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Monteriggioni to Siena

Hiking route · Italy
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  • Castello della Chiocciola
    Castello della Chiocciola
    Photo: Sally Thompson, Macs Adventure
m 350 300 250 200 18 16 14 12 10 8 6 4 2 km
Leaving Monteriggioni on foot, follow in the pilgrims footsteps along the Via Francigena to Siena. 
Distance 20 km
6:10 h
402 m
304 m
368 m
242 m
After a short transfer to Monteriggioni most of today will be spent walking in and around the periphery of the Area Naturale della Montagnola Senese so expect a lot of woodland, forest and country tracks and rural roads. As you near Siena, surroundings naturally become more suburban. You will soon see the spire of the Siena Duomo in the distance and you can be proud to know that you have almost completed your walk in Tuscany - almost 100km of Tuscan countryside and hilltop towns!

Author’s recommendation

Even though today's walk is fairly long it is still worth exploring Monteriggioni where you get dropped off for the beginning of the walk. Set amidst the gentle Sienese hills it is a rare example of medieval military architecture with its 14 square towers. 
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Macs Adventure
Update: September 26, 2022
Highest point
368 m
Lowest point
242 m
Best time of year

Track types

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Safety information

Occasionally you will walk along rural roads and although they are fairly quiet they will get a bit busier coming into Siena, so please take care of the traffic.

Tips and hints


Food & Drink ...

Colle di Val D’Elsa has shops and bakeries, most of which are located in the non-historical centre (a short lift journey away), please ask your accommodation for directions to the nearest shop/bakery. There is a water fountain at your drop off point just at Monteriggioni, as well as bars and cafes. Please take a packed lunch with you today as there are no obvious stop offs for lunch along the trail.


Alternative Transport ...

If you wish to skip today's walk there are buses from Colle di Val d'Elsa to Siena. Bus numbers 131 and 130 do this route. The journey takes 30 minutes and they leave a couple of times per hour. You can check schedules on the Siena Mobilita website.


Some useful links ...

Monteriggioni: Architecturally significant, this walled town was built in the 13th Century by the Sienese during their wars with Florence. The city wall is still completely intact and is roughly circular in shape with 14 towers rising from them. You will be dropped off just outside the walls. If you would like to explore the town a bit before setting off on foot (highly recommnded), simply climb the stairs from the car park to do so.


Castello della Chiocciola: The Chiocciola Castle is one of many medieval forts that were built, and still largely still exist, in the Monteriggioni area, an outpost of Siena's power. The presence of a large number of castles in the area was due to two fundamental factor;the proximity to the Via Francigena and its links with enemy of Florence, hence it has always been the scene of clashes and military operations.


(This route is used in the following itineraries: WItSClass and WItSClSB)


Car park at base of stairs leading to Monteriggioni. (250 m)
43.388178, 11.224901
43°23'17.4"N 11°13'29.6"E
32T 680204 4806326


Piazza Guido Chigi Saracini.

Turn-by-turn directions

0.00km - START POINT: Car park at foot of stairs leading to Monteriggioni. (there is a water fountain here as well as an information board about the VF).With your back to the stairs (if you are so inclined, first walk up the stairs to have a look at Monteriggioni), TURN RIGHT out of car park. BEAR LEFT onto an asphalt road, following sings for the Via Francigena. Be careful of passing traffic. TURN LEFT onto gravel footpath, continuing to follow signs for the VF. Come to zebra crossing, cross and then BEAR RIGHT onto footpath TURN LEFT following footpath and turning away from main road.

0.70km - BEAR RIGHT and ascend following path and VF signs, ignoring the path straight ahead of you.

1.00km - BEAR LEFT and ignore path on right. Keep an eye out for Via Francigena signs, stone markers and stickers.

1.10km - BEAR LEFT onto smaller gravel path.

1.50km - BEAR LEFT at fork, continue to follow signs.

1.80km - BEAR LEFT at fork again, following signs.

2.40km - BEAR RIGHT following signs and ascending gently. At the top BEAR RIGHT following signs for VF

3.10km - Ignore path on right and BEAR LEFT following signs. There is a dog kennels on your left.

4.20km - BEAR RIGHT following path and descend. Follow sings for Ponto Sosta and for La Villa (coffee sign).

4.60km - TURN LEFT onto small gravel path leaving rocky path. There are some ruins on your right.

