Winchester Hills Vacations from $1,556
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Your Winchester Hills Vacation
Lock in a Winchester Hills vacation package that has everything you need without any unnecessary extras. Good for bars and pubs, markets and nightlife, think about basing yourself in the neighborhood 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 vacation is just a few clicks away with Expedia.
The Latest Winchester Hills Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Residence Boutique Hotel
Houghton Estate
Price was $2,858, price is now $2,495 per person
$2,495
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Oct 19, 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
A noteworthy feature of Sandton is its popular shops. While you're in town, be sure to stop and check out Nelson Mandela Square and Sandton City Mall.
Winchester Hills Hotel Deals
Southern Sun O.R Tambo
Airport Grounds, Jones Road, / Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Nov 30 to Dec 1
$114 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,635 reviews)
"We needed an airport hotel due to an 18 hour layover, and this worked out perfectly. The free shuttle was easy to find to get back and forth to the airport, and the concierge helped arrange transportation to meet a friend for dinner at Mandela square."
Reviewed on Oct 31, 2026
City Lodge Hotel at OR Tambo International Airport
Above Multi-Storey Parkade 2, Level 5 Kempton Park Gauteng
$143 nightly
The price is $164 total per night from Nov 2 to Nov 3
$164 total
Nov 2 - Nov 3
Total with taxes and fees
Sandton Sun & Towers
Cnr. Fith And Alice Streets Johannesburg Gauteng
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $221 total per night from Nov 8 to Nov 9
$221 total
Nov 8 - Nov 9
Total with taxes and fees
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.
Things to do
Johannesburg and Soweto: Half-Day Tour
$70
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.