Windsor Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Windsor
Price found within the past 48 hours. Click for updated prices.
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 Hawkins Lookout.
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
CA $173
CA $190 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Clean renovated room. Above expectations for breakfast for type of hotel. Kids loved the Nutella pancakes and great to have ordering of egg plates and good size coffees made to order. Beautiful surroundings around hotel. Older building though still causing issues with fire alarm going off and speakers ..."
Reviewed on Sep 13, 2026
Windsor Heritage Motel
54 George Street Windsor NSW
CA $106
CA $118 total
Sep 25 - Sep 26
includes taxes & fees
Windsor Riverview Inn
47 George Street Windsor NSW
CA $136
CA $152 total
Oct 20 - Oct 21
includes taxes & fees
6.6/10 (328 reviews)
"Building was dated, but it was clean and tidy. Reception was pleasant. Good experience overall."
Reviewed on Jul 5, 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 CA $2,743, 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
Sydney: The Art of Indian Seven-Course Cooking Masterclass
CA $208
per adult
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
CA $51
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.