Windsor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Windsor Hotel Deals

City Lodge Hotel at OR Tambo International Airport
City Lodge Hotel at OR Tambo International Airport
3 out of 5
Above Multi-Storey Parkade 2, Level 5, OR Tambo International Airport, Kempton Park, Gauteng
The price is CA $109 per night from May 28 to May 29
CA $109
CA $129 total
includes taxes & fees
May 28 - May 29
8.6/10 Excellent! (1,171 reviews)
"We requested 2 beds but room had only 1"

Reviewed on May 13, 2024

City Lodge Hotel at OR Tambo International Airport
Southern Sun O.R. Tambo International Airport
Southern Sun O.R. Tambo International Airport
4 out of 5
Jones Road, Kempton Park, Gauteng
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from May 20 to May 21
CA $119
CA $137 total
includes taxes & fees
May 20 - May 21
8.2/10 Very Good! (1,003 reviews)
"This property was a pleasant surprise. I was better quality than I expected. Actually it was nice. The only downfall I saw was they don’t pre-authorise your creditcard to allow for accidentals such as room service, washing clothes. So the room service you have to pay separately and the washing of ..."

Reviewed on May 13, 2024

Southern Sun O.R. Tambo International Airport
Premier Hotel OR Tambo
Premier Hotel OR Tambo
4 out of 5
73 Gladiator Street, Rhodesfield, Kempton Park, Gauteng
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from May 31 to Jun. 1
CA $92
CA $105 total
includes taxes & fees
May 31 - Jun 1
8.6/10 Excellent! (1,000 reviews)
"Some drawbacks to the inhouse dining which is very good, but challenging in terms of room service. Any difficulties however are handled thoughtfully and quickly."

Reviewed on May 7, 2024

Premier Hotel OR Tambo
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.

Explore other types of vacation packages

Frequently asked questions

How much does a Windsor vacation package cost?
Browse and book everything in one place with our Windsor vacation packages, which start from just . Select the hotels and flights that match your travel plans. Then, add on a few tours or experiences for an incredible getaway.
How do I get a cheap travel package to Windsor?
Combining your flight and hotel with Expedia won’t just save valuable time — it’ll save you dollars too. A Windsor vacation package makes it a cinch to arrange the ideal trip. With more than 550 airlines around the world to select from, finding flights that suit your schedule will be no sweat. Not only that, we have over 1,000,000 hotels globally to pick from. Now that’s what we call choice. Whatever your budget, Expedia can show you the world.
Where should I stay in Windsor?
Stay where the action happens. Many travelers book hotels within easy reach of top attractions, such as Cresta Shopping Centre, Randpark Golf Club and Johannesburg Eye Hospital.
What are the top hotels in Windsor?
Get your trip off to a fantastic start by reserving a room at Isabel’s Guesthouse. It’s one of most sought-after hotels in Windsor. Another welcoming option is Khamanzi Lodge And Tours.
How far in advance should I book my Windsor vacation?
Search Expedia to compare international flights as soon as you’ve got your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If you can’t find your preferred carrier, or you’ve left things to the last minute, don’t stress. The lowest prices to Windsor sometimes occur just weeks before departure.
What does an Expedia Windsor travel package include?
From airfares and hotels to car rentals, Expedia can help you create a Windsor package that’s right for you. Heading away for a while? Look into a rental car, flight and hotel bundle. If your break is short, a hotel and airfare deal could be what you’re after. Tours and activities can be added once you’ve made your booking. Our vacation packages make it a cinch to save and plan.
What should I know before booking a Windsor travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you’ve created your package, you can add on things like activities or sightseeing tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply choose your preferred air carrier and put together your ideal Windsor escape.
If I'm not able to travel, can I cancel my Windsor vacation package?
We totally get that life doesn’t always go according to plan. If you’ve locked in a Windsor vacation package and have to amend or cancel it, we can help. We recommend taking a look at our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package within 24 hours, you may be able to cancel and rebook for free. If it’s more than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Windsor

Things to do

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