Chester Hill Vacations from ￥134,106

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The Latest Chester Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Coogee Bay Hotel

Coogee Bay Hotel

3.5 out of 5
Coogee
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9.2/10 Wonderful! (103 reviews)
Wonderful staff, great room. Convenient to everything.

Reviewed on Apr 28, 2025

Adina Apartment Hotel Bondi Beach Sydney

Adina Apartment Hotel Bondi Beach Sydney

4.5 out of 5
Bondi Beach
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9.2/10 Wonderful! (1,047 reviews)
Stayed here several times now. Lovely clean rooms with good amenities. Staff are friendly and the location is a short walk to the beach and restaurant options with a supermarket and bottle shop across the street.

Reviewed on Jun 25, 2025

Adina Apartment Hotel Coogee Sydney

Adina Apartment Hotel Coogee Sydney

4.5 out of 5
Coogee
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,630 reviews)
Near coogee beach with lots of restaurants and grocery stores.

Reviewed on May 24, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Aug 18 - Aug 22
found 6 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Sydney (SYD)
9.4/10 Exceptional! (1,002 reviews)
Very unique stay, wonderful management, and a great experience. I highly recommend

Reviewed on Jun 24, 2025

Furama Darling Harbour

Furama Darling Harbour

4 out of 5
Haymarket
per person
Sep 9 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
Close to many eateries.

Reviewed on Jun 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

3 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 ￥23,657 per night from Jul 27 to Jul 28
￥23,657
￥26,023 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (2,287 reviews)
"We loved the views and the staff were amazing..we'll definitely be coming back."

Reviewed on Jun 26, 2025

Shangri-La 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 ￥23,126 per night from Jul 6 to Jul 7
￥23,126
￥25,439 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,730 reviews)
"Really enjoyed our stay!"

Reviewed on Jun 26, 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 ￥23,200 per night from Jun 30 to Jul 1
￥23,200
￥25,867 total
Jun 30 - Jul 1
includes taxes & fees
9.2/10 Wonderful! (2,413 reviews)
"Ability to check bags early with concierge was very convenient."

Reviewed on Jun 23, 2025

The Fullerton Hotel Sydney
See all 5,431 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 ￥134,106. 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

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

Sydney Opera House

4.5/5(1,512 reviews)

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
Circular Quay featuring general coastal views, modern architecture and a city

Circular Quay

4.5/5(1,399 reviews)

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

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

Sydney Harbour Bridge

4.5/5(1,379 reviews)

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: Scenic World, Ferry, Zoo & Koala Photo

￥18,754
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

￥9,330
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

￥8,010
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.