Stellenbosch is the heart of South Africa's wine country, a handsome university town of Cape Dutch architecture, oak-lined streets and more than 150 wine estates within easy driving distance. It is less than an hour from Cape Town and makes an easy day trip, though spending a night or two lets you properly explore the valleys.
The town centre is walkable and attractive — Dorp Street is one of the finest historic streetscapes in South Africa, with whitewashed gabled buildings, wine bars, and galleries shaded by oak trees. The Village Museum is one of the best local history museums in the country. The university botanical garden is a quiet green space in the town centre.
The wine route stretches into the surrounding Jonkershoek Valley and Simonsberg valleys, where you can taste some of the country's best reds — particularly Pinotage and Cabernet Sauvignon. Autumn (March to May) is the most beautiful time to visit, when the vineyards turn red and gold and the harvest is underway.