Windsor Holidays from AU$830

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Your Windsor Holiday

Book a holiday package to Windsor and immerse yourself in everything this fishing neighbourhood has to offer. With a reputation for watersports, cycling and culture, your next great adventure is waiting for you here. Eager to explore the sights during your trip to Windsor? Make sure you check out nearby attractions such as Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. No matter your travel plans or budget, booking your dream Windsor holiday is simple with Expedia.

Top Holiday Package Deals in Windsor

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
Price was AU$1,832, price is now AU$830 per person
AU$830
per person
30 Mar - 5 Apr
found 9 hours ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
The room was clean and the staff were very friendly. The rooms are tiny and the furniture was wore with bare edges. It served our purposes.

Reviewed on 14 Feb 2026

3-bed Apartment in Beautiful Kiama With Study Nook

3-bed Apartment in Beautiful Kiama With Study Nook

2.5 out of 5
Price was AU$2,294, price is now AU$1,262 per person
AU$1,262
per person
9 Apr - 13 Apr
found 8 hours ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews
Pristine 3-bed Kiama Unit With Courtyard

Pristine 3-bed Kiama Unit With Courtyard

2.5 out of 5
Save 100% on your flight
Price was AU$2,294, price is now AU$1,295 per person
AU$1,295
per person
10 Apr - 13 Apr
found 1 day ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews
Lovely 3-bed With Alfresco Dining

Lovely 3-bed With Alfresco Dining

2.5 out of 5
Save 100% on your flight
Price was AU$1,984, price is now AU$1,129 per person
AU$1,129
per person
10 Apr - 13 Apr
found 1 day ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews
Ground Floor Spacious Home in Kiama's Heart

Ground Floor Spacious Home in Kiama's Heart

2.5 out of 5
Save 100% on your flight
Price was AU$1,799, price is now AU$1,030 per person
AU$1,030
per person
10 Apr - 13 Apr
found 1 day ago
Return flight included
Gold Coast (OOL) to Sydney (SYD)
No reviews

Our guide on where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Three horses in the shade in a field on the Great Northern Road between Wiseman's Ferry and Bucketty, Yengo National Park, NSW, Australia

Wisemans Ferry

You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Hawkins Lookout or Dharug National Park.

Find hotels in Wisemans Ferry

Our pick of the best Windsor Hotel Deals

Crowne Plaza Hawkesbury Valley by IHG

Crowne Plaza Hawkesbury Valley by IHG

4 out of 5
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
The price is AU$194 per night from 15 Mar to 16 Mar
AU$194
15 Mar - 16 Mar
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The bathroom had mould. The cleaning lady was rude, loudly complaining for towels being on the bathroom floor, which we put there according to the sign (so

Reviewed on 27 Jan 2026

Crowne Plaza Hawkesbury Valley by IHG
Windsor Heritage Motel

Windsor Heritage Motel

3 out of 5
54 George Street Windsor NSW
The price is AU$128 per night from 28 Feb to 1 Mar
AU$128
28 Feb - 1 Mar
includes taxes & fees
5.2/10 (296 reviews)
Horrible….3 dead cockroaches on the floor, killed a further 3 later in the evening. Shower screen was filthy, pipes when in the shower rattled loudly shaking the whole room and complex. The bed was ok but that was all

Reviewed on 24 Jan 2026

Windsor Heritage Motel
PARKROYAL Parramatta

PARKROYAL Parramatta

4.5 out of 5
30 Phillip Street Parramatta NSW
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 1 Mar to 2 Mar
AU$210
1 Mar - 2 Mar
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
The room was clean and the bed was a dream.

Reviewed on 22 Feb 2026

PARKROYAL Parramatta
See all 608 properties in Windsor
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
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
Perhaps less than you might think — from a tempting AU$830, in fact! By combining flights, hotels and car rentals into a custom-built travel package, your Windsor escape is just clicks away.
How do I get a cheap travel package to Windsor?
If you love getting an amazing deal, combine your bookings into a Windsor holiday package. Whether you're looking for flights, hotels, rental cars or activities, you can book them all in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 air carriers and 1 000 000 hotel options globally to choose from. Fly with who you want, check in where you like and save some cash — now that's the perfect getaway!
Where should I stay in Windsor?
A trip to Windsor isn't complete without visiting Hawkesbury River, Hawkesbury Race Club and Lynwood Country Club. Spend your evenings close to these attractions and make sightseeing a breeze.
What are the top hotels in Windsor?
If it's your first visit to Windsor, lock in a room at Crowne Plaza Hawkesbury Valley, an IHG Hotel or Windsor Terrace Motel. Both will make you feel at home and are favourites with lots of travellers.
How far in advance should I book my Windsor holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most air carriers advertise tickets up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, low prices to Windsor will sometimes occur in the weeks leading up to departure.
What does an Expedia Windsor travel package include?
Expedia has all you need to book your Windsor escape, but what your package looks like depends on you. Choose from a combination of rental cars, flights and hotels. After some tours or experiences to fill in your time? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to suit your needs.
What should I know before booking a Windsor travel package?
A travel package can be customized for your circumstances and is a fantastic way to stretch your hard-earned dollars. What you include is completely up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Windsor Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just select your favourite carrier and put together your ideal Windsor trip.
If I'm not able to travel, can I cancel my Windsor holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Windsor holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Windsor

Circular Quay showing street scenes, a city and a sunset

Circular Quay

4.5/5(4,882 reviews)

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay
Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

4.5/5(3,486 reviews)

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Sydney Harbour Bridge showing night scenes, a bridge and a sunset

Sydney Harbour Bridge

4.5/5(3,601 reviews)

An iconic structure on a beautiful harbour with breath-taking views at any time of day or night. Climb it, walk it, photograph it or just stand back and admire it.

Sydney Harbour Bridge

Activities

Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$85
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

AU$88
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
Admission to the Gentleman Magician's Magical Soirée

Admission to the Gentleman Magician's Magical Soirée

AU$47
per adult
92% of travellers recommend
Admission to the Gentleman Magician's Magical Soirée
See all activities in Sydney

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.