Gledswood Hills Vacations from ￥135,031

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Gledswood Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

3.5 out of 5
Woolloomooloo
Price was ￥181,240, price is now ￥135,031 per person
￥135,031
per person
Sep 1 - Sep 4
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.6/10 Excellent! (1,003 reviews)
Located in a very real part of Sydney, offering easy access to harbour, King's Cross or the CBD via a gorgeous walk through The Domain. Breakfast very traditional English - and very good indeed.

Reviewed on Jun 10, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was ￥218,037, price is now ￥137,952 per person
￥137,952
per person
Sep 1 - Sep 4
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Sydney (SYD)
8.4/10 Very Good! (1,002 reviews)
Great location, lots of fabulous food choices right at your door.

Reviewed on Jun 13, 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was ￥528,297, price is now ￥359,528 per person
￥359,528
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
10/10 Exceptional! (1 review)
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was ￥305,820, price is now ￥219,608 per person
￥219,608
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,787 reviews)
Views, room and bathroom very clean, easy access, good location.

Reviewed on Jun 26, 2026

Coastal Living Just Metres From Coogee Beach

Coastal Living Just Metres From Coogee Beach

2.5 out of 5
Coogee
Price was ￥418,404, price is now ￥304,213 per person
￥304,213
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Sydney (SYD)
No reviews

Where to stay in Gledswood Hills

Find the best Gledswood Hills areas and neighborhoods for the activities you enjoy most. Learn more about Gledswood Hills
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(1,344 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

Gledswood Hills Hotel Deals

Meriton Suites George Street, Parramatta

Meriton Suites George Street, Parramatta

4.5 out of 5
180 GEORGE STREET, Parramatta NSW
The price is ￥84,327 per night from Jul 26 to Jul 27
￥84,327
￥92,759 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"The room was great, and was really looking forward to the pool and jacuzzi. Very disappointed to learn that when we got to the pool on Saturday night after a long day, it was closed for maintenace."

Reviewed on Jun 21, 2026

Meriton Suites George Street, Parramatta
PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is ￥25,399 per night from Jul 10 to Jul 11
￥25,399
￥27,939 total
Jul 10 - Jul 11
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Perfect location for transport, Restaurants shops all within a short walk."

Reviewed on Jun 15, 2026

PARKROYAL Parramatta
Novotel Sydney Parramatta

Novotel Sydney Parramatta

4 out of 5
350 Church Street Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is ￥19,100 per night from Jul 12 to Jul 13
￥19,100
￥21,010 total
Jul 12 - Jul 13
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The bathroom is old, the shower is made for tiny people and wasn’t super clean. Bed was nice and generallly a spacious enough room. Found the windows to be very drafty"

Reviewed on Jun 21, 2026

Novotel Sydney Parramatta
See all 704 properties in Gledswood Hills
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 Gledswood Hills vacation package cost?
Our Gledswood Hills vacation packages, which start at just ￥135,031, are the best way to save big. Handpick your favorite hotels, flights and more to create your ideal trip.
How do I get a cheap travel package to Gledswood Hills?
Browse and book everything in the one place with our Gledswood Hills vacation packages. You'll find bargains on hotels, flights and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 properties globally to choose from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Gledswood Hills?
There's loads to do in Gledswood Hills, so spend your evenings close to its top attractions and allow yourself more time sightseeing. Assembly Hall of Jehovahs Witnesses is one place to put on your itinerary.
How far in advance should I book my Gledswood Hills vacation?
Travelers are usually able to look up international fares on Expedia within 12 months of the departure date. Booking at the last minute? With a little bit of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Gledswood Hills travel package include?
That depends on what you're looking for. If you're traveling solo, you might decide to combine flights and hotels. Bringing the whole crew to Gledswood Hills? A travel package including hotels, rental cars and flights might suit you better. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Gledswood Hills travel package?
Whether it's relaxation or adventure you're seeking, a Gledswood Hills vacation package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Gledswood Hills Expedia vacation package?
You can. We offer more than 550 airline partners all over the world, so pick the carrier that matches your needs.
If I'm not able to travel, can I cancel my Gledswood Hills vacation package?
It's hard to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Gledswood Hills vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Stay near popular Gledswood Hills attractions

Assembly Hall of Jehovah's Witnesses

7.6/5 (5 reviews)
You can learn about the history of Sydney with a stop at Assembly Hall of Jehovah's Witnesses. Wander the gardens in this relaxing area.
See properties

Things to do

Hunter Valley Full Day Tour

Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese

￥22,734
per adult
Hunter Valley: Wine Tour with 2-Course Lunch, Choc & Cheese
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

￥3,674
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
SEA LIFE Sydney Aquarium Tickets

SEA LIFE Sydney Aquarium Tickets

￥5,052
per adult
86% of travellers recommend
SEA LIFE Sydney Aquarium Tickets
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.