Winburg Voortrekker Loop
Winburg has the distinction of being the oldest town in the Free State — established by the Voortrekkers in 1842 and named for a battle victory. The historic town on the N1 sits surrounded by the same open Highveld landscape that the pioneers encountered, and the 33km Voortrekker Loop follows gravel roads through countryside that has changed remarkably little since the 19th century.
What to Expect
Gravel farm roads on flat to gently rolling central Highveld terrain through a working agricultural landscape. The riding is intermediate in effort and accessible to most cyclists. Historic farm buildings, stone walls and the characteristic Afrikaner farming landscape give the route a genuine sense of historical continuity — these roads follow the same routes that ox wagons once travelled.
Winburg’s Heritage
The town has several historical sites associated with the Voortrekker era and the Anglo-Boer War. The Winburg Monument, dedicated to Voortrekker history, is worth visiting before or after the ride to contextualise the landscape you’ve just ridden through.
Getting There
Winburg is on the N1 between Johannesburg and Bloemfontein. GPS: -28.5112, 27.0012.
n
🌐 Visit Official Trail Website →
More Trails in Free State
9 trailsWelkom Sandy Plains Ride
30km easy to intermediate sandy plains ride from Welkom — unique sandy soil Highveld terrain in…
Bloemfontein Naval Hill Circuit
10km intermediate circuit around and over Naval Hill in Bloemfontein — rocky koppie singletrack with sweeping…
Petrus Steyn Farmland Loop
38km intermediate Highveld farmland loop from Petrus Steyn — gravel farm roads through the productive maize…
Golden Gate Mushroom Rock Route
22km intermediate route through Golden Gate National Park to the iconic Mushroom Rock formation — sandstone…
Golden Gate 30km Challenge
30km advanced challenge through Golden Gate Highlands National Park — extended highland plateau riding with dramatic…
Harrismith Grassland Loop
28km intermediate Highveld grassland loop from Harrismith — wide gravel roads through open grassland with the…
Ficksburg Sandstone Challenge
45km advanced sandstone mountain loop from Ficksburg — technical singletrack over dramatic red and orange sandstone…
Lindley 25.98 Mile Route
42km intermediate gravel loop from Lindley — an extended version of the shorter route, pushing further…
Lindley 22.66 Mile Route
36km intermediate gravel loop from Lindley through the agricultural plains of the eastern Highveld — mealie…
