Winston Hills Holidays from £1,288

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Your Winston Hills Holiday

Experience everything this neighbourhood has to offer with a customized Winston Hills holiday 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 holiday looks like, you can make it a reality with Expedia.

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
30 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,105 reviews)
Great location, just across the road from Darling Harbour and down the hill from all the shops and restaurants. The staff were great and very accommodating! We would definitely stay again!

Reviewed on 24 Jun 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
30 Jul - 5 Aug
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
30 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,002 reviews)
Very unique stay, wonderful management, and a great experience. I highly recommend

Reviewed on 24 Jun 2025

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
per person
30 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.2/10 Wonderful! (510 reviews)
Lovely hotel, perfect location and would love to stay again! Would recommend paying extra for breakfast to be included, great value for money!

Reviewed on 7 Jun 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
30 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8/10 Very Good! (2,612 reviews)
Dated property but clean, good value and in a good position for transport, restaurants and shopping.

Reviewed on 20 Jun 2025

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
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Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(343 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

Top hotels in Winston Hills

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 £134 per night from 20 Jul to 21 Jul
£134
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (2,282 reviews)
"Enjoyed stay blu bar a highlight with its views"

Reviewed on 25 Jun 2025

Shangri-La Sydney
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 £128 per night from 2 Jul to 3 Jul
£128
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (1,738 reviews)
"Personal very very Good ."

Reviewed on 23 Jun 2025

Hyatt Regency Sydney
The Fullerton Hotel Sydney
The Fullerton Hotel Sydney
5 out of 5
1 Martin Place, Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is £129 per night from 30 Jun to 1 Jul
£129
30 Jun - 1 Jul
includes taxes & fees
9.2/10 Wonderful! (2,422 reviews)
"Very comfortable stay. Delicious breakfast"

Reviewed on 22 Jun 2025

The Fullerton Hotel Sydney
See all 5,412 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winston Hills travel package cost?
Our Winston Hills packages, which begin at just £1,288, are the easiest way to save loads of cash. Pick your preferred hotels, flights and rental car to create your dream itinerary.
If I'm not able to travel, can I cancel my Winston Hills travel package?
It's impossible to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Winston Hills travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Winston Hills?
Creating your own Winston Hills travel package with Expedia is the easiest way to save. We have access to more than 550 air carriers and 1,000,000 hotels around the globe. With such an amazing range to pick from, you'll have no worries pulling together your dream holiday.
Does Expedia offer Book Now, Pay Later Winston Hills holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Consider these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Winston Hills?
Take the hassle out of sightseeing by staying in a hotel just a stone's throw away from Winston Hills's big attractions. Sydney Opera House and Bondi Beach are two of the best in the area.
What are the top hotels in Winston Hills?
If this will be your first visit to Winston Hills, reserve a room at Sheraton Grand Sydney Hyde Park or Hyatt Regency Sydney. Both will make you feel at home and are popular options with many travellers.
How far in advance should I book my Winston Hills holiday?
To bag rock-bottom prices, book as early as you can. Air carriers usually release flight tickets, along with some of the lowest fares, around 12 months ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Winston Hills, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Winston Hills travel package include?
Expedia has all you need to lock in Winston Hills trip, but how you structure your package is entirely up to you. Pick from any combination of flights, hotels and rental cars. In search of some tours or experiences to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style, there's a travel package to meet your needs.
What should I know before booking a Winston Hills travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with terrific discounts. You're not limited to hotels, though. Book with us and choose from island villas, city apartments and just about everything in between!
Can I choose my airline with a Winston Hills Expedia travel package?
Most definitely. Expedia has more than 550 partner airlines to pick from across the world. With so many choices, finding the ideal carrier to whisk you away to Winston Hills will be a breeze.

Popular places to visit

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
Circular Quay showing general coastal views, a skyscraper and street scenes

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
Sydney Harbour Bridge

Sydney Harbour Bridge

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Things to do

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

£95
per adult
92% of travellers recommend
Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

£47
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour

£30
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour
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. Flight-inclusive packages are ATOL protected.