Windsor Holidays

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Price found within the past 48 hours. Click for updated prices.
Melrose Place Boutique Hotel

Melrose Place Boutique Hotel

3.5 out of 5
Sandton
per person
22 Aug - 25 Aug
found 1 day ago
Return flight included
Harare (HRE) to Johannesburg (JNB)
9.2/10 Wonderful! (40 reviews)
Excellent place, homely atmosphere, pleasant Staff and cooperative administration. What more could you want?

Reviewed on 22 Feb 2023

The Residence Boutique Hotel

The Residence Boutique Hotel

5 out of 5
Houghton Estate
per person
25 Aug - 28 Aug
found 1 day ago
Return flight included
Harare (HRE) to Johannesburg (JNB)
9.8/10 Exceptional! (293 reviews)
This hotel sets the standard for all others. Our spa experience here was nothing less than perfection.

Reviewed on 24 Jan 2025

The Peech Hotel

The Peech Hotel

4 out of 5
per person
25 Aug - 28 Aug
found 1 day ago
Return flight included
Harare (HRE) to Johannesburg (JNB)
9.8/10 Exceptional! (118 reviews)
Highly recommend the Peech Hotel in Johannesburg. Absolutely beautiful grounds and accommodations at this boutique hotel. The staff was outstanding and the 2 onsite restaurants were great.

Reviewed on 17 May 2025

Ten Bompas

Ten Bompas

5 out of 5
Randburg
per person
25 Aug - 28 Aug
found 1 day ago
Return flight included
Harare (HRE) to Johannesburg (JNB)
8.2/10 Very Good! (11 reviews)
The Houghton Hotel, Spa, Wellness & Golf

The Houghton Hotel, Spa, Wellness & Golf

5 out of 5
Houghton Estate
per person
22 Aug - 25 Aug
found 1 day ago
Return flight included
Harare (HRE) to Johannesburg (JNB)
9.2/10 Wonderful! (190 reviews)
Hotel and staff are 5 star but pools were not clean enough to use it, sauna was not usable (very low temperature) no changing room there and nowhere near 5 star level. Indoor pool also was dirty. That is a shame considering that the rest of the hotel is good and everybody very friendly and helpful.

Reviewed on 18 Mar 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 €134 per night from 23 Jul to 24 Jul
€134
23 Jul - 24 Jul
includes taxes & fees
8.8/10 Excellent! (1,679 reviews)
"Very accommodating"

Reviewed on 8 Jul 2025

City Lodge Hotel at OR Tambo International Airport
@Sandton Hotel
@Sandton Hotel
3 out of 5
5 Benmore Rd, Sandton, Gauteng
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (224 reviews)
"The location was great. Not too far from Sandton Center. The staff was wonderful. The hotel is modern in every aspect. No issues with our stay."

Reviewed on 7 Jul 2025

Get rates
@Sandton Hotel
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 €74 per night from 25 Jul to 26 Jul
€74
25 Jul - 26 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The property was exactly what was advertised amd much, much more. The food. The bed. The shuttle. The amenities. Most of all the people!!!! Adebayo Adeyanju was simply delightful. He was helpful, courteous, and informative. Most of all, he was a stellar professional. Thank you for making my holiday ..."

Reviewed on 9 Jul 2025

Premier Hotel OR Tambo
See all 2,352 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 €359. 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

4.5/5(16 reviews)

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

4.5/5(10 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
Nelson Mandela Square

Nelson Mandela Square

4.5/5(34 reviews)

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

Johannesburg city

Half-Day Johannesburg City Tour with Pickup

€86
per adult
Half-Day Johannesburg City Tour with Pickup
Sterkfontein cave

Maropeng Cradle of Humankind Museum &Sterkfontein Cave Experience

€97
per adult
Maropeng Cradle of Humankind Museum &Sterkfontein Cave Experience
Johannesburg Full-Day Tou

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

€118
per adult
100% of travellers recommend
Johannesburg Full-Day Tour(Soweto/Jo-Burg & Apartheid Museum)
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.