Hillsborough Vacations from ￥136,323

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The Latest Hillsborough Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,105 reviews)
Great location, just across the road from Darling Harbour and down the hill from all the shops and restaurants. The staff were great and very accommodating! We would definitely stay again!

Reviewed on Jun 24, 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) 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

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
It was fine. Just fine. Also, there was a used razor in my shower, so can I assume my shower wasn’t cleaned between guests? Gross

Reviewed on Jun 11, 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8/10 Very Good! (2,612 reviews)
Dated property but clean, good value and in a good position for transport, restaurants and shopping.

Reviewed on Jun 20, 2025

Coogee Bay Boutique Hotel

Coogee Bay Boutique Hotel

4 out of 5
Coogee
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (817 reviews)
Excellent location and comfort

Reviewed on Jun 9, 2025

Where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
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Raymond Terrace

1 out of top 10 points of interest in this area

Unique features of Raymond Terrace include the restaurants and shopping. Make a stop by Nargoon Reserve or Tilligerry State Conservation Area while you're exploring the area.

Find hotels in Raymond Terrace

Hillsborough Hotel Deals

Rydges Resort Hunter Valley
Rydges Resort Hunter Valley
4 out of 5
430 Wine Country Drive, Lovedale, NSW
Fully refundableReserve now, pay when you stay
The price is ￥18,272 per night from Jul 1 to Jul 2
￥18,272
￥20,099 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Welcome and accommodating sraff. Friendly."

Reviewed on Jun 21, 2025

Rydges Resort Hunter Valley
Chateau Elan At The Vintage
Chateau Elan At The Vintage
5 out of 5
Vintage Drive, Hunter Valley, Pokolbin, NSW
Fully refundableReserve now, pay when you stay
The price is ￥17,946 per night from Jun 26 to Jun 27
￥17,946
￥19,741 total
Jun 26 - Jun 27
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Great condo!"

Reviewed on Jun 18, 2025

Chateau Elan At The Vintage
Harrigan's Hunter Valley
Harrigan's Hunter Valley
4 out of 5
2090 Broke Rd, Pokolbin, NSW
Fully refundableReserve now, pay when you stay
The price is ￥13,137 per night from Jul 24 to Jul 25
￥13,137
￥14,451 total
Jul 24 - Jul 25
includes taxes & fees
8.2/10 Very Good! (993 reviews)
"Excellent place to stay. We had a problem with our key not once but twice. Staff were very apologetic and fixed the situation. Wasn’t the greatest way to start our stay but would stay again because of rooms and staff"

Reviewed on Jun 22, 2025

Harrigan's Hunter Valley
See all 872 properties in Hillsborough
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 Hillsborough vacation package cost?
Handcraft your Hillsborough vacation package from just ￥136,323. Pick from any combination of flights, hotels and rental cars to create the trip you've been dreaming of. Be sure to add on a few activities!
How do I get a cheap travel package to Hillsborough?
Bundle your flight and hotel bookings, throw in extras such as a rental car or activities, and save with a Hillsborough vacation package. You won't just enjoy exciting discounts on your adventure --- you'll have a world of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties globally. Your next affordable adventure starts right here, right now!
How far in advance should I book my Hillsborough vacation?
While prices change frequently, we generally recommend booking your seats as early as possible. Most international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you may still get lucky. Cheap journeys to Hillsborough occasionally appear only weeks before departure.
What does an Expedia Hillsborough travel package include?
That mostly depends on you. You can choose from a range of Hillsborough bundles, such as a hotel, flight and rental car. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your dream Hillsborough escape looks like, you're sure to save!
What should I know before booking a Hillsborough travel package?
A travel package can be customized for your budget and is a terrific way to stretch your hard-earned dollars. What you include is your call. Hotels, rental cars and flights --- decide on a combination that suits your plans.
Can I choose my airline with a Hillsborough Expedia vacation package?
You can, and with more than 550 airlines to choose from all over the world, it's all about choice. Have a look through the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough vacation package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in a Hillsborough vacation package and have to change or cancel it, we can help. We recommend visiting our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

Wine Tasting Fun

Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney

￥22,146
per adult
Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney
Maitland's True Crime Tour

Maitland's True Crime Tour

￥3,204
per adult
Maitland's True Crime Tour
Country towns: River & farm tour. Departing Newcastle.

Country towns: River & farm tour. Departing Newcastle.

￥23,089
per adult
Country towns: River & farm tour. Departing Newcastle.
See all activities in Maitland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.