Winston Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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 QVB
YEHS Hotel Sydney Harbour Suites
Ovolo Woolloomooloo
InterContinental Sydney Double Bay by IHG

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

Winston Hills Hotel Deals

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 CA $218 per night from Jul 18 to Jul 19
CA $218
CA $240 total
Jul 18 - Jul 19
includes taxes & fees
8.8/10 Excellent! (1,752 reviews)
"Excellent aspect, professional service and friendly staff, generous options for breakfast"

Reviewed on Jul. 6, 2025

Hyatt Regency 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 CA $215 per night from Jul 13 to Jul 14
CA $215
CA $237 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (2,301 reviews)
"Great Service, Friendly staff. Efficient check in and check out."

Reviewed on Jul. 7, 2025

Shangri-La Sydney
Rydges Sydney Airport Hotel
Rydges Sydney Airport Hotel
4 out of 5
8 Arrival Court, Sydney International Airport, Mascot, NSW
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 14 to Jul 15
CA $170
CA $187 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (2,827 reviews)
"Big attraction is that it is close to International Terminal. So easy. Room was a tiny bit small but still fine. We loved the Ascot Restaurant! Every course was a standout. We had all seafood and super fresh."

Reviewed on Jul. 8, 2025

Rydges Sydney Airport Hotel
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 vacation package cost?
Discover the best of Winston Hills from as little as CA $1,954. 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 vacation 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 vacation!
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 vacation?
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 favorite 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, cozy city apartments and even houseboats and castles!
Can I choose my airline with a Winston Hills Expedia vacation package?
With a vacation 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 vacation 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 vacation 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

Things to do

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