Hills
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 Winston Hills holiday package cost?
Discover the best of Winston Hills from as little as . Choose from a wonderful selection of flights, hotels and rental cars to suit every style and budget. Score even more discounts when you add a few experiences or tours to your package.
How do I get a cheap travel package to Winston Hills?
If you love amazing deals, combine your bookings into a Winston Hills holiday package. Whether you're searching for flights, hotels, rental cars or day tours, you can book everything in one place. You'll have loads of choice at your fingertips too. Expedia has more than 550 air carriers and 1null000null000 hotels throughout the world to take your pick of. Fly with who you prefer, stay in a place you like and save a pretty penny — now that's the perfect holiday!
Where should I stay in Winston Hills?
Stay at a hotel near Sydney Showground. This well-known attraction is in the heart of the action and on the to-do lists of many urban explorers.
How far in advance should I book my Winston Hills holiday?
While not all airlines release tickets early, you can usually compare international flights on Expedia up to a year in advance. This is the time you can score some incredible deals. If you're booking late, you may still be in luck. Sometimes the cheapest prices appear only weeks prior to departure.
What does an Expedia Winston Hills travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply mix and match your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few tours and experiences and watch your savings grow. When it comes to creating your Winston Hills break, you're the boss!
What should I know before booking a Winston Hills travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and score exciting discounts. Hotels aren't your only choice, however. We've got beachfront villas, cosy city apartments and even houseboats and castles!
Can I choose my airline with a Winston Hills Expedia holiday package?
With a holiday package, you're always in charge. Whether you'd prefer to fly to Winston Hills in coach or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Winston Hills holiday package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your Winston Hills holiday package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Popular places to visit

Circular Quay showing general coastal views, a skyscraper and street scenes

Circular Quay

Explore the waterfront in Sydney with a trip to Circular Quay. Visit the area's shops or amble around its beautiful beaches.

Circular Quay
Sydney Opera House

Sydney Opera House

Find out what shows are happening at Sydney Opera House, a popular theatre in Sydney. Wander the waterfront and beautiful beaches in the area.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

You can learn about the local history of Sydney when you visit a top site such as Sydney Harbour Bridge. Experience the area's entertainment choices and fascinating museums.

Sydney Harbour Bridge