Western Cape
Walking Events Calendar Western Cape 2026-2027
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Explore the best walking events in province Western Cape for 2026-2027! Our updated list features 34 great walks across the region. Find your next walk in province Western Cape below and join the walking community at these great events!
July 2026
A guided 9 km circular hike from Fairy Knowe Hotel gains about 70m on trails through forest and along the Touw River. Walkers must carry a required emergency kit and can follow the hike with a calm canoe on the river.
Walk options 10 km and 5 km at Dornier Wine Estate in Stellenbosch follow vineyard single tracks, forested trails and flowing MTB paths with some hills. There is one water point on the long course so walkers should carry their own cup or flas..
Walkers follow a 12 km out and back route with approx 571m ascent through fynbos and proteas, enjoying views over much of George and a cave. Meeting is at the Tolbos Building on the Saasveld campus in George and the outing is about four hours, su..
Marked self paced hike from the Afrikaanse Taalmonument in Paarl over jeeptrack, singletrack and fynbos slopes with Winelands views. Route is 9.2km total with 5.8km up and 3.4km down (±290m) and a picnic stop at Krismiskamp.
Walkers can choose 6 km or 11 km routes at L'Avenir Wine Estate in Stellenbosch, across vineyard roads, orchards and singletrack, with refreshment stations on both routes.
Timed social run or walk of 5 km starting at My Sweet Art Cafe in Bloubergstrand, Cape Town. The wristband includes a barista cappuccino and muffin, and the event features live ACE Radio vibes and prize draws alongside the run and walk.
Walkers can follow a 5 km route around Devonvale Golf and Wine Estate on cart paths with about 150m of ascent. The untimed fun walk welcomes kids, advises headlights or torches, and offers parking, short showers and warm fires with restaurant spe..
August 2026
Walkers can choose 5 km or 10 km routes along the promenade starting at Green Point (the Lighthouse). The family friendly event provides refreshments and proceeds support Girls With Wiings; limited GWW caps and T shirts will be on sale.
Walkers follow a 14 km trail from the Old Toll House, Riversdale, through fynbos with stream crossings and a forest water refill point. Route rises to a steep 1.5 km final ascent; carry hydration, layers and sturdy shoes.
The Plaisir Sunday Hike at Plaisir Wine Estate in Simondium is a self paced, marked hike through vineyards and forest to a viewpoint. The route is 9.6 km round trip with a 5 km ascent (±330 m) and 4.6 km return and includes a picnic style..
Walkers can join a 5 km Fun Walk that starts and finishes at NG Church in Prince Albert, on easy family friendly routes through Karoo landscapes with views of the Swartberg Mountains and sections near the Swartberg Pass. The venue hosts a church..
Walkers follow a well maintained 9 km circuit from Fairy Knowe Hotel through lush forest and along the Touw River, about 70 m ascent and passing Wilderness Beach. The hike lasts 2.5 to 3 hrs and is followed by a guided canoe on the river.
Walk friendly trail routes at Neethlingshof Estate, Stellenbosch offer 5 km, 10 km, 15 km and 21 km on well marked trails. Walkers have on route support, water points and a relaxed start option alongside runners.
Walkers can choose the 6 km fun run and walk from Greyton Town Square along fynbos and mountain trails, dog friendly. Water points offer iced tea, energy drinks, Coke and water, and entries include coffee before route and a free pint.
Walks of 5 km or 10 km start at Gecko Rock Montagu in Breede River DC, Western Cape. Routes follow non technical jeep track and single track through Klein Karoo renosterbos, have been made more walker friendly and include waterstations on cou..
A 5 km untimed walk on cart paths around Devonvale Golf and Wine Estate in Stellenbosch with approximately 150 m of ascent. Walkers are advised to use headlights or torches; ample parking, short showers and warm fires and restaurant specials are..
September 2026
Plaisir Wine Estate in Simondium has a marked route through vineyards and forest to a viewpoint on Simonsberg. 9.6 km round trip with a 5 km ascent (≈330 m) and 4.6 km return on moderate single track, picnic style viewpoint includes a sip..