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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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
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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 hotel + flight trips in Sandton

Our pick of the best Windsor Hotel Deals

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 AU$187 per night from 21 Dec to 22 Dec
AU$187
includes taxes & fees
21 Dec - 22 Dec
8.4/10 Very Good! (1,352 reviews)
"The hotel is very tired and worn - needs refurbishing"

Reviewed on 20 Nov. 2024

Southern Sun O.R. Tambo International Airport
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 AU$172 per night from 24 Dec to 25 Dec
AU$172
includes taxes & fees
24 Dec - 25 Dec
8.6/10 Excellent! (1,436 reviews)
"Staff is very helpful and friendly and you can’t beat the location! Being able to walk inside straight from the airport is super convenient."

Reviewed on 20 Nov. 2024

City Lodge Hotel at OR 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 AU$132 per night from 6 Dec to 7 Dec
AU$132
includes taxes & fees
6 Dec - 7 Dec
8.6/10 Excellent! (1,001 reviews)
"Check in very impersonal, receptionists did not say 1 extra word more than was needed, never made eye contact. Nice hotel, great rooms"

Reviewed on 10 Nov. 2024

Premier Hotel OR Tambo
See all 2,231 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

3.5/5(5 reviews)

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

Melrose Arch Shopping Centre

4.5/5(2 reviews)

During your trip to Johannesburg, you can enjoy retail therapy at Melrose Arch Shopping Centre. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Melrose Arch Shopping Centre

Sandton City Mall

4.5/5(20 reviews)

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

Activities

Cape Town Street Art & City Centre Tour

Cape Town Photo Walk & City Tour

AU$47
Per adult
Cape Town Photo Walk & City Tour
Half-Day Safari Tour of the Magaliesberg Mountains by Zipline

Half-Day Safari Tour of the Magaliesberg Mountains by Zipline

AU$191
Per adult
Half-Day Safari Tour of the Magaliesberg Mountains by Zipline
Sterkfontein cave

Maropeng Cradle of Humankind & Sterkfontein Cave Experience (Caves is closed)

AU$104
Per adult
Maropeng Cradle of Humankind & Sterkfontein Cave Experience (Caves is closed)
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.