Winston Hills Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Winston Hills Vacation

Experience everything this neighborhood has to offer with a customized Winston Hills vacation package. However you picture yourself spending your time here, you'll find endless opportunities for relaxation, fun and adventure. When it's time to take in the sights, you'll find loads of big-name attractions nearby including CommBank Stadium, Westfield Parramatta Shopping Centre and Parramatta Park. Tick off one, two or all during your trip to Winston Hills. No matter what your ideal Winston Hills vacation looks like, you can make it a reality with Expedia.

The Latest Winston Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Aug 20 - Aug 25
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.4/10 Very Good! (1,370 reviews)
Very good location, helpful staff, facilities a bit dated but the price is very reasonable. Very spacious apartment, has everything you needed for a shot break. A surprise to find vivid Sydney is almost at your door stop.

Reviewed on May 27, 2024

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
Aug 20 - Aug 25
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8/10 Very Good! (1,001 reviews)
Everything was perfect.

Reviewed on Apr 29, 2024

The Langham, Sydney

The Langham, Sydney

5 out of 5
Millers Point
per person
Aug 20 - Aug 25
found 13 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
9.8/10 Exceptional! (1,000 reviews)
Great location excellent staff

Reviewed on May 15, 2024

W Sydney

W Sydney

5 out of 5
Sydney Central Business District
per person
Aug 5 - Aug 12
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Sydney (SYD)
8/10 Very Good! (190 reviews)
Great hotel!! Loved that the suite we were upgraded to was amazing!! All staff were very good and we had an amazing experience!! Definitely recommend and be back in the future.

Reviewed on May 15, 2024

The Tank Stream Hotel Sydney

The Tank Stream Hotel Sydney

4 out of 5
Sydney Central Business District
per person
Aug 5 - Aug 12
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Sydney (SYD)
9.2/10 Wonderful! (1,006 reviews)
Friendly staff. The room was small but was clean and modern. Only wish they had hairdryers in the room. The location was really convenient. Walking distance to the opera house, to the ferry, and lots of shopping and dining options. Buffet breakfast was simple and tasty.

Reviewed on May 29, 2024

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 city views, heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotel + flight trips in Sydney Central Business District

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 $178 per night from Jul 1 to Jul 2
$178
$196 total
includes taxes & fees
Jul 1 - Jul 2
8.6/10 Excellent! (1,771 reviews)
"Great hotel, great location, awesome and friendly staff"

Reviewed on May 28, 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 $231 per night from Jul 1 to Jul 2
$231
$254 total
includes taxes & fees
Jul 1 - Jul 2
9.4/10 Exceptional! (1,128 reviews)
A pleasant stay
"The room was small, the view was not of the opera house and no amenities provided but the staff were friendly, the bed very comfortable and the location good. So a good stay but not extraordinary."

Reviewed on May 28, 2024

Four Seasons Hotel 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 $132 per night from Jun 11 to Jun 12
$132
$145 total
includes taxes & fees
Jun 11 - Jun 12
8.6/10 Excellent! (1,817 reviews)
"Great location just across from the international airport terminal. Room was well furnished, clean and comfortable."

Reviewed on May 29, 2024

Rydges Sydney Airport Hotel
See all 4,493 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winston Hills vacation package cost?
Discover the best of Winston Hills from as little as $924. 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

Image for Sydney Opera House

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House
Image for Circular Quay

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Image for Sydney Harbour Bridge

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Image for Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

$43
Per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Image for Sydney: Wild Wombats and Kangaroo Experience

Sydney: Wild Wombats and Kangaroo Experience

$145
Per adult
98% of travellers recommend
Sydney: Wild Wombats and Kangaroo Experience
See all activities in Sydney

Other vacations you might like

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