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48 hours to Stay and Play in Stellenbosch this winter

June 2024

Has winter got you feeling rather glum? We’ve got just the medicine to beat the winter blues – and all it takes is a 45-minute drive from Cape Town CBD to the warmhearted town of Stellenbosch.

Did you know there is an art to wintering?

While the dictionary may tell you that wintering is just a way to escape, spend or migrate the winter, we’ve made it into an art form. A lifestyle. An aesthetic. Winter is a season worth embracing, not escaping.

Enjoy a weekend getaway or linger longer and explore like a local. The Stellenbosch winter calendar of events is overflowing with new experiences, art exhibitions, restaurant and bar openings and heartwarming seasonal menus. We’re often blessed with many beautiful blue-sky days even in the depths of winter, but even on the gloomiest day, you can grab a brolly and enjoy the romantic ambience and European flavour of Stellenbosch.

  • – Cosy up next to a roaring fire, sipping on a glass of award-winning wine.
  • – Explore the historic oak tree-lined town centre, meandering through the quaint streets.
  • – Embark on a wine bar-hopping adventure, sampling the seasonal menus and winter specials.
  • – Engage in an art and cultural tour, discovering the rich heritage of Stellenbosch and surrounds.
  • – For the adventurous souls, venture out on mountain bike tracks, enjoying the crisp air and scenic beauty.

So go on, discover the art of wintering in Stellenbosch this season.

Here’s how you could spend 48 hours staying and playing in Stellenbosch this winter:

Embark on the Stellenbosch on Foot Art Tour and immerse yourself in the artistic charm of this historic town. Known for its world-class wines, prestigious university, and rich heritage, Stellenbosch has also emerged as a premier art destination in South Africa. As you stroll through its oak-lined streets and scenic water furrows, you’ll encounter captivating works from the Stellenbosch Outdoor Sculpture Trust (SOST). Led by a knowledgeable guide, this walking tour offers the chance to admire the town’s iconic Cape Dutch architecture, explore renowned art galleries, and meet talented local artists in their studios. Don’t miss this unforgettable journey through the vibrant art scene of Stellenbosch.
Top tip: Pop into Petites Bulles Champagne Lounge (open from early!) for some brunch bubbles.


Who says picnics are only for summer? Experience the best of winter picnics at Spier, where a warm winter menu will warm you right up! The picnics can be enjoyed indoors or outdoors on the lawns on those delightfully blue-skied and sunny winter days.


Stellenbosch’s winter scene is flourishing with newly opened places, spaces, and offerings, adding to the town’s vibrant atmosphere. Explore the historic town centre and discover Art and Wine Lounge and Le Grand Domaine Enoteca, two exciting additions to the town’s growing selection of wine bars.

When night falls, kickstart your evening with sundowners at Nocturne, a trendy mixology bar sure to blow your mind with its innovative cocktails, or sample trendy Korean cuisine at Gochu Gang, a Korean food takeaway spot, both sister establishments to the acclaimed Dusk restaurant.

Browse winter restaurant specials here.

Calling all foodies. Stellenbosch, the culinary capital of South Africa, is dishing up a feast of exceptional restaurant and food offers. Experience the rich flavours and innovative cuisine that define this vibrant town, where each meal is a celebration of the finest ingredients and culinary artistry.

Why not stay a night or two and embark on a culinary exploration to make the most of all the amazing restaurant offers Stellenbosch has to offer.

Visit the Stay & Play website for more information.

Romantic weekend away or family getaway? Treat yourself this Autumn-Winter season in Stellenbosch. Enjoy red wine conversations around crackling fires and warm Winelands hospitality.

With so much to eat, taste, and do, now is the perfect time to extend your visit to Stellenbosch for one, two, or even three days. Book your stay and make the most of every moment in this warmhearted destination.

Browse winter accommodation specials here.

Work off some of that good food and wine, hitting the many mountain bike trails. Choose whether you want to walk, hike, mountain bike or need a little assistance with an eBike.

Ready to explore Stellenbosch this winter? Discover even more unique experiences and outdoor adventures by checking out our detailed guide!


If you’re more of a Culture Boscher, there’s lots more to enjoy in Stellenbosch, beyond just the wealth of galleries and fascinating museums.

Discover the culture and breathtaking surroundings of the Dwarsrivier Valley on a Pniël Cultural and Environmental Hiking Tour, guided by Pniël local Uhlan Lackay. Or dine with a local in Kayamandi.

For a charming and relaxed final lunch in the Bosch, savour next-level pizza and casual fare at ‘biker bar’ Kantien, a new addition to Bertus Basson’s culinary empire, in the heart of town. Soaking up the winter sunshine dining on the porch is a wonderful experience.

BOOKMARK THIS! Wine Town Stellenbosch:
South Africa’s heartland of wine goes on full display from Tuesday, 29 July to Sunday, 4 August 2024, when it welcomes families and friends to its annual celebration of the grape, suitably called Wine Town Stellenbosch.

The Stellenbosch Wine Festival is the key event of Wine Town Stellenbosch – a focused celebration of wine in and around Stellenbosch.

The wine festival will take place in the Stellenbosch Town Hall over 2 & 3 August 2024 and the tickets include wine and a variety of small plate offerings. Grab your tickets here.