Windsor Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • 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
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Sandton

3 out of top 10 points of interest in this area

Travellers to Sandton praise its popular shops. If you've got some more time to explore, be sure to stop by Nelson Mandela Square and Sandton City Mall.

Find hotels in Sandton

Top hotels in Windsor

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 Kempton Park Gauteng
The price is €141 per night from 22 Jan to 23 Jan
€141
22 Jan - 23 Jan
includes taxes & fees
8.8/10 Excellent! (1,859 reviews)
Would recommend for overnight stay in Jo’berg. Hotel is part of the airport and is a 5 min walk. You do not need to organise a transfer to the hotel. Just follow the signs from Arrivals. Room was large and clean. Comfortable bed and nice bathroom. Nice outdoor pool area with well priced food and ...

Reviewed on 14 Jan 2026

City Lodge Hotel at OR Tambo International Airport
Premier Hotel OR Tambo

Premier Hotel OR Tambo

4 out of 5
73 Gladiator Street Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
The price is €99 per night from 23 Jan to 24 Jan
€99
23 Jan - 24 Jan
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Staff were friendly and accommodating. Airport shuttle driver was efficient, friendly and helpful. Room was clean and all amenities were supplied. Had a wonderful stay!

Reviewed on 12 Jan 2026

Premier Hotel OR Tambo
Southern Sun O.R Tambo

Southern Sun O.R Tambo

4 out of 5
Airport Grounds, Jones Road, / Kempton Park GP
The price is €110 per night from 1 Feb to 2 Feb
€110
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (1,646 reviews)
Staff were excellent

Reviewed on 15 Jan 2026

Southern Sun O.R Tambo
See all 2,546 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.

Frequently asked questions

How much does a Windsor holiday package cost?
Browse and book everything in one place with our Windsor holiday 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 holiday 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 travellers 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 holiday?
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 holiday 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 holiday is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia holiday 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 holiday package?
We totally get that life doesn't always go according to plan. If you've locked in a Windsor holiday 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.

Popular places to visit

Montecasino

Montecasino

With shops, theaters and a bird park among the attractions, there’s fun for all the family during the day and night at this Tuscan-themed entertainment center.

Montecasino
Gold Reef City featuring a city, a statue or sculpture and outdoor art

Gold Reef City Casino

Thrilling roller coasters, a 19th-century gold mine, cultural shows and a petting zoo provide entertainment for all ages at this popular theme park.

Gold Reef City Casino
Nelson Mandela Square

Nelson Mandela Square

Indulge in some retail therapy, dine in an open-air piazza and browse the stalls of an antique fair at this commercial and entertainment center.

Nelson Mandela Square

Things to do

Predator Drive -1 Hour

Predator Drive -1 Hour (min. 2 pax)

€20
per adult
Predator Drive -1 Hour (min. 2 pax)
Picture 3 for Activity Bothongo Rhino and Lion Nature Reserve Self Drive

Bothongo Rhino and Lion Nature Reserve Self Drive

€13
per adult
Bothongo Rhino and Lion Nature Reserve Self Drive
Harties Cableway Experience Ticket

Harties Cableway Experience Ticket

€16
per adult
Harties Cableway Experience Ticket
See all activities in Johannesburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.