Winchester Hills Holidays from £995
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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.
Sandton Sun & Towers
Sandton
£1,347
per person
26 Oct - 31 Oct
found 20 hours ago
Return flight included
London (LON) to Johannesburg (JNB)
9.2/10 Wonderful! (622 reviews)
There are several unique features in the Costa Mesa Marriott.
Location— Walk to the Orange County Art Museum, Segerstrom Theater of the Arts, South Coast Plaza Shopping Center, and a wonderful small lake to walk your dog.
The staff are professional, friendly, and accommodating,
Dog friendly hotel. Wonderful small lake to walk a dog.
The restaurant has a variety of food for breakfast and dinner.
Close to Disneyland or one hour drive to several
Los Angeles attractions.
Reviewed on 10 Aug 2026
The Houghton Hotel, Spa, Wellness & Golf
Houghton Estate
£1,475
per person
26 Oct - 31 Oct
found 19 hours ago
Return flight included
London (LON) to Johannesburg (JNB)
9.4/10 Exceptional! (251 reviews)
One of the nicest hotels I ever stayed and the staff was amazing specially Peter from guest rooms
Reviewed on 11 Aug 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
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.
Rosebank
1 out of top 10 points of interest in this area
Rosebank is known for its abundant dining options, and you can plan a trip to Rosebank Mall and The Zone @ Rosebank Shopping Center while you're in town.
O.R. Tambo
1 out of top 10 points of interest in this area
If you're spending some time in O.R. Tambo, International Terminal Duty Free Mall and Emperors Palace Casino are top sights worth seeing.
Midrand
1 out of top 10 points of interest in this area
You'll enjoy the gardens and spas in Midrand. You might want to make time for a stop at Boulders Shopping Centre or Mall of Africa.
Randburg
Unique features of Randburg include the golf courses and gardens. Make a stop by Emmarentia Dam or Johannesburg Botanical Garden while you're exploring the area.
Top hotels in Winchester Hills
City Lodge Hotel at OR Tambo International Airport
Above Multi-Storey Parkade 2, Level 5 Kempton Park Gauteng
£125
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (2,028 reviews)
"Use the second floor crossover to get from the airport to the hotel"
Reviewed on 12 Aug 2026
Southern Sun O.R Tambo
Airport Grounds, Jones Road, / Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
£106
11 Sept - 12 Sept
includes taxes & fees
8.6/10 Excellent! (1,643 reviews)
"Excellent stay. Recommended!"
Reviewed on 13 Aug 2026
Sandton Sun & Towers
Cnr. Fith And Alice Streets Johannesburg Gauteng
Fully refundableReserve now, pay when you stay
£184
6 Sept - 7 Sept
includes taxes & fees
9.2/10 Wonderful! (625 reviews)
"There are several unique features in the Costa Mesa Marriott. Location— Walk to the Orange County Art Museum, Segerstrom Theater of the Arts, South Coast Plaza Shopping Center, and a wonderful small lake to walk your dog. The staff are professional, friendly, and accommodating, Dog friendly hotel. ..."
Reviewed on 10 Aug 2026
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 Winchester Hills travel package cost?
From just £995. 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
From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour
£87
per adult
Hartbeespoort Dam: The Luxury Alba Boat Cruise with Food
£38
per adult
* 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.