Windsor Holidays

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Your Windsor Holiday

Booking a tailor-made Windsor holiday package is an excellent way to get to know this neighbourhood. From its must-visit places to its little-known gems, you'll be sure to uncover something new. Begin your trip to Windsor with a visit to nearby attractions such as Cresta Shopping Centre, Randpark Golf Club and Northcliff Ridge Ecopark. Don't just imagine it — make it a reality! Book your perfect Windsor holiday with Expedia and enjoy travelling your way.

Our guide on where to stay in Windsor

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

Sandton

4 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

Our pick of the best 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 Kempton Park Gauteng
The price is AU$236 per night from 2 Apr to 3 Apr
AU$236
2 Apr - 3 Apr
includes taxes & fees
9/10 Wonderful! (1,878 reviews)
Perfect for an airport overnight stay, the staff are friendly, professional and courteous. We appreciated the very kind gesture of being able to check in early after a long trip. We ate in the restaurant, food, wine and staff/service was excellent

Reviewed on 6 Mar 2026

City Lodge Hotel at OR Tambo International Airport
Southern Sun O.R Tambo

Southern Sun O.R Tambo

4 out of 5
Airport Grounds, Jones Road, / Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 1 Apr to 2 Apr
AU$182
1 Apr - 2 Apr
includes taxes & fees
8.6/10 Excellent! (1,643 reviews)
Airport shuttle is reliable and frequent. Staff is always helpful and friendly. Our room had an issue with the floor around the air conditioner, but other than that, we had a pleasant stay. The breakfast is always fantastic.

Reviewed on 6 Mar 2026

Southern Sun O.R Tambo
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 AU$142 per night from 8 Mar to 9 Mar
AU$142
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Great hotel, easy to get the airport and some wonderful staff.

Reviewed on 6 Mar 2026

Premier Hotel OR Tambo
See all 2,584 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.
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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.

Discover the most popular places to visit in Windsor

Gold Reef City showing outdoor art, a statue or sculpture and 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
Great food, drinks and vibe.

Sandton City Mall

During your visit to Johannesburg, you can find the perfect gifts to bring home at Sandton City Mall. You can attend a sporting event while in the area.

Sandton City Mall
Canal Walk building lit up at night with lights reflection on the canal, Century City, Cape Town, South Africa

Mall of Africa

During your trip to Johannesburg, you can browse for the perfect souvenirs at Mall of Africa. Amble around this trendy area's picturesque gardens and enjoy its top-notch restaurants.

Mall of Africa

Activities

Soweto: Guided Bicycle Tour with Lunch

Soweto: Guided Bicycle Tour with Lunch

AU$75
per adult
Soweto: Guided Bicycle Tour with Lunch
Soweto Walking Tour with Lunch

Soweto Cultural Walking Tour with Lunch

AU$62
per adult
Soweto Cultural Walking Tour with Lunch
Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food

Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food

AU$75
per adult
Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food
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.