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Walking Events Calendar near Wellington 2026-2027

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Explore the top walking events near Wellington for 2026-2027! We've gathered 9 great walks in the area. Check out our detailed list below to find your next local walk.

July 2026
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.
August 2026
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..
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..
Guided hikes from Spice Route into Paarl Mountain Reserve through fynbos and renosterveld past granite boulders with valley and mountain views. Options 10km and 17km, with water stations on route, medals and morning registration.
Walkers can choose 5 km or 10 km flat, friendly routes starting and finishing at De Poort in Southern Paarl, Paarl, with waterpoints on route and festival facilities at the venue. These walk options run alongside the event's longer races.
October 2026
Walkers can choose the 5km family route or the scenic 10km trail at Rhebokskloof Estate in Paarl, both on sections of the Paarl Trails with flowing singletrack, climbs and great views. Routes are fully marked with water points and festival ac..
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