0.00 km – Facing the frog fountain in the centre of San Sano village. TURN LEFT and follow the road ascending slightly out of the village. The road soon passes between vineyards.
0.50 km – At the large pine tree on the left-hand side of the road continue STRAIGHT ON and follow the road.
0.70 km – At the Marchesi Antinori buildings on the right-hand side of the road continue STRAIGHT ON and follow the road as it becomes tree-lined.
1.90 km – TURN RIGHT off the road onto the track which descends at the Parco Scultare (2.8 km) signpost. Follow the track as it curves to the right.
2.80 km – Continue on the main track and TURN LEFT to cross the wide bridge.
2.90 km – After crossing the bridge continue STRAIGHT ON the wide track, ignoring a track and signpost with red arrows arrow off to the right.
3.10 km – BEAR LEFT onto the tar road and ascend, ignoring the track on the right (signposted for Borgo Vignale).
3.20 km – At the end of a steep ascent on tar BEAR RIGHT to continue on the wide track, ignoring a track joining from the left.
3.40 km – BEAR RIGHT (at the signpost off to the left for Borgo Pretaaccione) and follow the road as it curves right.
3.60 km – The track becomes tar underfoot and ascends to curve left up-ahead. Pass the buildings and continue STRAIGHT ON following the road, and ignoring any tracks off to the side for 1.20 km.
4.80 km – At a T-junction in the road with a small traffic island (a large sculpture of a red and yellow pepper beside the building on your left-hand side) TURN RIGHT to follow the signpost for Pianella (6km). There is no pavement so please beware of vehicles.
4.90 km – Pass the entrance to Parco Scultare on your right and continue STRAIGHT ON the road.
5.10 km – Pass a statue of a metal horse on your right-hand side and continue STRAIGHT ON.
5.30 km – Pass the signpost to Pievasciata village and continue STRAIGHT ON.
5.50 km – BEAR LEFT just after a metal cross on the left-hand side with red telephone boxes in front of it and follow the signpost to Pianella village to the left. Don’t turn right to descend into the village of Pievasciata. Continue to follow the wide track for 2.2 km as it begins to descend gently with olive groves and vineyards on either side. The are some wonderful views to the hills ahead on a day with good visibility.
7.30 km – Continue STRAIGHT ON following the signpost for Pianella (3.5 km) to walk for another ~700 m. Don’t descend to Cerreto on the left.
8.00 km – Continue STRAIGHT ON the road as it descends and curves downhill with the Canonic a Cerreto (with the bell tower) in front of you. Continue to follow the wide track for 1.40 km.
9.40 km – Here there’s a rough track in the field just on the right-hand side of the track. If you prefer to walk along this parallel track instead of the wider main track then step over the grass verge and follow it to the building at the track junction ahead.]
9.60 km – Just after the open field on your right and vineyards on your left come to a track junction with a small brick building on the left-hand side. TURN RIGHT at the cross-roads onto the grassy track through the trees.
9.90 km – Continue STRAIGHT ON as a track goes off to the right.
10.00 km – Continue STRAIGHT ON as a stream channel crosses the path.
10.10 km – After a rough ~50 m section of path cross the stream and ascend a dirt path on the opposite bank. Once up the bank BEAR LEFT into a clearing then BEAR RIGHT and ascend a tracl on the right-hand side of a vineyard.
10.30 km – Continue STRAIGHT ON ascending with the vines on your left and the forest on your right, ignoring a track off to the left.
10.50 km – TURN LEFT to curve around the top of the vineyard. Go around the metal gate in ~50 m. Then TURN RIGHT on meeting another track ahead to come back on yourself and reach a small concrete building in ~100 m.
10.60 km – TURN LEFT at the small concrete building and follow the track as it ascends with the vines on your left-hand side.
11.10 km – At the crossroads of the track with a road continue STRAIGHT ON to cross the road and continue to walk along the track with the vineyard (and a track on the edge of the vineyard) on your left-hand side.
11.30 km – BEAR RIGHT onto a grassy track into the trees at the end of the vineyard.
11.40 km – BEAR LEFT onto a grassy track into woodland. Don’t turn right into the olive grove. Then BEAR LEFT at a split in the path.
11.90 km – Continue STRAIGHT ON at a junction with a Sentiero signpost off to the right. Follow the path heavily eroded by water in places. Beware of bikes on these narrow paths – these trails can be popular with cyclists in the summer.
12.20 km – On reaching the edge of the fenced vineyard TURN RIGHT to continue on the path through the trees, curving to the right.
12.40 km – BEAR RIGHT and continue to follow the path as a very faint path goes into the undergrowth on the left. In ~10 m, with a Sentiero signpost on the right, cross a stream channel and BEAR LEFT uphill through the trees to follow the narrow path. Don’t bear right into open ground.
12.60 km – At the T-junction TURN RIGHT with a black arrow signpost on a tree on your right.
12.70 km – At a T-junction with a wide track cross the drainage channel and TURN LEFT onto the track. There’s a red and white painted marker on the signpost ahead.
12.90 km – TURN RIGHT off the track onto a path into the trees. Make sure you don’t miss it and continue descending to the large wall and gates on the right-hand side. Continue STRAIGHT ON the path, with a small clearing on the left and another path on the right.
13.10 km – Continue STRAIGHT ON passed the path off to the left. In ~50 m follow the path as it turns left to descend slightly.
13.30 km – At a track junction BEAR LEFT to take the grassy path into the field, after crossing a small drainage channel.
13.50 km – On reaching a track on the other side of the field TURN LEFT onto the track to join the tar road ahead, then TURN RIGHT onto the road into the village on Via Fabrizio de Andre. There is a pavement on the left-hand side of the road.
