Chester Hill Holidays from £1,491

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Your Chester Hill Holiday

Reserving a tailor-made Chester Hill holiday package is a great way to get to know this neighbourhood. From its renowned sites to its little-known delights, you won't be short of adventures. Not sure what to do during your trip to Chester Hill? Nearby attractions such as Auburn Botanic Gardens, Crest Sporting Complex and Crest of Bankstown Reserve are good places to start. Expedia can help turn your dream Chester Hill holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

4.5 out of 5
Sydney Central Business District
Price was £1,692, price is now £1,491 per person
£1,491
per person
5 Aug - 10 Aug
found 8 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (2,704 reviews)
Great location, good sized suite. Very comfortable bed.

Reviewed on 26 Jun 2026

The Langham, Sydney

The Langham, Sydney

5 out of 5
Millers Point
Price was £1,901, price is now £1,685 per person
£1,685
per person
5 Aug - 10 Aug
found 8 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
9.8/10 Exceptional! (1,001 reviews)
Hotel is very nice and the staff is amazing. The hotel is located downtown in the CBD so parking and valet can be expensive.

Reviewed on 21 Jun 2026

Wildlife Retreat at Taronga

Wildlife Retreat at Taronga

4.5 out of 5
Mosman
Price was £1,946, price is now £1,765 per person
£1,765
per person
5 Aug - 10 Aug
found 8 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
9.8/10 Exceptional! (922 reviews)
The overnight stay was fantastic. The accommodation was spacious and comfortable with awesome views of the koalas and the city of Sydney. The staff were helpful and friendly. The breakfast was delicious. The kids especially had a wonderful time.

Reviewed on 28 Jun 2026

Mantra 2 Bond Street Sydney

Mantra 2 Bond Street Sydney

4.5 out of 5
Sydney Central Business District
Price was £1,678, price is now £1,525 per person
£1,525
per person
5 Aug - 10 Aug
found 8 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.6/10 Excellent! (3,133 reviews)
Perfect location . Great amenities

Reviewed on 14 Jun 2026

Manly Pacific Sydney MGallery Collection

Manly Pacific Sydney MGallery Collection

4.5 out of 5
Manly
Price was £2,301, price is now £2,110 per person
£2,110
per person
11 Aug - 16 Aug
found 1 day ago
Return flight included
London (LHR) to Sydney (SYD)
9/10 Wonderful! (356 reviews)
Amazing property. Has been beautifully renovated. Food was excellent. Magical stay.

Reviewed on 29 Jun 2026

Where to stay in Chester Hill

Find the best Chester Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chester Hill
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
4.5/5(345 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 Chester Hill

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 £157 per night from 26 Jul to 27 Jul
£157
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (2,750 reviews)
"You guys need to fix the lifts."

Reviewed on 30 Jun 2026

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court Mascot NSW
Fully refundableReserve now, pay when you stay
The price is £133 per night from 2 Jul to 3 Jul
£133
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (3,189 reviews)
"Clean, quiet and comfortable"

Reviewed on 28 Jun 2026

Rydges Sydney Airport Hotel
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 £144 per night from 15 Jul to 16 Jul
£144
15 Jul - 16 Jul
includes taxes & fees
9/10 Wonderful! (2,086 reviews)
"Hotel is in a great location on Sussex street. So close to darling harbour. At night the hotel is quiet and that made our stay very relaxing. The staff were very helpful and knowledgeable. Will definitely be back. Would recommend the hotel to anyone."

Reviewed on 28 Jun 2026

Hyatt Regency Sydney
See all 6,214 properties in Chester Hill
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 Chester Hill travel package cost?
Much less than you might think — from a low £1,491, as a matter of fact! By bundling hotels, flights and car rentals into your own customized travel package, your trip to Chester Hill is only clicks away.
If I'm not able to travel, can I cancel my Chester Hill travel package?
Don't worry if you're rethinking your Chester Hill travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realise life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Chester Hill?
You'll save big if you combine your flights, car rentals and hotels into a Chester Hill travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties worldwide, so you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Chester Hill holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying just a little each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you stumble on an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Chester Hill?
Travellers come from every corner of the globe to see Sydney Opera House and Bondi Beach in Chester Hill. Book yourself a room close to these awesome attractions and visit them whenever you please.
What are the top hotels in Chester Hill?
Get your trip off to a flying start by booking a room at Sheraton Grand Sydney Hyde Park. It's one of most sought-after properties in Chester Hill. Another welcoming option is Hyatt Regency Sydney.
How far in advance should I book my Chester Hill holiday?
It's hard to pick the ideal time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you can't book early, don't stress. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Chester Hill travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings grow. When it comes to creating your Chester Hill holiday, you're in control!
What should I know before booking a Chester Hill travel package?
Whether it's relaxation or adventure you're craving, a Chester Hill travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Chester Hill Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.

Things to do

Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

£117
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
Sydney Opera House Official Guided Walking Tour

Sydney Opera House Official Guided Walking Tour

£27
per adult
96% of travellers recommend
Sydney Opera House Official Guided Walking Tour
Blue Mountains & Jenolan Caves Day Tour by Gray Line

Blue Mountains Day Tour - Gray Line Sydney

£111
per adult
90% of travellers recommend
Blue Mountains Day Tour - Gray Line Sydney
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.