Winston Hills Holidays from AU$455

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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.
Sydney Boutique Villas

Sydney Boutique Villas

2.5 out of 5
Waterloo
per person
3 Jun - 6 Jun
Return flight included
Brisbane (BNE) to Sydney (SYD)
No reviews
Iconic Views

Iconic Views

3 out of 5
Kirribilli
Save 100% on your flight
per person
3 Jun - 6 Jun
Return flight included
Brisbane (BNE) to Sydney (SYD)
5.4/10 (3 reviews)
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
5 Jul - 9 Jul
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.4/10 Very Good! (1,297 reviews)
Great location and pool. Room dated and in need of a good overhaul and repair with loose floor tiles, old kitchen cabinets. A few cleanable areas that need to be cleaned (side of fridge). Bed was comfortable and clean sheets. Light switches location poorly considered.

Reviewed on 2 May 2024

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
26 Jul - 29 Jul
Return flight included
Brisbane (BNE) to Sydney (SYD)
8/10 Very Good! (1,005 reviews)
Everything was perfect.

Reviewed on 29 Apr. 2024

Mercure Sydney Manly Warringah

Mercure Sydney Manly Warringah

4 out of 5
Brookvale
Save 100% on your flight
per person
7 Jul - 13 Jul
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Great stay, friendly staff.

Reviewed on 30 Mar. 2024

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
Sydney Town Hall which includes cbd, heritage architecture and a city

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 hotel + flight trips in Sydney Central Business District

Our pick of the best Winston Hills Hotel Deals

YEHS Hotel Sydney Harbour Suites
YEHS Hotel Sydney Harbour Suites
4 out of 5
252 Sussex Street, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 6 May to 7 May
AU$174
per night
6 May - 7 May
8.2/10 Very Good! (1,337 reviews)
"Good location, clean and relatively quiet but the paid parking is terrible and impossible unless you own a small car."

Reviewed on 29 Apr. 2024

YEHS Hotel Sydney Harbour Suites
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$310 per night from 27 May to 28 May
AU$310
per night
27 May - 28 May
8.4/10 Very Good! (1,760 reviews)
"We were really blown away when we arrived at this hotel after an 11 hour flight. Bellhops and check in staff all in pristine uniforms. It seemed like every guest was dressed in pressed business clothes. Ferraris and BMWs out front. Very fancy. We were in rumpled travel clothes. I don’t even think ..."

Reviewed on 30 Apr. 2024

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$365 per night from 5 May to 6 May
AU$365
per night
5 May - 6 May
9.4/10 Exceptional! (1,125 reviews)
"After my long day out in the beautiful city of Sydney love sleeping in the most comfortable bed. We have partial view of the Opera . I’ll stay again at Four Season Sydney!"

Reviewed on 1 May 2024

Four Seasons Hotel Sydney
See all 4,503 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winston Hills holiday package cost?
Discover the best of Winston Hills from as little as AU$455. 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

Image for Circular Quay

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
Image for 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
Image for 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

Image for Sydney: Wild Wombats and Kangaroo Experience

Sydney: Wild Wombats and Kangaroo Experience

AU$219
Per adult
98% of travellers recommend
Sydney: Wild Wombats and Kangaroo Experience
See all activities in Sydney

More holiday ideas

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