Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Gravel rides
Italy
Tuscany
Tuscany
Siena

Chianciano Terme

The best gravel rides around Chianciano Terme

4.5

(95)

781

riders

27

rides

Gravel biking around Chianciano Terme offers routes through the rolling hills of Tuscany, characterized by extensive vineyards, olive groves, and historic hilltop towns. The terrain primarily consists of unpaved country roads, known as "strade bianche," which provide a classic gravel cycling experience. Riders can expect varied elevations, with ascents leading to panoramic viewpoints and descents into valleys. The region's landscape is shaped by agricultural land and scattered woodlands, providing a mix of open vistas and shaded sections.

Best gravel bike trails around Chianciano Terme

  • The most popular gravel bike trail is Monticchiello – Chapel of Vitaleta loop from P.M. Montallese, a 51.6 miles (83.1 km) trail that takes 7 hours 28 minutes to complete. This route offers extensive views of the Tuscan landscape and historic sites.
  • Another top favourite among local gravel bikers is Historic Centre of Pienza – Pienza loop from Chianciano Terme, a difficult 29.9 miles (48.3 km) path. This route navigates through rolling hills and past renowned Renaissance towns.
  • Local gravel bikers also love the View of Pienza – Monticchiello loop from Chianciano Terme, a 39.0 miles (62.8 km) trail leading through vineyards and historic villages, often completed in about 5 hours 48 minutes.
  • Gravel biking around Chianciano Terme is defined by rolling hills, "strade bianche" unpaved roads, and historic hilltop towns. The network offers options for various ability levels, from moderate to difficult gravel cycling.
  • The routes in Chianciano Terme are highly rated by the komoot community with an average score of 4.5 stars from over 80 reviews. More than 500 gravel bikers have used komoot to explore Chianciano Terme's varied terrain.

Last updated: July 6, 2026

4.7

(3)

80

riders

#1.

Historic Centre of Pienza – Pienza loop from Chianciano Terme

70.4km

05:28

1,630m

1,630m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
Sign up for free to see 23 more rides around Chianciano Terme.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

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

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Chianciano Terme

200 km in Valdichiana Senese – ride through the centuries in Tuscany

Road Cycling Routes around Chianciano Terme

Cycling around Chianciano Terme

Hiking around Chianciano Terme

MTB Trails around Chianciano Terme

Running Trails around Chianciano Terme

Other adventures around Chianciano Terme

200 km in Valdichiana Senese – ride through the centuries in Tuscany

Cycling Collection by

Valdichiana Senese

Tips from the Community

D🌕r🌕
June 5, 2026, Historic Churches of San Quirico d'Orcia on the Via Francigena

San Quirico d'Orcia, a historic crossroads on the Via Francigena in the heart of the Val d'Orcia, is home to several notable religious buildings that bear witness to the region's rich medieval history.

Translated by Google

0

0

Pretty here, very pretty

Translated by Google

1

0

pretty here, very pretty

Translated by Google

1

0

The Cappella della Madonna di Vitaleta has become over the years one of the symbols of this land and you can see it reproduced on a huge number of postcards and promotional materials. Today it is part of the assets protected by UNESCO and you can reach it via a short walk.

Translated by Google

1

0

I walked the stretch from Borghetto to Castiglione del Lago (8/9 km) and was a little disappointed that you only see the lake once and... watch out for cyclists coming in the opposite direction.

Translated by Google

0

0

Splendid gravel climb leading to Castiglioncello sul Trinoro, not too demanding gradients and breathtaking views overlooking Monte Cetona. At the summit, you reach an altitude of about 800 meters.

Translated by Google

0

0

Montefollonico, a hamlet of Torrita di Siena, is characterized by a discreet and elegant atmosphere, far from the most crowded tourist circuits. From the Chiesa del Triano, a suggestive view opens up over Montepulciano and the typical Tuscan hilly landscape: a privileged spot for a quiet stop and some photos.

Translated by Google

0

0

Chiesa di Santa Maria Assunta The church, dating to the twelfth century, has a plain rectangular plan with a wall covering in square stones. Outside the massive portal is embellished with decorations, maybe originating from the Abbazia di Sant'Antimo. The gabled bell tower and the vestry are original, too. The apse is crowned with corbels and decorated with suspended arches. On the left side there is another monumental portal whose arch is supported by two columns and contains a decorated shape. The extremely plain interior is lit up by narrow slits, one in the apse.

0

0

Frequently Asked Questions

How many gravel bike routes are available around Chianciano Terme?

There are over 110 gravel bike routes available around Chianciano Terme, offering a wide range of options for different skill levels and preferences.

What kind of terrain can I expect on gravel bike trails in Chianciano Terme?

