Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Hiking trails & Routes
Italy
Tuscany
Siena
Pienza

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

Routes
Hiking trails & Routes
Italy
Tuscany
Siena
Pienza

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

Moderate

4.7

(41)

122

hikers

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

04:52

16.0km

530m

Hiking

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

Last updated: May 17, 2026

Waypoints

A

Start point

Bus stop

Get Directions

1

112 m

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

2

2.92 km

View of Pienza and Montalcino

Highlight • Viewpoint

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

Tip by

3

7.46 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 balance of its forms and the elegance of the travertine, perfectly integrated into the surrounding landscape.

Showing Translation

Tip by

4

7.96 km

Porta dei Grassi

Highlight • Monument

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

Translated by Google •

Tip by

5

8.26 km

Well of the Griffins and the Lions

Highlight • Historical Site

This beautiful palazzo is located on the Plazza Grande with the town hall.

Translated by Google •

Tip by

6

8.81 km

Flour Gate

Highlight • Historical Site

very pretty here, very pretty

Showing Translation

Tip by

7

9.23 km

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

Translated by Google •

Tip by

8

16.0 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

B

16.0 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

6.29 km

4.75 km

4.00 km

707 m

304 m

Surfaces

7.59 km

5.02 km

1.80 km

831 m

651 m

158 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 (600 m)

Lowest point (380 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Monday 25 May

31°C

13°C

0 %

Additional weather tips

Max wind speed: 14.0 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.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Nearby routes

Moderate

4.7

406

Vitaleta Ring Trail

02:53h

10.2km

220m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy