A Stellenbosch weekend itinerary

Hankering for a holiday in Europe? Well, you can find a small slice of it right here in SA! The beautiful oak-lined streets of Stellenbosch are certainly more than reminiscent of a European capital, especially at this time of the year when the autumnal colours add a layer of charm to the town.

I recently spent a weekend in the wine capital of South Africa and, aside from being reminded about how much I enjoy spending time in this picturesque place, I also discovered a few NEW exciting activities to enjoy – perfect for including on a 2-day Stellenbosch weekend itinerary.

Most important when planning your weekend in Stellenbosch is to book centrally-located accommodation. To fully appreciate living in this pedestrian-friendly town, you need to stay within walking distance of the city centre. That way you can walk down to enjoy a coffee and croissant on a sidewalk cafe mid-morning or pop out to enjoy the Botanical Gardens after your afternoon snooze.

During my trip I was fortunate to stay at Evergreen Manor & Spa which is located in Murray Street right in the heart of Stellenbosch and only 2 min walk from the Stellenbosch University campus and Botanical Gardens and less than 5 min from the central main shops, art galleries and museums.

Part of Cape Country Routes, a leading group of owner operated and managed accommodation and activity establishments located on the scenic and historic routes in the Western and Eastern Cape, Evergreen Manor oozes character.

Built in 1904 Evergreen Manor & Spa, the spaces are made up of two elegantly restored Victorian houses that have an old world charm combined with every modern convenience such as underfloor heating in bathrooms, satellite TV, mini-bar, electronic safes and free Wifi.

The spacious guest rooms are individually decorated with fine period and antique furnishings that add to the romance and there is ample relaxation space next to the swimming pool. An intimate spa space that offers a range of wellness treatments by highly qualified therapists, using the world-renowned QMS Medicosmetics range of products.

The centre of the town is an easy walk from Evergreen and I loved browsing the many gorgeous boutiques and stopping in to enjoy a drink at one of the local eateries. There are so many incredible art galleries, museums and historical buildings to explore that one afternoon simply won’t be enough time! Don’t miss a visit to the Stellenbosch Botanical Garden or a walk along the Eerste Rivier either.

I loved staying in Evergreen for the convenience, but it was the warm hospitality that really made this accommodation stand out. From the owners to the reception desk to the waiting staff, everyone was wonderfully welcoming and ensured every need was met – before I knew about it!

My Perfect Stellenbosch 2-day Itinerary


14:00 Check in at Evergreen Manor & Spa.

14:30 Head to town via the Stellenbosch University Botanical Gardens.

15:30 Enjoy a walk around town browsing the beautiful boutiques.

17:00 Enjoy a “Happy Hour” drink at Backs where you can enjoy 2-for-1 on all drinks.

18:00 Head back to Evergreen to freshen up.

19:30 Walk to supper at De Warenmarkt.


07:30 Enjoy breakfast at Evergreen.

08:30 Walk to the Adventure Shop to meet your guide for an e-bike ride from Stellenbosch to Boschendal Wine Estate via the majestic Helshoogte Mountain Pass. (This needs to be pre-booked)

12:30 Arrive at Boschendal and enjoy your pre-ordered picnic on the grass. Wine can be ordered from the kiosk. Don’t feel like a picnic? There is also The Deli and The Werf (however, you might feel more comfortable picnicing in your exercise gear!)

15:00 Head back to Stellenbosch on the Adventure Shop’s complimentary shuttle.

15:30 Enjoy some downtime at Evergreen Manor & Spa – indulge in an afternoon snooze, relax with a book poolside or book a well-earned massage.

19:30 Walk to supper at The Fat Butcher.


07:00 Wake up early for a brisk and crisp morning walk or run around the suburban streets and along the edge of the Eerste Rivier, stopping for coffee en route OR sleep in!

08:30 Enjoy a leisurely breakfast at Evergreen and check out.

10:00 Head off to Stellenbosch Flying Club to enjoy a scenic light plane flight over the Cape Winelands with Alyd Air. (This needs to be pre-arranged)

12:00 Enjoy a light lunch at Stellenbosch Flying Club.

Read more about my own weekend in Stellenbosch…

A scenic flight in the Cape Winelands with Alyd Air

An e-bike adventure with Adventure Shop (link loading soon)

Enjoying Boschendal’s NEW Winter Picnic (link loading soon)

Dinner at De Warenmarkt (link loading soon)

Kathryn Rossiter

Kathryn is a South African lifestyle blogger and mom of 2 who has been blogging daily for over 9 years! She writes about travel, health, beauty, fashion, decor and family... but not food (unless it's food she's eaten made by someone else) as she is a hopeless cook. She only wakes up early for 2 things... a red-eye flight to somewhere exotic and early morning game drives. She has just finished an extensive home renovation and would prefer to never see another box again. She's never met a chocolate or glass of bubbles that she didn't like!

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