Winston Hills Holidays from £1,231

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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.
Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was £1,311, price is now £1,231 per person
£1,231
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,005 reviews)
The room was reasonably comfortable, and we made good use of the pool and sauna. We had some trouble getting the Chromecast to work on the tv, but this was quickly resolved by helpful staff as soon as we brought it to their attention. We only had the breakfast on one morning, but the buffet had lots of variety

Reviewed on 17 Jul 2026

Amora Hotel Jamison Sydney

Amora Hotel Jamison Sydney

5 out of 5
Sydney Central Business District
Price was £1,524, price is now £1,414 per person
£1,414
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (1,513 reviews)
this was a return stay for us we loved it 7 years ago and it does not disappoint-great location and great customer support. We would recommend this place again to anyone.

Reviewed on 16 Jul 2026

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
Price was £1,455, price is now £1,351 per person
£1,351
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.4/10 Very good! (1,002 reviews)
Great location

Reviewed on 11 Jul 2026

Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
Sydney Central Business District
Price was £1,541, price is now £1,432 per person
£1,432
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (947 reviews)
This is such a cool hotel. Small room doesn’t even feel that small. Comfortable and modern. Staff are really friendly. Well priced too. Highly recommend.

Reviewed on 17 Jul 2026

Rydges World Square

Rydges World Square

4.5 out of 5
Sydney Central Business District
Price was £1,402, price is now £1,312 per person
£1,312
per person
5 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (1,322 reviews)

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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

3 out of top 10 points of interest in this area

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 £161 per night from 16 Aug to 17 Aug
£161
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (2,755 reviews)
"Excellent all around. Quiet and comfy."

Reviewed on 17 Jul 2026

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 £155 per night from 19 Jul to 20 Jul
£155
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (2,095 reviews)
"Hotel was located close to everything. Very clean and helpful staff."

Reviewed on 17 Jul 2026

Hyatt Regency 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 £234 per night from 26 Jul to 27 Jul
£234
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (2,230 reviews)
"Great location, very comfortable room, friendly staff & great service."

Reviewed on 17 Jul 2026

Four Seasons Hotel Sydney
See all 6,163 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 £1,231, 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.

Things to do

Blue Mountains & Jenolan Caves Day Tour by Gray Line

Blue Mountains Day Tour - Gray Line Sydney

£98
per adult
90% of travellers recommend
Blue Mountains Day Tour - Gray Line Sydney
Latino Dinner Cruise on Sydney Harbour

Latino Dinner Cruise on Sydney Harbour

£67
per adult
Latino Dinner Cruise on Sydney Harbour
Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

£43
per adult
Sydney Harbour Cultural Cruise with Island Stop
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.