Winchester Hills Holidays from £1,116

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Your Winchester Hills Holiday

Lock in a Winchester Hills holiday package that has everything you need without any unnecessary extras. Good for bars and pubs, markets and nightlife, think about basing yourself in the neighbourhood of Rosebank. A trip to Winchester Hills is a terrific opportunity to sightsee. Be sure to visit popular attractions like Gold Reef City Casino, Apartheid Museum and First National Bank Stadium. Whoever you're escaping with and whatever you plan to spend, your ultimate Winchester Hills holiday is just a few clicks away with Expedia.

Price found within the past 48 hours. Click for updated prices.
The Michelangelo Towers

The Michelangelo Towers

5 out of 5
Sandton
Price was £1,258, price is now £1,116 per person
£1,116
per person
2 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to Johannesburg (JNB)
9/10 Wonderful! (186 reviews)
We enjoyed our stay. Breakfast was the highlight of our stat

Reviewed on 11 Oct 2026

Fairlawns Boutique Hotel and Spa

Fairlawns Boutique Hotel and Spa

5 out of 5
Sandton
Price was £1,644, price is now £1,384 per person
£1,384
per person
2 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to Johannesburg (JNB)
9.6/10 Exceptional! (113 reviews)

Steyn City Hotel by Saxon

Steyn City Hotel by Saxon

4.5 out of 5
Midrand
Price was £1,399, price is now £1,179 per person
£1,179
per person
2 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to Johannesburg (JNB)
10/10 Exceptional! (10 reviews)

The Residence Boutique Hotel

The Residence Boutique Hotel

5 out of 5
Houghton Estate
Price was £1,366, price is now £1,167 per person
£1,167
per person
2 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to Johannesburg (JNB)
9.8/10 Exceptional! (310 reviews)
One of my best hotel experiences ever! I cannot say enough good things about our stay at the The Residence hotel in Johannesburg. It was a beautiful and quiet retreat from the city and travel excursions. From the moment we entered the property, the staff made us feel welcomed and pampered. Everyone was absolutely delightful and accommodating. The staff enriched our time whether it was checking in, enjoying cocktails on the patio, sitting at the pool, or dining. We stayed in two different rooms one at the beginning of our stay and one at the end of our stay in Johannesburg (we did a Krueger tour in between). The Penthouse is incredible! The King jacuzzi suite was also amazing! It was truly a memorable experience. I highly recommend.

Reviewed on 19 Oct 2026

Park Hyatt Johannesburg

Park Hyatt Johannesburg

5 out of 5
Price was £1,438, price is now £1,273 per person
£1,273
per person
2 Dec - 6 Dec
found 1 day ago
Return flight included
London (LHR) to Johannesburg (JNB)
10/10 Exceptional! (10 reviews)
Exudes low key luxury with excellent amenities and amazing food. Staff are very attentive.

Reviewed on 19 Sept 2026

Where to stay in Winchester Hills

Find the best Winchester Hills areas and neighborhoods for the activities you enjoy most. Learn more about Winchester Hills
A modern glass building with a reflective facade, surrounded by a cityscape and distant hills.

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 Winchester Hills

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 £92 per night from 30 Nov to 1 Dec
£92
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (1,633 reviews)
"I really enjoyed my stay at Southern Sun OR Tambo International Hotel during my layover. The customer service was excellent, room service was enjoyable, and check-in was quick and easy. The location was extremely convenient, just a 2–3 minute drive from the airport pickup point, and the complimentary ..."

Reviewed on 30 Oct 2026

Southern Sun O.R Tambo
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 £126 per night from 28 Nov to 29 Nov
£126
28 Nov - 29 Nov
includes taxes & fees
9/10 Wonderful! (2,114 reviews)
"As a female solo traveler I felt very safe. Extremely convenient to walk to the terminal. For the price this hotel was exceptional."

Reviewed on 30 Oct 2026

City Lodge Hotel at OR Tambo International Airport
Sandton Sun & Towers

Sandton Sun & Towers

5 out of 5
Cnr. Fith And Alice Streets Johannesburg Gauteng
Fully refundableReserve now, pay when you stay
The price is £160 per night from 1 Nov to 2 Nov
£160
1 Nov - 2 Nov
includes taxes & fees
Sandton Sun & Towers
See all 3,059 properties in Winchester Hills
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 Winchester Hills travel package cost?
From just £1,116. Yes, you read that right. Our Winchester Hills travel packages are a great way to make your budget stretch further. Bundle your preferred hotels, flights and car rentals and discover this wonderful destination.
If I'm not able to travel, can I cancel my Winchester Hills travel package?
You can. We understand that life doesn't always go to plan, so we're happy to help if you need to make changes to your Winchester Hills travel package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Winchester Hills?
Search for flights that suit your schedule, add a hotel room to your booking and watch how much you save with a Winchester Hills travel package. It's that simple! From hotels and flights to rental cars and tours, Expedia is your gateway to cheap travel. And with over 550 partner airlines and 1,000,000 properties throughout the world to choose from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Winchester Hills holidays?
Yes. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply select the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If paying small amounts each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Winchester Hills?
A visit to Winchester Hills isn't complete until you've seen Gold Reef City and Apartheid Museum. Stay at a hotel within walking distance for easy access to these impressive sights.
What are the top hotels in Winchester Hills?
Get your escape off to a good start by staying at SUN1 Southgate. It's one of most sought-after properties in Winchester Hills. Another comfortable option is Road Lodge Southgate.
How far in advance should I book my Winchester Hills holiday?
The earlier you book, the better. Airlines usually release flight tickets nearly 12 months prior to departure, and this is when you can score some of the cheapest prices. Just been told you need to take your holiday time next month? No problem! Expedia are never short of fantastic deals to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Winchester Hills travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your dream Winchester Hills trip. You can also add on activities and tours once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.
What should I know before booking a Winchester Hills travel package?
Locking in all the parts of your holiday together is an excellent way to save. Combine your flights, car rentals and hotels into a convenient package. But you're not limited to hotels. Expedia has all kinds of properties, including holiday rentals like oceanfront condos and short-term homes. Your choices are almost endless!
Can I choose my airline with a Winchester Hills Expedia travel package?
Yes, the choice is yours. We have access to over 550 airlines across the globe, so you can tailor your Winchester Hills trip according to your style and budget.

Things to do

5 Day Luxury Kruger National Park Safari

5 Day Luxury Kruger National Park Safari

£1,367
per traveller
5 Day Luxury Kruger National Park Safari
Johannesburg and Soweto: Half Day Tour

Johannesburg and Soweto: Half-Day Tour

£52
per adult
100% of travellers recommend
Johannesburg and Soweto: Half-Day Tour
Soweto: Guided Bicycle Tour with Lunch

Soweto: Guided Bicycle Tour with Lunch

£39
per adult
Soweto: Guided Bicycle Tour with Lunch
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. Flight-inclusive packages are ATOL protected.