Hillsborough Trips (flight + hotel)

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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

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

Top hotels in Hillsborough

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 P7,690 per night from Jul 22 to Jul 23
P7,690
P8,459 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Excellent resort and will definitely stay again. Staff were amazing, buffet breakfast was delicious and rooms clean and spacious. Beds were a little too hard."

Reviewed on Jun 22, 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 P7,024 per night from Jul 21 to Jul 22
P7,024
P7,727 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"A wonderful place to stay with great facilities and attentive staff. Surroundings are superb provide a relaxing environment for a getaway."

Reviewed on Jul 3, 2025

Chateau Elan At The Vintage
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 P6,289 per night from Jul 20 to Jul 21
P6,289
P6,289 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (2,153 reviews)
"The whole area where cabins were located was unique in itself. I took a party of 14 there only to find some of the rooms dirty and no eye to detail with cleaning. A unusable wardrobe due to the vacuum cleaner in one side and an ironing board and doona on the other side stopping the doors from even ..."

Reviewed on Jun 29, 2025

Oaks Cypress Lakes Resort
See all 873 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 . 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.

Popular places to visit

Maitland Hospital

Though Maitland Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Maitland while you are here.

Maitland Hospital

Stockland Green Hills Shopping Center

You can do some window-shopping at Stockland Green Hills Shopping Center during your visit to Maitland. Visit the area's shops, or simply enjoy its restaurants.

Stockland Green Hills Shopping Center

Things to do

Wine Tasting Fun

Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney

P8,565
per adult
Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney
three inflated hot air balloons in Hunter Valley

Hunter Valley Sunrise Hot Air Balloon Flight with Bubbly Breakfast

P13,448
per adult
100% of travellers recommend
Hunter Valley Sunrise Hot Air Balloon Flight with Bubbly Breakfast
Maitland's True Crime Tour

Maitland's True Crime Tour

P1,239
per adult
Maitland's True Crime Tour
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.