Chester Hill Holidays from AU$374

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Save 100% on your flight
per person
16 Aug - 18 Aug
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
8.2/10 Very Good! (2,089 reviews)
The Hotel is great and close to everything CBD has to offer and the rooms are clean and fully equipped for families for long stays… Will come back again…

Reviewed on 15 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
8 Aug - 11 Aug
found 19 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
The hotel’s location was very convenient — just a short walk from Town Hall Station, and easy to get to places like Chinatown and Darling Harbour. It was located at the corner of the main street where they were many dining options to choose from. Staff were friendly when approached and offered help readily. However, the room was a bit small as it was difficult to open 2 large luggages within the room. I had to open mind in the narrow corridor in the room. The design was also a bit dated. Otherwise, still a good stay in view of the location and price.

Reviewed on 13 Jun. 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
8 Aug - 11 Aug
found 19 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on 11 Jun. 2025

Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Save 100% on your flight
per person
27 July - 30 July
found 1 day ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.4/10 Very Good! (1,005 reviews)
Very central area to the city, operal house and kings cross. 5 mins walk to the station, onsite parking very reasonable if needed. Our room had everythung you could think of, we were very impressed, will definately stay there next time we are in sydney. The free buffet breakfast was great - hot and cold food, fruit, cereal etc. Staff very friendly and helpful.

Reviewed on 1 Jun. 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
per person
6 Sept - 10 Sept
found 21 hours ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
9.4/10 Exceptional! (1,002 reviews)
This hotel was so fun and full of cheeky humor. I would absolutely stay here again

Reviewed on 1 Jun. 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
Default Image

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

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 29 June to 30 June
AU$269
29 June - 30 June
includes taxes & fees
8.8/10 Excellent! (1,750 reviews)
"Awsome stay"

Reviewed on 10 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 AU$288 per night from 20 June to 21 June
AU$288
20 June - 21 June
includes taxes & fees
9.2/10 Wonderful! (2,415 reviews)
"The place was amazingly beautiful"

Reviewed on 15 Jun. 2025

The Fullerton Hotel 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$365 per night from 14 July to 15 July
AU$365
14 July - 15 July
includes taxes & fees
9.6/10 Exceptional! (1,803 reviews)
"Really welcoming and the harbour view was great. I loved the lighting options in the room and the “night” light in the bathroom that lit up under the bathroom vanity. Comfy bed and great pillows. I ordered breakfast and coffee and it was brought in some sort of warmer so it was still perfect when ..."

Reviewed on 13 Jun. 2025

Four Seasons Hotel Sydney
See all 5,386 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$374. 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

Sydney Opera House

Sydney Opera House

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

Sydney Opera House
Circular Quay showing street scenes, a city and a sunset

Circular Quay

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

Circular Quay
Sydney Harbour Bridge

Sydney Harbour Bridge

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$199
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

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.