Chester Hill Holidays from AU$278

Book a Hotel + Flight or Car together to unlock savings

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.
Hotel TOTTO Wollongong

Hotel TOTTO Wollongong

4 out of 5
Wollongong CBD
Save 100% on your flight
per person
6 Sept - 8 Sept
found 15 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8/10 Very Good! (466 reviews)
Great hotel located in the centre! Fabulous cafes and restaurants around. Suitable for families, singles and retirees. Definitely worth a visit and recommend trying happy hour! Fantastic venue.

Reviewed on 28 Jun. 2025

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
13 Sept - 16 Sept
found 19 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
Located in the middle of all the action! Room (suite) was on the small side with narrow walk paths and no AC as it was turned off centrally (winter in AUS) so had to have a room fan to cool the rooms. Walkable to all the attractions, with no safety concerns.

Reviewed on 26 Jul. 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
per person
13 Sept - 16 Sept
found 19 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.6/10 Excellent! (1,007 reviews)
All staff were very welcoming and our questions were no problem for them. The property was very centrally located which was excellent for all our requirements. Being close to transport options was important to us. We would stay here again.

Reviewed on 26 Jul. 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
13 Sept - 16 Sept
found 19 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.2/10 Very Good! (2,157 reviews)
Good customer service

Reviewed on 23 Jul. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
8 Sept - 11 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (1,004 reviews)
Loved the style, included activities

Reviewed on 21 Jul. 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

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 AU$269 per night from 24 Aug to 25 Aug
AU$269
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,773 reviews)
Excellent!
"Great! Hyatt hotel location is excellent and within walking distance to many shopping areas, restaurants, train stations and harbor wharf attractions. Hotel host at the check-in counter is excellent in particular Vida Galicia. She is very nice and took care of our accommodation great! Thank you to ..."

Reviewed on 25 Jul. 2025

Hyatt Regency 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$270 per night from 18 Aug to 19 Aug
AU$270
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (2,331 reviews)
"This was an excellent place to stay for our 2 day visit to Sydney, we climbed the Harbor Bridge, toured the Opera House, and took a Cabaret Cruise all within walking distance."

Reviewed on 25 Jul. 2025

Shangri-La Sydney
Rydges Sydney Airport Hotel

Rydges Sydney Airport Hotel

4 out of 5
8 Arrival Court, Sydney International Airport, Mascot, NSW
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 28 July to 29 July
AU$189
28 July - 29 July
includes taxes & fees
8.6/10 Excellent! (2,864 reviews)
"Located right at the international airport which was perfect for our needs"

Reviewed on 27 Jul. 2025

Rydges Sydney Airport Hotel
See all 5,446 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.
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beach holidays
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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$278. 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

Picture 11 for Activity Blue Mountains: Scenic World, Ferry, Zoo & Free Koala Photo

Blue Mountains: Scenic World, Ferry, Zoo & Koala Photo

AU$197
per adult
88% 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

AU$99
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
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.