Hillsborough Holidays from AU$632

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

Top Holiday Package Deals in Hillsborough

Price found within the past 48 hours. Click for updated prices.
Studio in Elizabeth Bay With Pool & City Views

Studio in Elizabeth Bay With Pool & City Views

2.5 out of 5
Elizabeth Bay
Save 100% on your flight
Price was AU$1,137, price is now AU$632 per person
AU$632
per person
8 Aug - 13 Aug
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews
Bright Tamarama 2-bed With Balcony Water View

Bright Tamarama 2-bed With Balcony Water View

2.5 out of 5
Tamarama
Price was AU$1,781, price is now AU$929 per person
AU$929
per person
19 Aug - 25 Aug
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Spacious 3-bed Apartment in the Heart of St Ives

Spacious 3-bed Apartment in the Heart of St Ives

2.5 out of 5
St Ives
Price was AU$1,667, price is now AU$878 per person
AU$878
per person
19 Aug - 25 Aug
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
No reviews
Stylish 2-bed Cottage in Trendy Erskineville

Stylish 2-bed Cottage in Trendy Erskineville

2.5 out of 5
Erskineville
Price was AU$1,695, price is now AU$900 per person
AU$900
per person
8 Aug - 13 Aug
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews
Spacious 2-bed Townhouse With Garage & Patio

Spacious 2-bed Townhouse With Garage & Patio

2.5 out of 5
Alexandria
Price was AU$1,560, price is now AU$835 per person
AU$835
per person
8 Aug - 13 Aug
found 1 day ago
Return flight included
Melbourne (AVV) to Sydney (SYD)
No reviews

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
A river flowing through a town with a bridge, surrounded by greenery and fog.

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$189 per night from 1 July to 2 July
AU$189
1 July - 2 July
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Not many places can accommodate 6 adults in one room/villa. This is what makes this property unique. The grounds always look amazing and the breakfast is simply the best. Check in and check out was the easiest I’ve seen at a hotel. Very central to the Hunter Valley and known to all operators in the ..."

Reviewed on 13 June 2026

Rydges Resort Hunter Valley
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 AU$150 per night from 30 June to 1 July
AU$150
30 June - 1 July
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Room is adequate for what we needed, very dated. Paid a 100 asu deposit for breakages etc, however, still waiting for the deposit back as still pending despite having left 4 days ago."

Reviewed on 23 June 2026

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$199 per night from 5 July to 6 July
AU$199
5 July - 6 July
includes taxes & fees
8.4/10 Very good! (2,280 reviews)
"Great welcoming stay"

Reviewed on 24 June 2026

Oaks Cypress Lakes Resort
See all 833 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Hillsborough holiday package cost?
Handcraft your Hillsborough holiday package from just AU$632. 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.

Activities

Newcastle Harbour Luncheon Cruise

Newcastle Harbour Luncheon Cruise

AU$85
per adult
Newcastle Harbour Luncheon Cruise
Port Stephens Dolphin Watching by Gray Line

Port Stephens Day Tour - Gray Line Sydney

AU$179
per adult
Port Stephens Day Tour - Gray Line Sydney
Loop the Lake Cruise

Lake Macquarie: Loop the Lake Cruise with Lunch

AU$95
per adult
80% of travellers recommend
Lake Macquarie: Loop the Lake Cruise with Lunch
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.