Chester Hill Vacations from ￥115,932

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The Latest Chester Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Atura Blacktown

Atura Blacktown

4 out of 5
Prospect
Price was ￥135,712, price is now ￥115,932 per person
￥115,932
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Staff very good, meals poor, room design poor, tv very poor, booking difficult

Reviewed on Sep 27, 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Price was ￥210,674, price is now ￥156,816 per person
￥156,816
per person
Nov 27 - Dec 2
found 5 hours ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
Seems the room didnt get clean for 2 days. Garbage not picked up. No bathroom supplies ie toilet paper

Reviewed on Oct 16, 2025

Rydges North Sydney

Rydges North Sydney

4 out of 5
North Sydney
Price was ￥168,865, price is now ￥137,913 per person
￥137,913
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.8/10 Excellent! (242 reviews)
1 bed suite is ok. I wouldn't pay for balcony, there was no view and it's unappealing. Bed was comfortable. Difficult to contact reception or anyone in the evening, took 30mins to get through because they forgot to make up the sofa bed. Hotel is ok, reasonably clean but still looks dated.

Reviewed on Oct 23, 2025

Rydges Sydney Central

Rydges Sydney Central

4.5 out of 5
Surry Hills
Price was ￥189,522, price is now ￥160,896 per person
￥160,896
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.8/10 Excellent! (1,021 reviews)
Our room was huge and beds very comfy.

Reviewed on Oct 23, 2025

Citadines Connect Sydney Airport

Citadines Connect Sydney Airport

4 out of 5
Mascot
Price was ￥142,860, price is now ￥122,524 per person
￥122,524
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.8/10 Excellent! (1,605 reviews)
Average. Not bad not good.

Reviewed on Oct 22, 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
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Find hotels in Sydney Central Business District

Chester Hill Hotel Deals

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 ￥30,048 per night from Nov 9 to Nov 10
￥30,048
￥33,053 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (2,413 reviews)
We loved the customer service at the Shangri-La. Our room was understandably not ready when we arrived at 9am but they suggested we freshen up in the gym change room. It was lovely to take a shower and change into a fresh set of clothes after a long flight. Our room became available before noon. ...

Reviewed on Oct 22, 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 ￥40,728 per night from Nov 16 to Nov 17
￥40,728
￥44,801 total
Nov 16 - Nov 17
includes taxes & fees
9.6/10 Exceptional! (1,975 reviews)
Service was amazing

Reviewed on Oct 25, 2025

Four Seasons Hotel Sydney
View Sydney

View Sydney

4 out of 5
17 Blue Street, North Sydney, NSW
Fully refundableReserve now, pay when you stay
The price is ￥24,831 per night from Nov 9 to Nov 10
￥24,831
￥27,718 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,165 reviews)
Property is a little dated, but the views, location, convenience and friendliness of staff more than makes up for it. We very much enjoyed our stay and will be returning for a couple of nights prior to flying home.

Reviewed on Oct 26, 2025

View Sydney
See all 5,655 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.

Frequently asked questions

How much does a Chester Hill vacation package cost?
Be ready to book, because a trip to Chester Hill starts from an enticing ￥115,932. 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 vacation 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 vacation?
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 vacation package?
With a vacation 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 vacation 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 vacation 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 featuring general coastal views, modern architecture and a city

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

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
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

Stroll from end-to-end or climb to the top; either way, Sydney’s “Coat Hanger” serves up memories to last a lifetime.

Sydney Harbour Bridge

Things to do

Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

￥2,984
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

￥8,454
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Guided Sightseeing Bus Tour

Sydney Guided Sightseeing Bus Tour

￥4,899
per adult
90% of travellers recommend
Sydney Guided Sightseeing Bus 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.