Chester Hill Vacations from ￥126,543

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The Latest Chester Hill Vacation Packages

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
Price was ￥191,659, price is now ￥126,543 per person
￥126,543
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Sydney (SYD)
8.2/10 Very Good! (1,001 reviews)
Despite being right in the middle of the city it was quiet and nice. Also for a small room it was still spacious and well equipped

Reviewed on Aug 30, 2025

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was ￥258,722, price is now ￥202,785 per person
￥202,785
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,000 reviews)
The only issue was the noise from a rooftop bar about 2 doors down playing doof doof music til well after midnight was clearly heard, not much sleep. Obviously beyond control of the hotel though which is a shame as one the whole it was a pleasant experience from the lovely room to the always very pleasant staff.

Reviewed on Sep 7, 2025

Rydges Darling Square Apartment Hotel

Rydges Darling Square Apartment Hotel

4 out of 5
Sydney Central Business District
Price was ￥252,558, price is now ￥206,997 per person
￥206,997
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (1,476 reviews)
Great to stay in the 1 bedroom apartment. The staff were friendly. Great breakfast. Thank you.

Reviewed on Aug 25, 2025

The York by Swiss-Belhotel International

The York by Swiss-Belhotel International

4.5 out of 5
Sydney Central Business District
Price was ￥281,338, price is now ￥233,603 per person
￥233,603
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (2,430 reviews)
Big room with amenities

Reviewed on Sep 8, 2025

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was ￥184,728, price is now ￥131,476 per person
￥131,476
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Sydney (SYD)
8.2/10 Very Good! (2,250 reviews)
Absolutely loved everything about this hotel! We booked the Deluxe suite and it even had washer/dryer in our room (free!) so convenient! Also very close to the train/bus station. Hanny and Christin were very helpful!

Reviewed on Sep 10, 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

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 ￥26,202 per night from Sep 18 to Sep 19
￥26,202
￥28,822 total
Sep 18 - Sep 19
includes taxes & fees
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 ￥33,700 per night from Sep 21 to Sep 22
￥33,700
￥37,070 total
Sep 21 - Sep 22
includes taxes & fees
Four Seasons Hotel Sydney
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 ￥23,731 per night from Sep 21 to Sep 22
￥23,731
￥26,104 total
Sep 21 - Sep 22
includes taxes & fees
Hyatt Regency Sydney
See all 5,477 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 ￥126,543. 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

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

Blue Mountains Adventure: Scenic World, Zoo & Koala Photo

￥20,134
per adult
88% of travellers recommend
Blue Mountains Adventure: Scenic World, Zoo & Koala Photo
Sydney: Blue Mountains National Park Tour with River Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

￥9,581
per adult
100% of travellers recommend
Sydney: Blue Mountains National Park Tour with River Cruise
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

￥8,516
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
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.