Chester Hill Holidays from AU$533

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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.
Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was AU$807, price is now AU$533 per person
AU$533
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.8/10 Excellent! (981 reviews)
Room clean staff friendly close to shops

Reviewed on 23 Jan 2026

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$1,060, price is now AU$573 per person
AU$573
per person
14 Apr - 21 Apr
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6.2/10 (461 reviews)
The room was small but very clean and well maintained. Perfect for a one night stay. We took the wrong train to get there so walked further than necessary. But that was our fault as it was clearly stated in the email which station to go to. The bus stop for the airport was half a block away which was very convenient. Suggest the bus if going to the airport to save money as the train is 8x the price. Downside was there weren’t many restaurants within walking distance. Bros Kebab was awesome! There was also no breakfast so best to stock up before you get there.

Reviewed on 20 Dec 2025

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$1,017, price is now AU$564 per person
AU$564
per person
27 Mar - 29 Mar
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
everything was great! I did come face to face with a large cockroach while walking down the stairway, if that's any concern to you.

Reviewed on 6 Feb 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,305, price is now AU$766 per person
AU$766
per person
26 Mar - 30 Mar
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (2,388 reviews)
Room was nice and clean, location is central. Stated that airport shuttle was available but it actually costs money so that felt a little bit of a lie.

Reviewed on 4 Feb 2026

Native Rose Hotel

Native Rose Hotel

2 out of 5
Rozelle
Save 100% on your flight
Price was AU$860, price is now AU$554 per person
AU$554
per person
14 Apr - 21 Apr
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
7.8/10 Good! (10 reviews)
Didn't dine at the property, but the food looks really good, bed was comfortable, t.v remote needs repairing and the window (room 5) everything easily accessible, Karaoke looks a hoot. Bathrooms are lovely

Reviewed on 16 Aug 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
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

3 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

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$349 per night from 8 Mar to 9 Mar
AU$349
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (2,101 reviews)
Friendly staff, lovely room, view as advertised, early check-in accommodated

Reviewed on 2 Feb 2026

Four Seasons Hotel Sydney
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 AU$330 per night from 9 Mar to 10 Mar
AU$330
9 Mar - 10 Mar
includes taxes & fees
9/10 Wonderful! (2,519 reviews)
Amazing staff, spotless and modern. Best views! Very much worth the money!!

Reviewed on 2 Feb 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
Fully refundableReserve now, pay when you stay
The price is AU$382 per night from 8 Mar to 9 Mar
AU$382
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (845 reviews)
Great location, good vibe, modern clean environment

Reviewed on 1 Feb 2026

Ace Hotel Sydney
See all 6,155 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
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beach holidays
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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$533. 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 showing a bay or harbor, modern architecture and a monument

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 showing night scenes, a bridge and a sunset

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$59
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

AU$109
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

AU$40
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.