Chester Hill Vacations from ₩1,171,612

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ₩234,741 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

The Latest Chester Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
APX Darling Harbour
YEHS Hotel Sydney CBD
YEHS Hotel Sydney Harbour Suites
InterContinental Sydney Double Bay by IHG
Coogee Bay Boutique Hotel

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

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 ₩233,022 per night from Sep 7 to Sep 8
₩233,022
₩256,324 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (2,351 reviews)
"Great place to stay. If we had any critique, it was"

Reviewed on Aug 10, 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 ₩292,307 per night from Aug 24 to Aug 25
₩292,307
₩321,538 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (1,899 reviews)
"The hotel is beautifully presented and the staff are very professional and extremely friendly and helpful."

Reviewed on Aug 11, 2025

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 ₩221,494 per night from Aug 25 to Aug 26
₩221,494
₩243,643 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,775 reviews)
"The staff here were amazing. Every member of staff we met or spoke to were excellent, friendly and helpful. In particular, I’d like to highlight Joanne and Roman in the Club Lounge for their excellent service. We had a suite with a balcony which was excellent, comfortable and very well equipped. ..."

Reviewed on Aug 9, 2025

Hyatt Regency Sydney
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 ₩1,171,612. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.