Chester Hill Holidays from AU$419

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Your Chester Hill Holiday

Make planning your travels simple by booking a holiday package to Chester Hill. We'll take care of the minutiae, so you can focus on savouring everything this neighbourhood has to offer. Not sure what to do and see during your trip to Chester Hill? Nearby attractions like Auburn Botanic Gardens, Crest Sporting Complex and Crest of Bankstown Reserve are good places to begin. Whatever your travel goals or budget, booking your perfect Chester Hill holiday is quick and easy with Expedia.

Top Holiday Package Deals in Chester Hill

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 AU$741, price is now AU$419 per person
AU$419
per person
24 Jan - 26 Jan
found 4 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice staff and clean rooms.

Reviewed on 22 Oct 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
Price was AU$1,723, price is now AU$1,024 per person
AU$1,024
per person
10 Dec - 14 Dec
found 22 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.2/10 Wonderful! (1,009 reviews)
It was a great looking room that had everything we needed.

Reviewed on 3 Nov 2025

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$2,080, price is now AU$1,243 per person
AU$1,243
per person
29 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6.2/10 (439 reviews)
The room was fine and clean. The only problem was no shuttle to the airport so we had to take the bus.

Reviewed on 7 Nov 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 AU$1,805, price is now AU$1,078 per person
AU$1,078
per person
14 Dec - 20 Dec
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
We will miss the hotel when it is gone

Reviewed on 2 Nov 2025

Harbour Rocks by Ode Hotels

Harbour Rocks by Ode Hotels

5 out of 5
The Rocks
Save 100% on your flight
Price was AU$1,452, price is now AU$918 per person
AU$918
per person
14 Dec - 20 Dec
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.8/10 Excellent! (1,005 reviews)
Great location but the room needed improvements

Reviewed on 4 Nov 2025

Our guide on 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
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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 Chester Hill Hotel Deals

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street, The Rocks, NSW
The price is AU$326 per night from 7 Dec to 8 Dec
AU$326
7 Dec - 8 Dec
includes taxes & fees
9/10 Wonderful! (2,423 reviews)
Great location, great view and nice amenities. Service was a little bit lack luster.

Reviewed on 7 Nov 2025

Shangri-La 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 AU$391 per night from 16 Nov to 17 Nov
AU$391
16 Nov - 17 Nov
includes taxes & fees
9.6/10 Exceptional! (2,001 reviews)
Clean room and very attentive staff

Reviewed on 5 Nov 2025

Four Seasons Hotel 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 AU$349 per night from 16 Nov to 17 Nov
AU$349
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (2,629 reviews)
In the central business district. Great location. Comfortable stay.

Reviewed on 7 Nov 2025

The Fullerton Hotel Sydney
See all 5,774 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Chester Hill holiday package cost?
Be ready to book, because a trip to Chester Hill starts from an enticing AU$419. When you combine your flights, hotels and car rentals into a package, you'll land the biggest bargains.
How do I get a cheap travel package to Chester Hill?
Combining your flight and hotel with Expedia won't just save you time — it'll save you money too. A Chester Hill holiday package makes it simple to arrange your perfect trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule will be no sweat. Not only that, we have over 1 000 000 hotel options globally to take your pick of. Now that's what you call choice. No matter who you are, Expedia puts the world within your reach.
Where should I stay in Chester Hill?
Most who travel to Chester Hill put both Sydney Opera House and Sydney Harbour Bridge on their sightseeing itineraries. Why not select a hotel close to one of these great attractions?
What are the top hotels in Chester Hill?
When it comes to comfy and convenient places to stay in Chester Hill, you can't beat Nightcap at Chester Hill Hotel. Browse its deals and pick up a bargain.
How far in advance should I book my Chester Hill holiday?
Search Expedia to compare international flights ASAP. You can generally purchase a seat up to a year before departure. If it's too early for your preferred carrier, or you've left things to the last moment, don't worry. Cheap fares to Chester Hill sometimes appear just weeks before departure.
What does an Expedia Chester Hill travel package include?
Rental cars, flights and hotels — we have them well covered. With Expedia, you can shape your Chester Hill travel package the way you want. All you have to do is work out what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking a Chester Hill travel package?
Get set to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy terrific discounts. Hotels aren't your only option, though. Book with us and take your pick of beachfront villas, chalets in the middle of mountains and even castles and houseboats!
Can I choose my airline with a Chester Hill Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're looking to fly to Chester Hill in economy or first class, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Chester Hill holiday package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Chester Hill holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in Chester Hill

Circular Quay showing street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House

Sydney Opera House

4.5/5(3,486 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge

Sydney Harbour Bridge

4.5/5(3,601 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

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

AU$54
per adult
84% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$30
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$85
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
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.