Chester Hill Holidays from £1,133

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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.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
31 Aug - 5 Sept
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
31 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

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.2/10 Very Good! (2,105 reviews)
Location is good close to public transport, unit was clean and tidy the only thing that let our stay down was outside street noise. Would happily recommend to others.

Reviewed on 25 Jun 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
31 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

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
per person
31 Aug - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
8.8/10 Excellent! (817 reviews)
Excellent location and comfort

Reviewed on 9 Jun 2025

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
Default Image

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 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 £131 per night from 27 Jul to 28 Jul
£131
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (2,283 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 9 Jul to 10 Jul
£128
9 Jul - 10 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 5,431 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 £1,133, 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.

Popular places to visit

Sydney Opera House

Sydney Opera House

4.5/5(293 reviews)

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

4.5/5(313 reviews)

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

4.5/5(317 reviews)

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.