Winston Hills Holidays from NZ$1,144

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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 CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$1,868, price is now NZ$1,144 per person
NZ$1,144
per person
4 Dec - 7 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice staff and clean rooms.

Reviewed on 22 Oct 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was NZ$2,308, price is now NZ$1,389 per person
NZ$1,389
per person
3 Dec - 8 Dec
found 13 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.6/10 Excellent! (1,006 reviews)
The rooms are not sound proof and towels got holes. The location is very convenient but the facility and cleaning team need some improvements.

Reviewed on 21 Oct 2025

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was NZ$3,499, price is now NZ$2,176 per person
NZ$2,176
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
6.2/10 (439 reviews)
Pretty basic accommodation but nice & close to airport. Quite noisy

Reviewed on 11 Oct 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was NZ$1,897, price is now NZ$1,233 per person
NZ$1,233
per person
4 Dec - 7 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very Good! (2,335 reviews)
The staff were friendly, helpful and polite. Just the rooms and general facilities were dowdy and/or broken

Reviewed on 23 Oct 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
Price was NZ$4,843, price is now NZ$3,154 per person
NZ$3,154
per person
25 Dec - 30 Dec
found 16 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
Seems the room didnt get clean for 2 days. Garbage not picked up. No bathroom supplies ie toilet paper

Reviewed on 16 Oct 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
Default Image

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 hotels in Sydney Central Business District

Our pick of the best Winston Hills Hotel Deals

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$459 per night from 26 Oct to 27 Oct
NZ$459
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (1,968 reviews)
We wished to swim but it was a little too cold for us. We visited the pool area twice and it was clean and pleasant.

Reviewed on 21 Oct 2025

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$376 per night from 9 Nov to 10 Nov
NZ$376
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (2,413 reviews)
We loved the customer service at the Shangri-La. Our room was understandably not ready when we arrived at 9am but they suggested we freshen up in the gym change room. It was lovely to take a shower and change into a fresh set of clothes after a long flight. Our room became available before noon. ...

Reviewed on 22 Oct 2025

Shangri-La Sydney
View Sydney

View Sydney

4 out of 5
17 Blue Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is NZ$295 per night from 26 Oct to 27 Oct
NZ$295
26 Oct - 27 Oct
includes taxes & fees
9/10 Wonderful! (1,161 reviews)
The Reception staff were very excellent and helpful and extremely friendly. The porter was very friendly and helpful. The room was excellent wonderful sights and very cosy. I will be letting everyone up on the Sunshine Coast know about your Hotel

Reviewed on 19 Oct 2025

View Sydney
See all 5,652 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$1,144. 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

Circular Quay showing street scenes, a city and a sunset

Circular Quay

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
Sydney Opera House

Sydney Opera House

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
Sydney Harbour Bridge

Sydney Harbour Bridge

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

Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$70
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$61
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

NZ$34
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.