Winston Hills Holidays from AU$498

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
4 Sept - 7 Sept
found 4 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
4 Sept - 7 Sept
found 7 hours ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
Room was spacious. Very convenient location. Only thing was that the Water pressure in shower and sink tap was very low.

Reviewed on 29 Jun. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
15 Aug - 18 Aug
found 10 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on 11 Jun. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
15 Aug - 18 Aug
found 10 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,118 reviews)
YEHS Harbour Suites was a great location with very friendly staff. My sister and I truly enjoyed our stay.

Reviewed on 25 Jun. 2025

Quest Bella Vista

Quest Bella Vista

4 out of 5
Bella Vista
Save 100% on your flight
per person
8 Aug - 13 Aug
found 9 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9/10 Wonderful! (623 reviews)
From start to finish the service was fantastic.

Reviewed on 4 Jun. 2025

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

3 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$273 per night from 13 July to 14 July
AU$273
13 July - 14 July
includes taxes & fees
8.8/10 Excellent! (2,286 reviews)
"We loved the views and the staff were amazing..we'll definitely be coming back."

Reviewed on 26 Jun. 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 AU$269 per night from 6 July to 7 July
AU$269
6 July - 7 July
includes taxes & fees
8.8/10 Excellent! (1,729 reviews)
"Comfortable room with gorgeous view. Best breakfast selection we’ve had in ages! Will book again soon!"

Reviewed on 26 Jun. 2025

Hyatt Regency 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$324 per night from 13 July to 14 July
AU$324
13 July - 14 July
includes taxes & fees
9.6/10 Exceptional! (1,827 reviews)
Friendly and helpful staff!
"Staff are so amazing. My international flight was delayed 8 hours. Upon checkin I was given a late checkout to help me not spend all of that time at the airport. I had problems changing a connecting flight—Internet not working properly and airline phones jammed. Celia at the front desk was so extremely ..."

Reviewed on 26 Jun. 2025

Four Seasons Hotel Sydney
See all 5,460 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
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winston Hills holiday package cost?
Discover the best of Winston Hills from as little as AU$498. 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

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
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 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: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

AU$99
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
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
Sydney Wildlife Safari

Sydney Wildlife Safari

AU$425
per adult
Sydney Wildlife Safari
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.