Calderwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Calderwood

Price found within the past 48 hours. Click for updated prices.
Haven Glebe

Haven Glebe

4.5 out of 5
Glebe
Price was CA $2,400, price is now CA $2,159 per person
CA $2,159
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (1,002 reviews)
Clean rooms and attentive staff. Great location to walk to city, fish markets, ferries etc. And very reasonable rates.

Reviewed on Apr 6, 2026

YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was CA $3,307, price is now CA $2,791 per person
CA $2,791
per person
Jul 8 - Jul 12
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
8.2/10 Very Good! (1,003 reviews)
Top location, couldn't beat the price. Was pleased that the family room had two separate rooms with a door. Helpful staff.

Reviewed on Apr 10, 2026

The Old Clare by Ode Hotels

The Old Clare by Ode Hotels

4.5 out of 5
Chippendale
Price was CA $2,616, price is now CA $2,248 per person
CA $2,248
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
9.2/10 Wonderful! (563 reviews)
There was absolutely no staff Visibility to help with luggage we had to lug our own luggage to our rooms which is unheard of / previous owners had bell staff to take your luggage from the car - foyer areas are very run down - whole hotel needs a revamp as it’s looking very stayed - it is such a shame as we have been here many times under the old owners and loved it every time - this time we have been left wanting - even the rooftop bar was empty which tells you something - this used to ALwAyS be pumping …. Do better to stay competitive

Reviewed on Feb 28, 2026

Live in the Heart of Surry Hills - Walk to City

Live in the Heart of Surry Hills - Walk to City

2.5 out of 5
Surry Hills
Price was CA $3,259, price is now CA $2,826 per person
CA $2,826
per person
Jul 8 - Jul 12
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
8/10 Very Good! (2 reviews)
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
Sydney Central Business District
Price was CA $3,161, price is now CA $2,764 per person
CA $2,764
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sydney (SYD)
8.2/10 Very Good! (2,635 reviews)
Lovely clean and comfortable room. Quiet room and great location.

Reviewed on Apr 13, 2026

Where to stay in Calderwood

Find the best Calderwood areas and neighborhoods for the activities you enjoy most. Learn more about Calderwood
Panorama view from Bass Point Reserve across Pacific Ocean to Mystics Beach on Minnamurra and spit with Saddleback Mountain in distance, Shellharbour, New South Wales Australia

Shellharbour

Enjoy the laid-back pace of this pretty New South Wales coastal town. Explore its varied coastline, scenic harbour, local markets and nearby native bushland reserve.

Find hotels in Shellharbour

Calderwood Hotel Deals

Sage Hotel Wollongong

Sage Hotel Wollongong

4 out of 5
60/62 Harbour Street Wollongong NSW
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from May 12 to May 13
CA $151
CA $167 total
May 12 - May 13
includes taxes & fees
8.4/10 Very Good! (1,018 reviews)
Clean room, helpful staff, great location

Reviewed on Apr 14, 2026

Sage Hotel Wollongong
Novotel Wollongong Northbeach

Novotel Wollongong Northbeach

4.5 out of 5
2-14 Cliff Road North Wollongong NSW
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from May 10 to May 11
CA $213
CA $234 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Amazing breakfast. Very fresh. Breakfast chefs were working overtime, they were amazing, didn’t stop ! Lovely start, super helpful and kind staff. Would definitely return

Reviewed on Apr 12, 2026

Novotel Wollongong Northbeach
Five Islands Hotel

Five Islands Hotel

3 out of 5
87-93 Five Islands Rd Cringila NSW
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Apr 28 to Apr 29
CA $85
CA $94 total
Apr 28 - Apr 29
includes taxes & fees
7.8/10 Good! (341 reviews)
.

Reviewed on Apr 14, 2026

Five Islands Hotel
See all 1,450 properties in Calderwood
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Calderwood vacation package cost?
We make it simple to see the world, with Calderwood vacation packages starting from just CA $2,159. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Calderwood?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Calderwood vacation package to save loads of cash. Score even better deals when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to put together your trip your way. We offer over 550 partner airlines and 1,000,000 hotels in all corners of the globe, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Calderwood?
You'll want to stay where the action is. Many people like to book hotels in the vicinity of top sights, like Calderwood Valley Golf Course, Corse R Concepts Motorcycle School and Elizabeth Brownlee Reserve.
How far in advance should I book my Calderwood vacation?
Smart travelers often reserve their seats early. You can usually compare international fares on Expedia up to a year before your flight. If you're purchasing your ticket at the last minute, there's no need to worry. Cheap prices sometimes become available just weeks before departure dates.
What does an Expedia Calderwood travel package include?
That depends on what type of getaway you're contemplating. Calderwood vacation deals can include hotels, car rentals and flights. You can mix and match to create the package that fits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Calderwood travel package?
So many places to travel to, so many things to see. With a package, you'll be able to tick more of them off your list. Bundle your flights, hotels and rental cars and get set to save.
Can I choose my airline with a Calderwood Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from around the globe. With so many choices, finding the perfect carrier to fly you to Calderwood will be easy.
If I'm not able to travel, can I cancel my Calderwood vacation package?
We totally get it — life doesn't always go according to plan. If you've locked in a Calderwood vacation package and have to change or cancel it, we can help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel and rebook at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Calderwood

Wollongong City Beach

Wollongong City Beach

4.5/5(3 reviews)

Immerse yourself in the buzzing atmosphere or find your own secluded patch of sand on this vast beach that stretches for miles along the city’s gorgeous coastline.

Wollongong City Beach

Things to do

Wicked Women of Wollongong Walking Tour

Wicked Women of Wollongong Walking Tour

CA $62
per adult
Wicked Women of Wollongong Walking Tour
The perfect romantic date

Luxury Picnics in Bundeena

CA $184
per adult
Luxury Picnics in Bundeena
South Coast Private Tour & Royal National Park Inc

South Coast Private Tour & with pick up & drop off

CA $334
per adult
South Coast Private Tour & with pick up & drop off
See all activities in Wollongong
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.