A cityscape with a dense urban area, a prominent bridge, and a skyline with high-rise buildings under a sunset sky.

Winston Hills Holidays from AU$1,445

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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.

The Latest Winston Hills Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 24 Dec - 29 Dec

    Prime Location 2-bed Apartment With Parking + Flight

    Centennial Park
    5 nights
    2.5 star property
    8.0/10 - Very good (1 review)
    "Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay."
    Reviewed April 5, 2026
    Return • Adelaide (ADL) - Sydney (SYD)
    ADL - SYD • Direct SYD - ADL • Direct
    AU$2,818
    AU$1,445
    per traveller
    found 0 hours ago
    Prime Location 2-bed Apartment With Parking
  • 30 Dec - 4 Jan

    Seaside Retreat With Parking and Balcony + Flight

    Newport
    5 nights
    2.5 star property
    Return • Melbourne (MEL) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$4,559
    AU$2,242
    per traveller
    found 1 day ago
    Seaside Retreat With Parking and Balcony
  • 24 Dec - 29 Dec

    Stylish Inner City 2-bed Unit by Fig Lane Park + Flight

    Ultimo
    5 nights
    2.5 star property
    Return • Adelaide (ADL) - Sydney (SYD)
    ADL - SYD • Direct SYD - ADL • Direct
    AU$4,121
    AU$2,058
    per traveller
    found 0 hours ago
    Stylish Inner City 2-bed Unit by Fig Lane Park
  • 30 Dec - 4 Jan

    Spacious 2-bed, 2-bath Moments From Avalon Beach + Flight

    Avalon Beach
    5 nights
    2.5 star property
    Return • Melbourne (MEL) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$3,770
    AU$1,928
    per traveller
    found 1 day ago
    Spacious 2-bed, 2-bath Moments From Avalon Beach
  • 30 Dec - 4 Jan

    Stylish 3-bed Newport Stay With Balcony + Flight

    Newport
    5 nights
    2.5 star property
    Return • Melbourne (MEL) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$4,871
    AU$2,496
    per traveller
    found 1 day ago
    Stylish 3-bed Newport Stay With Balcony

Our guide on where to stay in Winston Hills

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

Sydney Central Business District

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.

Darling Harbour

Once the site of disused railway yards and dilapidated wharves, one of Sydney’s greatest urban renewal projects has breathed life into this location once more.

Sydney Olympic Park

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

Bondi Beach

Travellers to Bondi Beach praise its stunning beaches. If you've got some more time to explore, be sure to stop by Bondi Beach and Bondi Pavilion.

Manly

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

Winston Hills Hotel Deals

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 AU$1,445. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.