Winston Hills Holidays from AU$560

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Your Winston Hills Holiday

Immerse yourself in all this neighbourhood has to offer with a tailor-made Winston Hills holiday package. However you imagine spending your days here, you'll find countless opportunities for fun, adventure and relaxation. Start your trip to Winston Hills with a visit to nearby attractions such as Westfield Parramatta Shopping Centre, CommBank Stadium and Parramatta Park. No matter your travel goals or budget, booking your ideal Winston Hills holiday has never been easier with Expedia.

Top Holiday Package Deals in Winston Hills

Price found within the past 48 hours. Click for updated prices.
Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Save 100% on your flight
Price was AU$1,001, price is now AU$560 per person
AU$560
per person
4 Feb - 8 Feb
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
Clean and quiet room

Reviewed on 1 Dec 2025

Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Price was AU$1,859, price is now AU$1,024 per person
AU$1,024
per person
18 Feb - 25 Feb
found 21 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9/10 Wonderful! (646 reviews)
Housekeeping needs to improve only two towels where kept and not refreshed for 3 nights garbage was not taken out despite calling front desk and asking for room cleaning also the tv was not working

Reviewed on 30 Nov 2025

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$1,996, price is now AU$1,114 per person
AU$1,114
per person
31 Dec - 2 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6.2/10 (461 reviews)
Friendly and helpful staff

Reviewed on 29 Nov 2025

Sage Hotel Wollongong

Sage Hotel Wollongong

4 out of 5
Wollongong CBD
Save 100% on your flight
Price was AU$1,394, price is now AU$833 per person
AU$833
per person
12 Jan - 17 Jan
found 16 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.4/10 Very Good! (1,003 reviews)
Good location however can get noisy at night with the young ones driving n riding

Reviewed on 28 Nov 2025

Brokenback Views Country Estate

Brokenback Views Country Estate

3.5 out of 5
Save 100% on your flight
Price was AU$1,056, price is now AU$643 per person
AU$643
per person
9 Feb - 12 Feb
found 11 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9/10 Wonderful! (28 reviews)
Quiet area centrally located Peaceful views Would have wanted more towels for 2 nights Fireplace would have totally set it to perfection

Reviewed on 19 May 2024

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Our guide on 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(8,551 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

Our pick of the best Winston Hills Hotel Deals

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 AU$283 per night from 15 Dec to 16 Dec
AU$283
15 Dec - 16 Dec
includes taxes & fees
9/10 Wonderful! (2,451 reviews)
The staff were very polite, the room and housekeeping were superb!

Reviewed on 30 Nov 2025

Shangri-La Sydney
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 AU$356 per night from 16 Dec to 17 Dec
AU$356
16 Dec - 17 Dec
includes taxes & fees
9.6/10 Exceptional! (2,027 reviews)
Great service. Amazing room. Bed was a dream.

Reviewed on 28 Nov 2025

Four Seasons Hotel 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 AU$294 per night from 7 Dec to 8 Dec
AU$294
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (2,676 reviews)
Excellent staff!

Reviewed on 25 Nov 2025

The Fullerton Hotel Sydney
See all 5,897 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.
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Frequently asked questions

How much does a Winston Hills holiday package cost?
Discover the best of Winston Hills from as little as AU$560. 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 1 000 000 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.

Discover the most popular places to visit in Winston Hills

Circular Quay showing street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(3,486 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(3,601 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

AU$54
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$30
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$85
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.