Windsor Holidays from AU$580

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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$1,232, price is now AU$580 per person
AU$580
per person
11 Aug - 15 Aug
found 7 hours ago
Return flight included
Brisbane (BNE) to Sydney (SYD)
8.4/10 Very good! (1,002 reviews)
Room was small with an ‘irregular’ layout but was quite satisfactory. The mattress was a little thin but the bathroom facilities were excellent. Smart toilet and lighted mirror and the shower was spacious and with good water pressure. Overall very suitable for an overnight stay in good location near entertainment precinct and at an excellent value for $ price.

Reviewed on 12 July 2026

Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

2.5 out of 5
Redfern
Save 100% on your flight
Price was AU$1,111, price is now AU$644 per person
AU$644
per person
24 Sept - 27 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on 5 May 2026

Airport Hotel Sydney

Airport Hotel Sydney

3.5 out of 5
Arncliffe
Save 100% on your flight
Price was AU$1,788, price is now AU$1,090 per person
AU$1,090
per person
2 Oct - 5 Oct
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
6.2/10 (558 reviews)
Good for a short stay, a day or two.

Reviewed on 6 July 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Save 100% on your flight
Price was AU$1,272, price is now AU$784 per person
AU$784
per person
17 Aug - 22 Aug
found 1 day ago
Return flight included
Adelaide (ADL) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)
Very neat and tidy hotel in a awesome location. Comfy beds. Nice hot shower. Very helpful staff. Located across the road from the QVB and 1 minute walk to trains or light rail. Close to many great restaurants and shops.

Reviewed on 11 July 2026

Bright 1-bed Apartment in Central Redfern

Bright 1-bed Apartment in Central Redfern

2.5 out of 5
Redfern
Save 100% on your flight
Price was AU$1,022, price is now AU$632 per person
AU$632
per person
28 Aug - 31 Aug
found 1 day ago
Return flight included
Brisbane (BNE) 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
A tree in a grassy field with horses grazing nearby.

Wisemans Ferry

You'll enjoy the cafes and riverfront in Wisemans Ferry. You might want to make time for a stop at Hawkesbury River 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$186 per night from 19 July to 20 July
AU$186
19 July - 20 July
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Amazing stay. Friendly staff, spacious room, heated pool with long opening hours, well equipped gym and a beautiful garden/space to roam around. The hotel breakfast was good and we love the free hot chocolate and marshmallow. A good stay for family with kids."

Reviewed on 8 July 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$116 per night from 19 July to 20 July
AU$116
19 July - 20 July
includes taxes & fees
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$254 per night from 7 Aug to 8 Aug
AU$254
7 Aug - 8 Aug
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Breakfast was the best I’ve had at a hotel"

Reviewed on 11 July 2026

PARKROYAL Parramatta
See all 681 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
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Cheap Holidays
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beach holidays
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Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
Perhaps less than you might think — from a tempting AU$580, 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.

Stay near popular Windsor attractions

Hawkesbury Regional Gallery

Hawkesbury Regional Gallery is just one of the places to see in Sydney, so why not enjoy the other things to explore during your travels? Amble within the gardens or visit the spas in this relaxing area.
See properties

Activities

Sydney: The Art of Indian Seven-Course Cooking Masterclass

Sydney: The Art of Indian Seven-Course Cooking Masterclass

AU$210
per adult
Sydney: The Art of Indian Seven-Course Cooking Masterclass
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

AU$69
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

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

AU$88
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
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.