Windsor Vacation Packages
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Top Holiday Package Deals in Windsor
Price found within the past 48 hours. Click for updated prices.
Oak Tree Lodge
CA $1,917
per person
Nov 14 - Nov 17
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Melbourne (MEL)
9.8/10 Exceptional! (70 reviews)
Would have been 5 stars if the property was clean. Unfortunately some areas were very dusty which affected my wife's allergies and there was no provision for cleaning equipment to let us vacuum etc. Our Expedia app message to the host requesting a vacuum apparently didn't get received until we left several days later, so a bit disappointed. It is a lovely property though and we hope to return in the future.
Reviewed on May 4, 2026
Smith Beach Getaways Beachwood House
CA $2,661
per person
Nov 14 - Nov 17
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Melbourne (MEL)
10/10 Exceptional! (1 review)
the house is perfect; the situation is perfect with a 2 minute walk to Smiths Beach; well set up for kids and animal friendly. Cannot wait to get back there
Reviewed on Mar 23, 2021
Smith Beach Getaways Beachwood Classic
CA $2,190
per person
Nov 14 - Nov 17
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Melbourne (MEL)
9.4/10 Exceptional! (3 reviews)
Liked location, amenities and cleanliness.
Property did not have tea towels for cooking and no sheets for bunk beds.
Reviewed on Aug 15, 2019
Where to stay in Windsor
Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
Melbourne Central Business District
4 out of top 10 points of interest in this area
Discover a blend of contemporary and Victorian architecture, vibrant street art, and literary culture in this bustling city center. Explore famed alleyways, visit the State Library, and enjoy easy access to public transport hubs.
Southbank
1 out of top 10 points of interest in this area
High-rise development dominates this inner-city suburb, featuring the Southbank Promenade and Southgate Restaurant and Shopping Precinct. Enjoy the art and craft market on Sundays, and explore the area via tram lines or the Capital City Bicycle Trail.
Docklands
2 out of top 10 points of interest in this area
Striking contemporary architecture meets heritage buildings in this area, where visitors can shop at The District Docklands, ride the Melbourne Star Observation Wheel, and explore public art. Diverse dining options, sports courts, and various transport options make it a convenient choice.
Melbourne Airport
Located within the City of Hume, Melbourne Airport suburb is home to the Tullamarine Country Club and The Hangar, a training base for Essendon Football Club. Easily accessible by multiple bus routes and the upcoming Melbourne Airport rail link.
Sorrento
Coastal town Sorrento offers charter fishing boats from its pier, a summer ferry service to Queenscliff, and the historic Sorrento Park with a playground and BBQ facilities. Explore limestone buildings like the heritage-listed Sorrento Post Office.
Windsor Hotel Deals
Atlantis Hotel, Melbourne
300 Spencer Street Melbourne VIC
CA $100
CA $111 total
Sep 22 - Sep 23
includes taxes & fees
8.8/10 Excellent! (3,234 reviews)
"I always stay here when in Melbourne. Consistently excellent service,clean, quiet and great location."
Reviewed on Aug 28, 2026
The Langham, Melbourne
One Southgate Avenue Southbank VIC
Fully refundableReserve now, pay when you stay
CA $281
CA $309 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,291 reviews)
"I didn’t like that we waited 40 minutes for a simple breakfast of muesli and cereal. We arrived at 6.50 am and were served at 7.30am. This was concerning as we had medical appointments in Richmond."
Reviewed on Aug 27, 2026
Great Southern Hotel Melbourne
44 Spencer Street Melbourne VIC
CA $85
CA $94 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very good! (2,487 reviews)
"Good location, easy check in. Few dodgy looking people around but i had no issues. Beds weren't that comfortable but otherwise, all was good."
Reviewed on Aug 28, 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 much less than you think — from as low as CA $1,917, as a matter of fact! By combining hotels, flights and car rentals into your own custom-built vacation package, your trip to Windsor is just a few clicks away.
How do I get a cheap travel package to Windsor?
If you love bargains, combine your bookings into a Windsor vacation package. Whether you're searching for hotels, flights, day tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotels across the globe to choose from. Fly with who you want, stay anywhere you like and save precious dollars — now that's the ideal vacation!
Where should I stay in Windsor?
A journey to Windsor isn't complete without seeing Crown Casino and Melbourne Cricket Ground. Book a room nearby and easily access these awesome attractions.
What are the top hotels in Windsor?
Get your escape off to a fantastic start by locking in a room at Domo Apartments - Luma. It's one of most popular hotels in Windsor. Another leading option is 36windsorpalace1bd1bthfreecarpark.
How far in advance should I book my Windsor vacation?
Reserving your seat early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Windsor will sometimes occur in the weeks leading up to departure.
What does an Expedia Windsor travel package include?
That's up to you. You can select from a variety of Windsor bundles, such as a rental car, hotel and flight. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your dream Windsor trip looks like, get ready to save!
What should I know before booking a Windsor travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like activities or tours. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Windsor vacation package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Booked your Windsor vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.
Stay near popular Windsor attractions
Windsor Railway Station
7.6/10 (4 reviews)
You can find out about the history of Melbourne when you stop by Windsor Railway Station. Discover the acclaimed art scene and shops in this vibrant area.
Things to do
SEA LIFE Melbourne Aquarium Tickets
CA $39
per adult
84% of travellers recommend
From Melbourne: Puffing Billy and Penguin Parade Combo Tour
CA $210
per adult
80% of travellers recommend
Peninsula Hot Springs: Entry Ticket with Bath House
CA $78
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.