13.80 km – At the junction with Via Vittoira Affieri TURN RIGHT to cross the bridge (Via Bianchi Bandinelli). Walk passed the car park on your right-hand side then TURN RIGHT at the signpost for Pazza r. Guttuso. Then BEAR LEFT in front of the play park on the right. Follow the street and ascend into the gated car park.
14.00 km – From the gated car park TURN LEFT to join the pavement beside the road, then continue STRAIGHT ON over Via Bandinelli.
14.10 km – TURN RIGHT to cross the pedestrian crossing into a small park with large pine trees on left and houses on the right (Via Agostino Fantastica).
Alternatively, if you haven't brought lunch with you continue straight on down the hill to the roadside and then turn right to reach the roadside Osteria and Pizzeria. To continue the walk retrace your steps to the pedestrian crossing and go into the park of pine trees.
14.20 km – Exit the park and TURN RIGHT onto the road at the pedestrian crossing then TURN LEFT and follow the signpost for Monaciano between the stone pillars.
14.30 km – Continue STRAIGHT ON as the road becomes a track with an open field on the left-hand side. In ~200 m the track becomes tree-lined.
14.70 km – TURN LEFT off the wide track onto a slightly narrower descending track. In ~100 m continue STRAIGHT ON as a track crosses this one, then cross a brick bridge over the stream. Continue STRAIGHT ON until you reach the top of the road, then TURN LEFT. Continue to follow the road for roughly 100 m and TURN RIGHT onto a narrow path.
*** Important: From here please pay close attention to the route as shown in the App. There is a route diversion in place due to a private path being fenced off and walkers are no longer able to pass through it. ***
15.00 km – Take extra care as you cross the road and continue STRAIGHT ON for roughly 500 m ignoring a street to your left, then to your right. TURN LEFT then TURN RIGHT as you continue to follow the track ahead.
15.70 km – TURN LEFT off the track beside the field on the right-hand side into a patch of woodland and ascend slightly with a fence on the right-hand side.
*** End of route diversion ***
16.00 km – Continue STRAIGHT ON ascending on the track as the olive grove appears on your left-hand side.
16.10 km – TURN RIGHT onto the track and continue through trees. Don’t go into the vineyard or olive grove ahead.
16.30 km – At the edge of the vineyard TURN RIGHT and continue on the track with the vineyard on your left.
16.40 km – Before reaching the gate TURN LEFT and descend with the vines on your left-hand side.
16.50 km – After a large boulder on the right TURN RIGHT and ascend the embankment onto the track. TURN LEFT onto the track and continue STRAIGHT ON with the church on the right-hand side. Then follow the tar road as it curves left then right and changes to gravel as it descends.
16.70 km – Continue STRAIGHT ON to follow the road as it curves left and descends at the start of a metal barrier on the right.
16.90 km – Continue STRAIGHT ON over the bridge, and pass the buildings on the right-hand side. Follow the track as it curves right to ascend.
17.50 km – Continue STRAIGHT ON passed the Siena Commune signpost on the right.
17.70 km – On joining the road TURN RIGHT and follow the road as it curves left. There is no pavement and this can be a busy section of road so please be especially careful of vehicles.
18.00 km – TURN LEFT off the busier road as it begin to curve right, and follow the smaller road as it curves right after a Parking signpost. Catch your first glimpse of Siena on the hill behind the church just up ahead.
18.10 km – TURN LEFT and follow the road towards the church.
18.20 km – BEAR LEFT on the lower track towards the church carpark then in ~100 m BEAR LEFT again taking the lower track, which descends with trees on the left-hand side.
18.50 km – Descend between the buildings and then BEAR LEFT at house no. 2. The track is rough and fainter, as you walk down it there will be wooden railings on the right-hand side.
18.80 km – Continue STRAIGHT ON as the path becomes a track, then TURN RIGHT at a track junction, and TURN LEFT to cross the bridge over the road.
18.90 km – After descending to roadside cross the busy road at the pedestrian crossing and TURN LEFT to descend on the pavement on the right-hand side of the road. You will soon pass under the bridge over the road you just walked over.
19.00 km – Stay on the pavement and take the first right at the roundabout, using the pedestrian crossings to cross the road to the pavement on the other side. Follow this road as it ascends slightly and continue STRAIGHT ON.
19.50 km – Stay on the pavement and TURN LEFT at the roundabout keeping the metal railing on your left-hand side.
19.60 km – At the small roundabout just after the Si Pedala station of white bikes TURN RIGHT at the roundabout and stay on the pavement of the left-hand side of the road.
19.70 km – Continue STRAIGHT ON under the road bridge above.
19.90 km – Cross the pedestrian crossing at Largo Sassetto and follow the road as it curves right with black and yellow metal posts on the right-hand side of the pavement.
20.00 km – Continue STRAIGHT ON through the brick archway into the old city of Siena (use the pedestrian crossings to cross the road). Continue through the second archway and stay on this paved road to ascend follow the signpost (on Via di Vallerozzi) on the left-hand side for Piazza del Campo.
20.30 km – As Via del Abbadia cuts across this road continue STRAIGHT ON to ascend.
20.40 km – TURN LEFT on reaching a T-junction with Via dei Montonini, with a bakery in front of you, continue STRAIGHT ON along the street with shops on either side.
20.70 km – At a T-junction with steps down ahead of you descend the steps on the left-hand side of the large white marble arched building. At the bottom of the steps you will find yourself in Piazza del Campo the ancient heart of Siena and the end of the day’s walk.