Hillsborough Holidays from AU$419

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Top Holiday Package Deals in Hillsborough

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
Save 100% on your flight
Price was AU$741, price is now AU$419 per person
AU$419
per person
24 Jan - 26 Jan
found 1 hour ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
8.2/10 Very Good! (1,009 reviews)
Nice staff and clean rooms.

Reviewed on 22 Oct 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
Save 100% on your flight
Price was AU$1,723, price is now AU$1,024 per person
AU$1,024
per person
10 Dec - 14 Dec
found 19 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
9.2/10 Wonderful! (1,009 reviews)
It was a great looking room that had everything we needed.

Reviewed on 3 Nov 2025

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$2,080, price is now AU$1,243 per person
AU$1,243
per person
29 Dec - 1 Jan
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
6.2/10 (439 reviews)
The room was fine and clean. The only problem was no shuttle to the airport so we had to take the bus.

Reviewed on 7 Nov 2025

InterContinental Sydney Double Bay by IHG

InterContinental Sydney Double Bay by IHG

5 out of 5
Double Bay
Save 100% on your flight
Price was AU$1,805, price is now AU$1,078 per person
AU$1,078
per person
14 Dec - 20 Dec
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
9/10 Wonderful! (587 reviews)
We will miss the hotel when it is gone

Reviewed on 2 Nov 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$929, price is now AU$584 per person
AU$584
per person
14 Dec - 20 Dec
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
7.6/10 Good! (1,002 reviews)
Perfect location, spacious apartment. Especially appreciated the assistance of the wonderful staff, Patik, who helped us when we lost our phone. We were spoilt for choice in a variety of Asian cuisine due to location. 4min walk to Paddy Markets, 5mon walk to Darling Harbour. Loved it

Reviewed on 7 Nov 2025

Our guide on 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

Our pick of the best 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 AU$221 per night from 24 Nov to 25 Nov
AU$221
24 Nov - 25 Nov
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Great place to base ourselves for nearby wedding, beautiful facilities to enjoy in our downtime. Room was very clean. Yummy breakfast.

Reviewed on 3 Nov 2025

Rydges Resort Hunter Valley
Harrigan's Hunter Valley

Harrigan's Hunter Valley

4 out of 5
2090 Broke Rd, Pokolbin, NSW
The price is AU$147 per night from 24 Nov to 25 Nov
AU$147
24 Nov - 25 Nov
includes taxes & fees
8.2/10 Very Good! (993 reviews)
Clean room, parking right outside. Staff excellent and even got early check in. Food okay, breakfast $25 and greasy. Chicken schnitzel dry and seemed precooked. Garlic cheesy pizza excellent.

Reviewed on 1 Nov 2025

Harrigan's Hunter Valley
Oaks Cypress Lakes Resort

Oaks Cypress Lakes Resort

4 out of 5
15 Thompsons Road, Pokolbin, NSW
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 16 Nov to 17 Nov
AU$198
16 Nov - 17 Nov
includes taxes & fees
8.4/10 Very Good! (2,193 reviews)
There was hair on the shower wall and floor but easy fix

Reviewed on 2 Nov 2025

Oaks Cypress Lakes Resort
See all 839 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.
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Frequently asked questions

How much does a Hillsborough holiday package cost?
Handcraft your Hillsborough holiday package from just AU$419. 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 holiday 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 holiday?
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 holiday 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 holiday package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in a Hillsborough holiday 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.

Discover the most popular places to visit in Hillsborough

Maitland Regional Art Gallery

Maitland Regional Art Gallery

You can spend time browsing the exhibits at Maitland Regional Art Gallery in Maitland. Discover the area's wineries or seek out the bowling alleys.

Maitland Regional Art Gallery
Maitland Gaol

Maitland Gaol

You can spend time studying the exhibits at Maitland Gaol during your travels in Maitland. Discover the area's wineries or seek out the bowling alleys.

Maitland Gaol

Maitland Showground

Enjoy an outing to Maitland Showground during your stay in Maitland.

Maitland Showground

Activities

Newcastle: Lake Macquarie Cruise with Lunch

Newcastle: Lake Macquarie Cruise with Lunch

AU$70
per adult
Newcastle: Lake Macquarie Cruise with Lunch
Loop the Lake Cruise

Newcastle: Loop the Lake Cruise

AU$95
per adult
80% of travellers recommend
Newcastle: Loop the Lake Cruise
Cheeses of the World Masterclass

Cheeses of the World Masterclass

AU$39
per adult
100% of travellers recommend
Cheeses of the World Masterclass
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.