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
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(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 5.777.617 ₫ per night from 8 Mar to 9 Mar
5.777.617 ₫
6.355.379 ₫ total
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (2,098 reviews)
Clean room! Slippers were placed on either side of the king bed. Room was all ready and waiting for us. It was very noisy on the street side at night which isn’t something they can really change. The only improvement the room needs is actual drawers! All of the ones under the TV are filled with coffee ...

Reviewed on 5 Feb 2026

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 5.595.514 ₫ per night from 9 Mar to 10 Mar
5.595.514 ₫
6.155.065 ₫ total
9 Mar - 10 Mar
includes taxes & fees
9/10 Wonderful! (2,529 reviews)
Everything and everyone exceeded expectations. Will definitely recommend and stay there next time if I’m back in Sydney.

Reviewed on 8 Feb 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
Fully refundableReserve now, pay when you stay
The price is 7.584.570 ₫ per night from 22 Feb to 23 Feb
7.584.570 ₫
8.343.027 ₫ total
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (849 reviews)
Great place with artistic vibe. Rooms were eclectic. Bed and pillow excellent! Good lunch spot also. Stairs up into the lobby but someone there to help with the luggage.

Reviewed on 5 Feb 2026

Ace Hotel Sydney
See all 6,137 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

4.5/5(313 reviews)

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 showing a bay or harbor, modern architecture and a monument

Sydney Opera House

4.5/5(293 reviews)

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 showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

4.5/5(317 reviews)

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

Sydney Harbour Bridge