Windsor Vacations from ￥157,687
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The Latest Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Stylish 2-bed House With Private Courtyard
Redfern
￥157,687
per person
Oct 19 - Oct 22
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 May 5, 2026
YEHS Hotel Sydney CBD
Sydney Central Business District
￥183,711
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
Good location close to Town Hall train station and restaurants. Noisy as you can hear the cars outside. Room is clean but really very tiny. Air conditioning was working. Bed was comfortable but blanket was very flimsy.
Reviewed on Aug 22, 2026
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
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.
Dangar Island
Travelers like the parks in Dangar Island, and Brisbane Water National Park is a top attraction you might want to visit.
Berowra Waters
While visiting Berowra Waters, you might make a stop by sights like Berowra Waters Marina and Marramarra National Park.
Kurrajong
Travelers like the parks in Kurrajong, and Wollemi National Park is a top attraction you might want to visit.
North Richmond
Travelers like the parks in North Richmond, and Hawkesbury River is a top attraction you might want to visit.
Windsor Hotel Deals
Crowne Plaza Hawkesbury Valley by IHG
61 Hawkesbury Valley Way Windsor NSW
Fully refundable
￥20,205
￥22,225 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Like: - Beautiful area for the breakfast buffet and great selection of food! - We booked the king room for 2 adults and 1 child 10 yrs old. They put in an extra bed w/o being asked. - Indoor heated pool n spa were great but the pool is tiny and can get pretty busy. - Microwave in room - Gave free ..."
Reviewed on Aug 19, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
￥12,771
￥14,123 total
Aug 27 - Aug 28
includes taxes & fees
Meriton Suites George Street, Parramatta
180 GEORGE STREET, Parramatta NSW
Fully refundableReserve now, pay when you stay
￥86,129
￥94,742 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Make sure you get the right Meriton in Parramatta"
Reviewed on Aug 23, 2026
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 Windsor vacation package cost?
Perhaps less than you might think — from a tempting ￥157,687, 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 vacation 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 favorites with lots of travelers.
How far in advance should I book my Windsor vacation?
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 vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Just select your favorite carrier and put together your ideal Windsor trip.
If I'm not able to travel, can I cancel my Windsor vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Windsor vacation 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
Enjoy an outing to Hawkesbury Regional Gallery during your stay in Sydney. Amble within the gardens or visit the spas in this relaxing area.
Things to do
Upside Down House Photo Experience in Sydney
￥2,356
per adult
Sydney: The Art of Indian Seven-Course Cooking Masterclass
￥23,564
per adult
Sydney Harbour Dinner Cruise
￥17,842
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.