Winston Hills Holidays from NZ$793

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Top Holiday Package Deals in Winston Hills

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
25 Jul - 28 Jul
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very Good! (1,370 reviews)
Everything was just perfect. Good location. Just the balcony is funny… (barely 30cm)

Reviewed on 18 May 2024

Iconic Views

Iconic Views

3 out of 5
Kirribilli
Save 100% on your flight
per person
24 Jun - 28 Jun
Return flight included
Auckland (AKL) to Sydney (SYD)
5/10 (4 reviews)
Mercure Sydney Manly Warringah

Mercure Sydney Manly Warringah

4 out of 5
Brookvale
per person
30 Jun - 7 Jul
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Great stay, friendly staff.

Reviewed on 30 Mar. 2024

Watsons Bay Boutique Hotel

Watsons Bay Boutique Hotel

4 out of 5
Watsons Bay
per person
24 Jun - 28 Jun
Return flight included
Auckland (AKL) to Sydney (SYD)
9.4/10 Exceptional! (1,001 reviews)
Central, clean and friendly staff

Reviewed on 15 May 2024

Edmondson Villas - Sydney

Edmondson Villas - Sydney

3.5 out of 5
Edmondson Park
per person
24 Jun - 28 Jun
Return flight included
Auckland (AKL) to Sydney (SYD)
9.4/10 Exceptional! (20 reviews)
Spacious, new house in quiet street with easy access to main roads. The owner, Ray, was very kind and made the check in and out processes very easy. Some basic food staples provided which was a nice bonus!

Reviewed on 3 Jan. 2020

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 NZ$183 per night from 26 May to 27 May
NZ$183
per night
26 May - 27 May
8.2/10 Very Good! (1,373 reviews)
"It was only a block away from Darling Harbour and very close to the train station. Huge room with a great view. Comfortable bed. Friendly and helpful staff."

Reviewed on 15 May 2024

YEHS Hotel Sydney Harbour Suites
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 NZ$414 per night from 18 Jun to 19 Jun
NZ$414
per night
18 Jun - 19 Jun
9.4/10 Exceptional! (1,134 reviews)
"Beautiful property. Everyone from the Concierges Jonah and Kalina, front desk staff and bellmen were wonderful."

Reviewed on 17 May 2024

Four Seasons Hotel 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 NZ$333 per night from 2 Jun to 3 Jun
NZ$333
per night
2 Jun - 3 Jun
8.6/10 Excellent! (1,774 reviews)
"The staff were amazing!! I would like to name a few like Ruby, Vawana and others!! The staff during morning breakfast were amazing."

Reviewed on 14 May 2024

Shangri-La Sydney
See all 4,522 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 holiday package cost?
Discover the best of Winston Hills from as little as NZ$793. 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)

Trains, buses and boats all make a bee-line for Circular Quay, a place at the heart of Sydney's journeying – and so should you.

Circular Quay
Image for Sydney Opera House

Sydney Opera House

4.5/5(3,486 reviews)

The bold lines of the Sydney Opera House speak more about Sydney than any other part of this cosmopolitan city of four million.

Sydney Opera House
Image for Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(3,601 reviews)

A colossus of engineering, the Harbour Bridge brings the pieces of Sydney together, and offers you a different perspective on the city's wide-angle drama.

Sydney Harbour Bridge

Activities

Image for Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$70
Per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Image for Shared Shuttle: White Bay Cruise Terminal

Shared Shuttle: White Bay Cruise Terminal

NZ$31
Per adult
Shared Shuttle: White Bay Cruise Terminal
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.