Hillsborough Holidays from £1,046

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YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
per person
7 Aug - 13 Aug
found 2 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8.2/10 Very Good! (1,000 reviews)
A charming little hotel smack bang in the middle of Sydney. Short walk to town hall station and darling Harbour. We, husband and the wee one stayed in a 1 bedroom apartment room and had an excellent time

Reviewed on 23 Jun 2025

Ovolo Woolloomooloo

Ovolo Woolloomooloo

5 out of 5
Woolloomooloo
per person
1 Sept - 5 Sept
found 1 day ago
Return direct flight included
London (LHR) to Sydney (SYD)
9.4/10 Exceptional! (1,003 reviews)
Very unique stay, wonderful management, and a great experience. I highly recommend

Reviewed on 24 Jun 2025

APX World Square

APX World Square

4.5 out of 5
Haymarket
per person
7 Aug - 13 Aug
found 2 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
8/10 Very Good! (2,627 reviews)
Dated property but clean, good value and in a good position for transport, restaurants and shopping.

Reviewed on 20 Jun 2025

APX Darling Harbour

APX Darling Harbour

3.5 out of 5
Sydney Central Business District
per person
7 Aug - 13 Aug
found 2 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
7.6/10 Good! (1,004 reviews)
For the price and the location it was overall a very enjoyable experience

Reviewed on 23 Jun 2025

Pullman Quay Grand Sydney Harbour

Pullman Quay Grand Sydney Harbour

5 out of 5
Sydney Central Business District
per person
4 Sept - 10 Sept
found 9 hours ago
Return direct flight included
London (LON) to Sydney (SYD)
9.2/10 Wonderful! (1,002 reviews)
This hotel location is worth anything you are paying. Hands down. Centrally located in Circular Quay, you could not be more centrally located. Excellent staff, great concierge and fast and prompt service when anything is requested. We upgraded for an option with a balcony harbor view and it was worth it 10X over. The kitchen is spacious and beautiful - well stocked with pans/plates, etc, but no extra spices or olive oils / small kitchen items included. We were delighted to find that our unit had a washer / dryer, with laundry detergent included. Our luggage got lost on our trip over and this access to clean our limited selection of clothes was a life-saver. The only negative comment I can offer is that the gym was dated. It was clean, and beautifully located, but the treadmills were extremely outdated. There were only 2 treadmills, one was out of order and the other one was so aged that it didn’t have very much absorption. If you don’t care about treadmills, this isn’t a problem, but if you like to run when traveling (particularly inside, which I need to do because I often need to run when it’s dark, so as a female I want to run in a safe environment), these treadmills are though. The rest of the gym was well equipped and fine and offered some great options. We loved this place and would stay here again. We will recommend to anyone we know traveling to Sydney.

Reviewed on 26 Jun 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

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 £102 per night from 1 Jul to 2 Jul
£102
1 Jul - 2 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 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 22 Jun 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 £100 per night from 29 Jun to 30 Jun
£100
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Great condo!"

Reviewed on 18 Jun 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
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 22 Jun 2025

Get rates
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Hillsborough travel package cost?
From as little as £1,046. Yes, you read that correctly. Our Hillsborough packages are a great way to make your budget go further. Combine your preferred hotels, flights and rental car and discover this wonderful destination.
If I'm not able to travel, can I cancel my Hillsborough travel package?
It's hard to predict what the future holds, so it's good to know that you can cancel or change your Hillsborough travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
How do I get a cheap travel package to Hillsborough?
Bundle your flights and hotels with Expedia to save big on your next adventure. With more than 550 partner airlines and 1,000,000 hotel options across the globe, your Hillsborough travel package can be customized exactly to suit your budget. With all those extra dollars, why not throw in one or more awesome tours and activities? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Hillsborough is closer than you thought!
Does Expedia offer Book Now, Pay Later Hillsborough holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan that suits you best during checkout and take away the stress of budgeting for your next trip. Make sure you bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.

What are the top hotels in Hillsborough?
Reserve a room at The Old Victoria. It's one of the area's most popular properties. Another great option in Hillsborough is The Windsor Castle Hotel.
How far in advance should I book my Hillsborough holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to departure dates. Generally, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Hillsborough will sometimes occur a few weeks before departure.
What does an Expedia Hillsborough travel package include?
That depends on what type of getaway you're planning. Hillsborough holiday deals can include car rentals, hotels and flights. You can mix and match to create the bundle that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Hillsborough travel package?
Bundling your bookings into a Hillsborough travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Hillsborough Expedia travel package?
You certainly can. We offer more than 550 partner airlines around the world, so fly with the carrier that matches your travel needs.

Things to do

Wine Tasting Fun

Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney

£113
per adult
Hunter Valley Small Group Luxury Wine Tasting Tour from Sydney
Maitland's True Crime Tour

Maitland's True Crime Tour

£16
per adult
Maitland's True Crime Tour
Country towns: River & farm tour. Departing Newcastle.

Country towns: River & farm tour. Departing Newcastle.

£118
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. Flight-inclusive packages are ATOL protected.