Windsor Holidays

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Price found within the past 48 hours. Click for updated prices.
Houghton Place

Houghton Place

3.5 out of 5
Houghton Estate
Price was €959, price is now €837 per person
€837
per person
12 Nov - 17 Nov
found 10 hours ago
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.4/10 Exceptional! (10 reviews)
The Houghton Hotel, Spa, Wellness & Golf

The Houghton Hotel, Spa, Wellness & Golf

5 out of 5
Houghton Estate
Price was €1,886, price is now €1,423 per person
€1,423
per person
12 Nov - 16 Nov
found 1 day ago
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.4/10 Exceptional! (199 reviews)
The penthouse was incredible. The staff was also extremely nice and attentive.

Reviewed on 22 Aug 2025

The Residence Boutique Hotel

The Residence Boutique Hotel

5 out of 5
Houghton Estate
Price was €1,278, price is now €1,034 per person
€1,034
per person
12 Nov - 16 Nov
found 1 day ago
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.8/10 Exceptional! (294 reviews)
Lovely property and very friendly/helpful staff. I would definitely recommend this hotel, we just wish we had had a few extra nights there.

Reviewed on 18 Jul 2025

Hyde Johannesburg Rosebank

Hyde Johannesburg Rosebank

4 out of 5
Rosebank
Price was €1,100, price is now €929 per person
€929
per person
12 Nov - 16 Nov
found 1 day ago
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.6/10 Exceptional! (136 reviews)
Staff was very accommodating - helped us find a safe, reliable, and affordable tour. Was communicative through Expedia responding quickly while traveling there. I would recommend any of my friends/family to stay here.

Reviewed on 16 Aug 2025

58 On Hume

58 On Hume

5 out of 5
Dunkeld
Price was €982, price is now €851 per person
€851
per person
12 Nov - 17 Nov
found 10 hours ago
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.8/10 Exceptional! (10 reviews)
We had a really nice stay. The hotel provides lots of nice little touches - flowers, snacks etc. Superb breakfast

Reviewed on 14 Jul 2025

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

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

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, OR Tambo International Airport, Kempton Park, Gauteng
The price is €118 per night from 1 Oct to 2 Oct
€118
1 Oct - 2 Oct
includes taxes & fees
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 €91 per night from 1 Oct to 2 Oct
€91
1 Oct - 2 Oct
includes taxes & fees
Premier Hotel OR Tambo
Holiday Inn Johannesburg Airport by IHG

Holiday Inn Johannesburg Airport by IHG

4 out of 5
O.R. Tambo Airport Johannesburg, Boksburg, Gauteng
Fully refundable
The price is €62 per night from 13 Sept to 14 Sept
€62
13 Sept - 14 Sept
includes taxes & fees
Holiday Inn Johannesburg Airport by IHG
See all 2,418 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 €837. 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
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
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

Things to do

Two day Kruger National Park Safari from Johannesburg

Two day Kruger National Park Safari from Johannesburg

€269
per adult
Two day Kruger National Park Safari from Johannesburg
Johannesburg Full-Day Tou

Johannesburg Full-Day Tour(Soweto/Jo-Burg & Apartheid Museum)

€119
per adult
100% of travellers recommend
Johannesburg Full-Day Tour(Soweto/Jo-Burg & Apartheid Museum)
Hartbeespoort: 2-Hour Dam Cruise with South African Food

Hartbeespoort: 2-Hour Dam Cruise with South African Food

€29
per adult
Hartbeespoort: 2-Hour Dam Cruise with South African 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.