Find hotels in Winston Park from $26

The best area to stay in Winston Park is Winston Park itself, particularly the residential areas around Jan Smuts Avenue and Old Main Road.This suburb is primarily residential, characterized by spacious properties and a layout that prioritizes tranquility and green spaces. It's known for its tree-lined streets and a generally relaxed pace, offering a comfortable retreat from busier urban centers.For families, Winston Park is an excellent choice due to its quiet environment and access to local amenities. The area offers parks and open spaces suitable for outdoor activities, and its residential nature means less traffic, making it pleasant for strolls.Couples looking for a peaceful and private stay will also appreciate Winston Park.

For most visitors, the best time to visit Winston Park is during the dry, mild winter months from May to September.During this period, the weather is consistently pleasant, with clear skies and comfortable temperatures, making it ideal for outdoor activities and exploring the local area without the humidity and heavier rainfall of the summer. It's a great time for couples or solo travelers looking for a relaxed yet active trip.The shoulder seasons of April and October also offer good conditions with fewer crowds.

With Expedia, you earn OneKeyCash™* on eligible Winston Park hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.