Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Hiking trails & Routes

View of Pienza – View of Pienza and Montalcino loop from Montepulciano

Hiking trails & Routes

View of Pienza – View of Pienza and Montalcino loop from Montepulciano

Hard

4.7

(43)

131

hikers

View of Pienza – View of Pienza and Montalcino loop from Montepulciano

05:12

17.2km

550m

Hiking

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: April 14, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

194 m

Strolling Through the Historic Alleys of Montepulciano

Highlight • Historical Site

It is very beautiful here.

Translated by Google •

Tip by

2

825 m

View of the Church of San Biagio and Val d'Orcia

Highlight • Viewpoint

Wonderful viewpoint, take a break and enjoy the wonderful beauty of nature around you

Translated by Google •

Tip by

3

7.60 km

View of Pienza

Highlight • Viewpoint

Magnificent views of the Orcia valley with side valleys and in particular of the old town of Pienza, which is enthroned on a ridge.

Translated by Google •

Tip by

4

7.72 km

Historic Center of Monticchiello

Highlight • Historical Site

A great compact old town on top of a hill or ridge. Picturesque streets, great old buildings, pretty gardens, park with art objects, closed city wall, interesting church with numerous restored frescoes. Magnificent views. Very worthwhile!

Translated by Google •

Tip by

5

11.6 km

View of Pienza and Montalcino

Highlight • Viewpoint

Good walk along gravel roads and through the woods. Fabulous views.

Tip by

6

16.1 km

San Biagio Church (Montepulciano)

Highlight • Religious Site

At the foot of Montepulciano, the Temple of San Biagio represents a masterpiece of the Tuscan Renaissance. A work by Antonio da Sangallo the Elder, it is distinguished by the …

Showing Translation

Tip by

7

16.6 km

Porta dei Grassi

Highlight • Monument

This was the car scene from Twilight where they drive into the city.

Translated by Google •

Tip by

8

16.8 km

View of Montefollonico and the Tuscan Countryside

Highlight • Viewpoint

Here you can enjoy fantastic views over olive and vineyards to Montefollonico.

Translated by Google •

Tip by

B

17.2 km

End point

Bus stop

Way Types & Surfaces

Way Types

7.02 km

5.12 km

4.50 km

306 m

304 m

Surfaces

8.40 km

5.96 km

1.98 km

569 m

306 m

< 100 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (580 m)

Lowest point (380 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Wednesday 13 May

21°C

9°C

0 %

Additional weather tips

Max wind speed: 27.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Nearby routes

4.7

394

Vitaleta Ring Trail

02:53h

10.2km

220m

4.7

257

Pienza Gladiator Road Loop

01:37h

5.33km

180m

4.3

299

Ascent to Monte Amiata — Ring tour

03:18h

9.85km

450m

4.7

166

Abbazia di Sant'Antimo e Villa a Tolli – loop tour

02:28h

8.14km

250m

4.4

52

La Foce Loop

02:31h

8.11km

310m

4.3

72

From Montalcino to Castelnuovo dell' Abate – loop tour

06:51h

23.6km

600m

3.5

17

The village of Montepulciano — Ring tour

01:02h

3.43km

110m

4.0

54

Montalcino Fortress and Vineyards Loop

02:26h

7.49km

320m

2.5

25

Between the Castelluccio di Pienza and the Sienese hills – loop tour in the Riserva Naturale Lucciola Bella

03:05h

10.0km

350m

4.4

8

Chiusure - Monte Oliveto Maggiore Loop

02:45h

10.0km

160m

5.0

7

From Torrentieri towards the Crete Senesi – loop tour on the Via Francigena

06:44h

24.6km

370m

3.3

20

Sant'Angelo in Colle and its countryside – loop tour

01:34h

5.21km

180m