The terrain primarily consists of unpaved country roads, known as "strade bianche," which are characteristic of Tuscany. You'll encounter rolling hills, extensive vineyards, olive groves, and historic hilltop towns, with varied elevations providing both ascents to panoramic viewpoints and descents into valleys.

When is the best time of year to go gravel biking in Chianciano Terme?

Spring (April-May) and Autumn (September-October) are generally the best times for gravel biking in Chianciano Terme. The weather is milder, and the Tuscan landscape is particularly beautiful with blooming flowers or autumn colors. Summers can be hot, and winters might bring cooler, wetter conditions.

Are there easy gravel bike trails for beginners in Chianciano Terme?

While many routes in the region are rated as moderate to difficult, there are a few easier options available. For instance, the guide lists 2 routes specifically categorized as easy, providing a good starting point for beginners to experience the Tuscan gravel roads.

Are there challenging routes for experienced gravel bikers?

Yes, Chianciano Terme offers plenty of challenging routes for experienced gravel bikers. With 71 routes rated as difficult, you can find demanding rides like the Monticchiello – Chapel of Vitaleta loop from P.M. Montallese, which covers over 50 miles with significant elevation gain.

What do other gravel bikers say about the routes in Chianciano Terme?

The gravel biking routes around Chianciano Terme are highly rated by the komoot community, with an average score of 4.5 stars from over 80 reviews. Riders often praise the stunning Tuscan landscapes, the unique experience of riding on "strade bianche," and the charm of passing through historic villages.

Are there any long-distance gravel bike routes in the area?

Yes, you can find several long-distance routes. The Monticchiello – Chapel of Vitaleta loop from P.M. Montallese is a notable example, stretching over 50 miles (83 km) and typically taking more than 7 hours to complete, offering extensive views of the Tuscan landscape.

Can I find circular gravel bike routes around Chianciano Terme?

Many of the gravel bike routes in the region are designed as loops, allowing you to start and end in the same location. Examples include the Historic Centre of Pienza – Pienza loop from Chianciano Terme and the View of Pienza – Monticchiello loop from Chianciano Terme.

What interesting landmarks or attractions can I see along the gravel bike trails?

Many routes pass by or near significant historical and natural attractions. You might encounter highlights such as the Historic Center of Montepulciano, the charming village of Monticchiello, or even the ancient Checche Oak. Several castles, like Spedaletto Castle, are also accessible.

Are there any gravel bike routes suitable for families?

While the region's terrain can be challenging, families with older children or those comfortable with moderate distances might enjoy some of the less strenuous sections or shorter loops. It's advisable to check the difficulty and elevation profiles of specific routes to ensure they match your family's ability.

Are there any specific viewpoints or scenic spots recommended for gravel bikers?

The entire region is renowned for its scenic beauty. Routes often lead to panoramic viewpoints overlooking the Val d'Orcia, a UNESCO World Heritage site. The View of Pienza – Monticchiello loop from Chianciano Terme is specifically named for its scenic vistas, offering stunning views of the iconic Tuscan landscape.

Can I find routes that pass through historic towns or villages?

Absolutely. Gravel biking in Chianciano Terme is characterized by routes that connect and pass through numerous historic hilltop towns and villages. You can ride through or near places like Pienza, Monticchiello, and Montepulciano, allowing you to experience the rich history and culture of Tuscany.

Most popular routes around Chianciano Terme

Road Cycling Routes around Chianciano Terme

Most popular attractions around Chianciano Terme

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Gravel rides in other regions.

BuonconventoMontalcinoMonteroni D'ArbiaSan Quirico D'OrciaCastelnuovo BerardengaRiserva Naturale Il BogattoAscianoSan GimignanoMonteriggioniGaiole In ChiantiRiserva Naturale Di CastelvecchioRadicondoliRadda In ChiantiTrequandaSan Giovanni D'AssoColle Di Val D'ElsaTorrita Di SienaPoggibonsiCasole D'ElsaCastiglione D'OrciaSinalungaMontepulcianoPienzaRiserva Naturale Basso MerseSovicilleMurloRapolano TermeSan Casciano Dei BagniMonticianoPiancastagnaioRiserva Naturale Alto MerseRiserva Naturale PietraporcianaCastellina In ChiantiChiusdinoAbbadia San SalvatoreSarteanoRiserva Naturale Del Bosco Di Sant'AgneseCetonaRiserva Naturale Lago di MontepulcianoChiusiRiserva Naturale Lucciola BellaRadicofaniLake ChiusiRiserva Naturale PigelletoLago di MontepulcianoRiserva Naturale Crete Dell'OrciaRiserva Naturale Cornate E Fosini

Nearby adventure guides

Things to Do in Riserva Naturale Pietraporciana

background

Get ready to conquer new peaks

Sign up for Free

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

© komoot GmbH

Privacy Policy