Tuscany: Hilltop Towns

Walk between Renaissance and medieval hill-top towns of southern Tuscany, discovering Montepulciano, Pienza, Bagno Vignoni, Montalcino, and finally Siena. Your journey winds through a unique linear, almost geometric landscape of hills, vineyards and olive trees. Highlights include the spa baths at Bagno Vignoni and former Benedictine monastery at Sant’ Antimo Abbey. You’ll follow rewarding trails through the lesser known wine regions south of Siena. Take your time, slow down and discover the tastes and textures of Tuscany, one of Italy’s most beautiful and historic regions.

Public list
outdooractive.com User
A list by
Chase Marston
updated on: 2019-05-16
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Macs Adventure

Presentation
Hiking trail · Siena

Montepulciano to Pienza

Hiking trail View from Montichiello
2017-07-26
moderate
15.5 km
4:45 h
490 m
543 m
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Pienza to Bagno Vignoni

Hiking trail One of the typical red and white signposts.
2017-07-26
moderate
15.4 km
6:00 h
312 m
495 m
2
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Bagno Vignoni to Sant' Antimo

Hiking trail Sant 'Antimo Monastery
2017-07-26
moderate
14.5 km
5:00 h
489 m
475 m
1
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Montalcino to Buonconvento

Hiking trail Leaving Montalcino behind
2017-07-26
moderate
16.9 km
5:00 h
274 m
531 m
1
by Sally Thompson,  Macs Adventure
Hiking trail Chiusure village on the hill top
2017-07-26
moderate
10.7 km
3:15 h
315 m
391 m
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Grancia di Cuna to Siena

Hiking trail Archway at start of walk
2017-07-26
moderate
16.9 km
4:30 h
237 m
116 m
by Sally Thompson,  Macs Adventure