5.50km - Come to a junction, TURN LEFT coming off dirt track. Sign for the small town of Cassavecchia on your right. Descend following markers.

5.60km - BEAR RIGHT ascending gently and following markers.

5.80km - Come to small asphalt road. Continue STRAIGHT ON crossing the road and rejoining gravel path signposted for the VF. There is an interesting castle on your right, the Castello della Chiocciola.

6.20km - TURN LEFT at fork onto smaller grassy path.

6.40km - BEAR LEFT and join asphalt road, following signs. There is ‘La Villa’, a small picnic stop with benches, drinking water, shade etc. on your left. A lovely spot to stop for a break and talk to fellow VF walkers. After La Villa, BEAR RIGHT on path following sings and walking through a cluster of buildings.

6.50km - BEAR RIGHT onto gravel path.

6.60km - BEAR RIGHT onto smaller footpath, descending slightly and following signs.

6.70km - BEAR RIGHT at fork following VF signs for the OFFICIAL WAY (UFFICIALE in Italian)

7.40km - BEAR LEFT at fork following signs. There are trees on your immediate left and an open field on your right.

7.90km - Ignore small bridge and path on left and BEAR RIGHT. Continue to follow stickers and markers for the VF, they are quite often just small signs on trees!

8.30km - TURN RIGHT onto asphalt road and walk alongside road. It’s a fairly quiet road and an official part of the route but still always take care when walking on the road.

9.80km - Continue STRAIGHT ON on asphalt road following VF signs and ignoring the smaller roads veering left and right.

10.30km - TURN LEFT onto Strada dell’Osteriaccia, a gravel track, following signs for the VF.

10.90km - There is a road bearing right which is a small detour to a church. If you choose to detour it adds an additional 800m walking to your route. If not, continue STRAIGHT ON.

11.60km - BEAR LEFT at fork following the VF signs, there are some houses on your left. A few meters later, BEAR LEFT again. Ignoring the ascending path straight ahead.

12.00km - Come to a clearing in the field and an information board about the nearby lake, marshy lands and the associated reclamation works. There is also a striking stone pyramid structure here and a nice bench on your left, for which there are paths through the tall grass to reach. Continue STRAIGHT ON on footpath.

12.30km - BEAR RIGHT following VF signs. Shortly after, come to a road, cross carefully using zebra crossing and rejoin footpath on other side. Continue STRAIGHT ON following signs for VF.

13.30km - At the fork in the path BEAR LEFT (There is a small stone on the ground saying Siena 2km) and continue to follow path with signs for VF until you reach the end of the dirt track.

14.00km - BEAR RIGHT joining gravel path and leaving dirt track. There is a fence and horse riding school on your left.

14.20km - Join asphalt road and continue STRAIGHT ON, there is a cemetery to your left. Shortly after, come to a junction and BEAR LEFT continuing to follow the asphalt road.

15.10km - At top of road, TURN RIGHT onto Strada delle Coste following VF sign onto a gravel road passing some houses, the road soon becomes asphalt once again.

16.60km - Continue STRAIGHT ON, and pass under motorway and ascend.

17.10km - TURN RIGHT onto asphalt road (Via G. Milanesi) following signs. Walk along road carefully. This is a fairly quiet road. Ascend.

17.70km - BEAR LEFT following asphalt road and VF sign. Ignore road on right (Strada di Marciano)

18.90km - Arrive at a junction, BEAR LEFT following sings for VF and ‘centro’ (city centre). Shortly after, come to a roundabout, BEAR LEFT again and cross at zebra crossing.Then TURN RIGHT to join pavement (Viale Cavour).And then continue STRAIGHT ON.

19.50km - Arrive at large archway, pass through this and continue STRAIGHT ON. Shortly after, come to zebra crossing, cross and enter the historic city centre through the Porta Cammolia.

20.00km - FINISH POINT: Piazza Guido Chigi Saracini.Please see your accommodation sheet for directions to your accommodation.


all notes on protected areas


43.388178, 11.224901
43°23'17.4"N 11°13'29.6"E
32T 680204 4806326
Arrival by train, car, foot or bike


Please be prepared by taking all necessary items. For example, proper rain gear (jacket and pants) and a sun hat and sunscreen (particularly essential during the hotter months).

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20 km
6:10 h
402 m
304 m
Highest point
368 m
Lowest point
242 m
Scenic Cultural/historical interest Linear route


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