Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Running trails & routes
Italy
Tuscany
Siena

Strade Bianche and Basilica dell'Osservanza Loop

Routes
Running trails & routes
Italy
Tuscany
Siena

Strade Bianche and Basilica dell'Osservanza Loop

Moderate

4.1

(9)

123

runners

Strade Bianche and Basilica dell'Osservanza Loop

00:53

8.15km

130m

Running

Jog the moderate 5.1-mile Strade Bianche and Basilica dell'Osservanza Loop near Siena, featuring white roads, vineyards, and panoramic views

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

60 m

Basilica dell'Osservanza

Highlight • Religious Site

Beautiful church with an unusual large picture in the entrance area. Is a bit outside of the center. A little further, you have a wonderful view of the city

Translated by Google •

Tip by

2

278 m

This point offers a beautiful panorama of Siena and the Basilica dell'Osservanza.

Translated by Google •

Tip by

3

2.46 km

Strada delle Tolfe

Highlight (Segment) • Trail

The Strada delle Tolfe is a splendid panoramic road that winds north of Siena, near the University.

Translated by Google •

Tip by

B

8.15 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

3.65 km

3.23 km

1.23 km

< 100 m

Surfaces

4.48 km

2.33 km

1.34 km

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 (340 m)

Lowest point (280 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Monday 18 May

20°C

8°C

46 %

Additional weather tips

Max wind speed: 17.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

How long does it typically take to jog this loop?

This jogging loop is approximately 8.15 km long and generally takes around 52 minutes to complete. However, if you prefer a more leisurely pace, expect it to take about 2 hours and 8 minutes, as suggested for a moderate hike.

What is the terrain like on the route?

The route features varied terrain, including sections of 'strade bianche' (white roads) which are unpaved limestone gravel. Specifically, it includes asphalt (3.52 km), paved (2.86 km), and gravel (1.39 km) surfaces, along with other street, road, path, footpath, and hiking path segments. Be aware that the unpaved sections can be dusty in dry weather or muddy after rain.

Is this jogging route suitable for beginners?

The route is rated as moderate due to its hilly terrain, which includes steep climbs and winding descents. While it features easily-accessible paths, it does require good fitness and sure-footedness. Beginners with some jogging experience and a willingness to tackle inclines should be fine.

Where can I park to access the trail?

The loop starts near the Basilica dell'Osservanza. You should be able to find parking in the vicinity of the Basilica, which serves as a convenient starting point for the loop.

What notable sights will I see along the way?

You'll experience breathtaking Tuscan scenery, including numerous expanses of meadows and cypresses, vineyards, and olive groves. Key highlights include the historic Basilica dell'Osservanza itself, and the Strada delle Tolfe, which offers splendid panoramic views north of Siena. You'll also get a wonderful View of Siena and the Basilica dell'Osservanza.

Are there any specific viewpoints on the loop?

Yes, the Strada delle Tolfe section is particularly celebrated for its expansive panoramic views of the hilly landscape, including dense woods, vineyards, and traditional farmhouses. Additionally, the location of the Basilica dell'Osservanza provides a stunning view of Siena.

Is the Strade Bianche and Basilica dell'Osservanza Loop dog-friendly?

While the trail passes through rural areas, there is no specific information indicating restrictions for dogs. However, it's always advisable to keep your dog on a leash, especially near historical sites, farmlands, or if encountering other people or wildlife.

Do I need a permit or pay an entrance fee to use this trail?

No, there are no permits or entrance fees required to jog this public loop trail. You can freely access and enjoy the route.

What is the best time of year to jog this route?

Spring and autumn are generally ideal for jogging in Tuscany, offering pleasant temperatures. Keep in mind that the 'strade bianche' sections can be dusty in very dry summer weather or muddy after heavy rain, so consider recent weather conditions when planning your visit.

Does this route intersect with other well-known paths?

Yes, the route incorporates sections of the official Strade Bianche trail, covering about 71% of the loop. It also briefly touches upon parts of the Passeggiata Piero Calamandrei and Passeggiata del Parco Charles Darwin.

What should I bring for a jog on this trail?

Given the varied terrain and moderate difficulty, wear appropriate jogging shoes with good grip. Bring water, especially on warmer days, as there are no specific water sources mentioned directly on the trail. Sun protection and a phone for navigation or emergencies are also recommended.

Nearby routes

Moderate

3.7

125

The Strada dei Capuccini from Parco San Prospero – loop tour

00:50h

7.82km

90m

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

© komoot GmbH

Privacy Policy