Winston Hills Vacation Packages 2026 from ￥143,088

The Latest Winston Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

￥143,088

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Sydney (SYD)

8.2/10 Very Good! (2,388 reviews)

Great staff, clean simple room, central location.

Reviewed on Feb 11, 2026

Airport Hotel Sydney

Arncliffe

￥159,838

per person

Apr 30 - May 5

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Sydney (SYD)

6.2/10 (461 reviews)

The room was small but very clean and well maintained. Perfect for a one night stay. We took the wrong train to get there so walked further than necessary. But that was our fault as it was clearly stated in the email which station to go to. The bus stop for the airport was half a block away which was very convenient. Suggest the bus if going to the airport to save money as the train is 8x the price. Downside was there weren’t many restaurants within walking distance. Bros Kebab was awesome! There was also no breakfast so best to stock up before you get there.

Reviewed on Dec 20, 2025

Ace Hotel Sydney

Sydney Central Business District

￥172,914

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Sydney (SYD)

9.4/10 Exceptional! (753 reviews)

Fantastic hotel, loved it 5⭐️

Reviewed on Feb 10, 2026

Rydges Australia Square

Sydney Central Business District

￥153,462

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Sydney (SYD)

9.2/10 Wonderful! (1,714 reviews)

The room was comfortable, clean and well maintained. The breakfast buffet was excellent. The hotel staff was friendly and helpful.

Reviewed on Feb 12, 2026

Rydges Darling Square Apartment Hotel

Sydney Central Business District

￥153,295

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Sydney (SYD)

8.8/10 Excellent! (1,498 reviews)

Very large room. Clean and well equipped room. Comfy beds. Parking a short walk away.

Reviewed on Feb 4, 2026

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 featuring 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.

Darling Harbour

4.5/5(269 area reviews)

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

Sydney Olympic Park

1 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

Winston Hills Hotel Deals

Four Seasons Hotel Sydney

199 George St. Sydney NSW

Fully refundableReserve now, pay when you stay

￥34,349

￥37,784 total

Mar 8 - Mar 9

includes taxes & fees

9.6/10 Exceptional! (2,101 reviews)

Excellent view of opera house

Reviewed on Feb 11, 2026

Shangri-La Sydney

176 Cumberland Street The Rocks NSW

Fully refundableReserve now, pay when you stay

￥32,501

￥35,751 total

Mar 8 - Mar 9

includes taxes & fees

9/10 Wonderful! (2,538 reviews)

Each member of the staff was very friendly and helpful. They took care of everything we needed plus. There was absolutely nothing I could find wrong. I strongly recommend upgrading to an upper floor. It included many extras you don’t get from a regular room. Worth the extra for upgrade.

Reviewed on Feb 9, 2026

Ace Hotel Sydney

47 Wentworth Ave Sydney NSW

Fully refundableReserve now, pay when you stay

￥37,473

￥41,220 total

Mar 8 - Mar 9

includes taxes & fees

9.2/10 Wonderful! (851 reviews)

Fantastic hotel, loved it 5⭐️

Reviewed on Feb 10, 2026

See all 6,073 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.

Frequently asked questions

How much does a Winston Hills vacation package cost?

Discover the best of Winston Hills from as little as ￥143,088. 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

Circular Quay

4.5/5(1,399 reviews)

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

Sydney Opera House

4.5/5(1,512 reviews)

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 Harbour Bridge

4.5/5(1,379 reviews)

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

Things to do

BridgeClimb Summit at Sydney Harbour Bridge

￥39,231

per adult

98% of travellers recommend

Sydney Tower Eye Tickets

￥3,449

per adult

82% of travellers recommend

Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

￥9,161

per adult

88% of travellers recommend

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.

Winston Hills Vacations from ￥143,088

Book a Hotel + Flight or Car together to unlock savings

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The Latest Winston Hills Vacation Packages

YEHS Hotel Sydney Harbour Suites

Airport Hotel Sydney

Ace Hotel Sydney

Rydges Australia Square

Rydges Darling Square Apartment Hotel

Where to stay in Winston Hills

Sydney Central Business District

Darling Harbour

Manly

Bondi Beach

Sydney Olympic Park

Winston Hills Hotel Deals

Four Seasons Hotel Sydney

Shangri-La Sydney

Ace Hotel Sydney

Frequently asked questions

Discover the most popular places to visit in Winston Hills

Circular Quay

Sydney Opera House

Sydney Harbour Bridge

Things to do

BridgeClimb Summit at Sydney Harbour Bridge

Sydney Tower Eye Tickets

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise