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: May 16, 2019
Responsible for this content
Macs Adventure Verified partner  Explorers Choice 

Presentation
Hiking trail · Siena

Montepulciano to Pienza

Hiking trail View from Montichiello
July 26, 2017
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.
July 26, 2017
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

July 26, 2017
moderate
14.5 km
5:00 h
489 m
475 m
1
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Montalcino to Buonconvento

July 26, 2017
moderate
16.9 km
5:00 h
274 m
531 m
1
by Sally Thompson,  Macs Adventure
July 26, 2017
moderate
10.7 km
3:15 h
315 m
391 m
by Sally Thompson,  Macs Adventure
Hiking trail · Siena

Grancia di Cuna to Siena

July 26, 2017
moderate
16.9 km
4:30 h
237 m
116 m
by Sally Thompson,  Macs Adventure