Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
Italy
Tuscany
Siena

Montalcino

The best road cycling routes around Montalcino

4.7

(291)

7,821

riders

65

rides

Road cycling around Montalcino is characterized by undulating green hills, expansive vineyards, and ancient olive groves, set within the picturesque Val d'Orcia. The terrain features both paved country roads and challenging "strade bianche," offering diverse cycling experiences. Cyclists encounter steep climbs and rewarding long downhill sections, with panoramic views of the Val d'Orcia and distant Monte Amiata. This region provides a varied landscape for road cyclists of different skill levels.

Best road cycling routes around Montalcino

  • The most popular road…

Last updated: May 10, 2026

4.6

(17)

316

riders

#1.

Val d'Orcia Hill Towns Loop

79.4km

03:59

1,300m

1,300m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate with device

Send to Phone

Save

Hard

4.2

(9)

271

riders

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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

4.7

(3)

119

riders

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

5.0

(1)

39

riders

19.5km

01:00

350m

350m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
Sign up for free to see 61 more rides around Montalcino.

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 Montalcino

Ciclovia dei due mari - By bike from the Tyrrhenian Sea to the Adria

L'Eroica di Gaiole in Chianti

Bike ride through the Elysian Fields – Eroica Montalcino

Cycling around Montalcino

Hiking around Montalcino

Running Trails around Montalcino

MTB Trails around Montalcino

Gravel biking around Montalcino

Other adventures around Montalcino

Ciclovia dei due mari - By bike from the Tyrrhenian Sea to the Adria

Cycling Collection by

BeCycling

Tips from the Community

cello_bello
May 14, 2026, Montepulciano

pretty here, very pretty

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

It feels like stepping back in time; if you pass by, a coffee at Gianni's, the owner of a small but well-stocked grocery store in the center of town, is a must.

Translated by Google

0

0

Interesting, but popular (i.e. crowded and busy) small Tuscan hill town. The walled garden is recommended for the interesting layout, and the statue of Lorenzo the Magnificent. Near the top of the steep descent out of town in the eventual direction of Radicofani, a large Restaurant/cafe/deli is to be found. Good place to have a coffee/breakfast, and to stock up on takeaway pizza for the journey.

0

0

A sleepy little place that is definitely worth a visit :)

Translated by Google

0

0

Montefollonico is a small medieval village located in Tuscany, between the hills of Val d'Orcia and Val di Chiana. Surrounded by well-preserved walls, the village offers an authentic and quiet atmosphere, far from mass tourism. The narrow streets, stone houses and panoramic views of the vineyards and olive groves make Montefollonico an ideal place for those seeking relaxation and natural beauty. Do not miss the Church of San Leonardo, an example of Romanesque architecture, and the excellent local culinary traditions.

Translated by Google

0

0

San Quirico d'Orcia is one of the most historic and beautiful centers in the entire Val d'Orcia. Its history is thousands of years old and the center of San Quirico d'Orcia remains a real wedding favor. Furthermore, the Horti Leonini are an example of classic Italian gardens.

Translated by Google

0

0

The bridge near the Monte Amiata station offers a very beautiful view of the Val d'Orcia.

Translated by Google

0

0

Frequently Asked Questions

How many road cycling routes are available around Montalcino?

There are over 50 road cycling routes around Montalcino, offering diverse experiences for various skill levels. The komoot community has explored more than 59 routes in the area, with options ranging from moderate loops to very challenging multi-day rides.

What kind of terrain can I expect when road cycling in Montalcino?

Road cycling in Montalcino features a mix of undulating green hills, expansive vineyards, and ancient olive groves. You'll encounter both paved country roads with generally low traffic and the challenging 'strade bianche' (white gravel roads). Routes often include steep climbs and rewarding long downhill sections, all set against panoramic views of the Val d'Orcia and distant Monte Amiata.

What is the best time of year for road cycling in Montalcino?

Spring and autumn are generally recommended as the best seasons for road cycling in Montalcino due to pleasant weather conditions. The mild temperatures make for a more enjoyable experience on the region's varied terrain.

Are there road cycling routes suitable for beginners or less experienced cyclists?

Yes, while Montalcino is known for its challenging terrain, there are routes suitable for different ability levels. Among the 59 routes, 5 are classified as easy and 19 as moderate, offering less demanding options for those new to road cycling or looking for a more relaxed ride.

What historical towns or landmarks can I visit along road cycling routes?

Many road cycling routes in Montalcino pass through or near charming medieval villages and historical sites. You can explore towns like Montalcino itself with its medieval fortress, Pienza known as the 'ideal city,' or San Quirico d'Orcia with its beautiful Horti Leonini gardens. The Val d'Orcia Hill Towns Loop, for example, connects several historic hill towns, offering cultural highlights alongside your ride.

Are there any circular road cycling routes starting from Montalcino?

Yes, many routes in the Montalcino area are designed as loops, allowing you to start and finish in the same location. For instance, the From Montalcino to Castiglione d'Orcia – loop tour and the From Montalcino to Montefollonico – loop tour are popular circular options that wind through vineyards and rolling hills.

What are some notable natural features or viewpoints accessible by road bike?

The region offers breathtaking natural beauty. Cyclists can enjoy panoramic views of the Val d'Orcia, with its iconic patchwork fields and cypress-lined roads. The distant Monte Amiata volcano adds to the dramatic backdrop. You might also encounter the unique 'strade bianche' and pass by the Cypress Avenue of Poggio Covili, a famous viewpoint.

What do other road cyclists enjoy most about road cycling in Montalcino?

The area is highly rated by the komoot community, with an average score of 4.7 stars from over 75 reviews. Reviewers often praise the stunning landscapes, the challenge of the 'strade bianche,' and the opportunity to cycle through historic towns and vineyards. The diverse terrain and rewarding views are frequently highlighted.

Can I rent a road bike in Montalcino?

Yes, bike rental services are available in the Montalcino area. You can find options for renting road bikes, gravel bikes, and even e-bikes, making it convenient for visitors who don't bring their own equipment.

Are there any routes that incorporate the famous 'strade bianche'?

Absolutely. The 'strade bianche' (white gravel roads) are a significant and iconic feature of the Montalcino region, offering a challenging yet authentic cycling experience. Many routes, including sections of the historic L'Eroica, incorporate these unique roads, providing a true taste of Tuscan cycling.

Are there any road cycling routes that pass by thermal baths or natural springs?

Yes, the region is home to natural thermal waters. Some routes may pass near picturesque villages like Bagno Vignoni, which is centered around a pool of warm thermal waters. You can find the Bagno Vignoni Thermal Baths and the Parco dei Mulini Archaeological Site and Thermal Springs as highlights in the area.

What is the difficulty level of road cycling routes around Montalcino?

The road cycling routes around Montalcino cater to various skill levels. Out of 59 routes, 5 are easy, 19 are moderate, and 35 are classified as difficult. This means you can find everything from gentle rides through vineyards to challenging climbs with significant elevation gain, such as the Val d'Orcia Hill Towns Loop which has over 1200 meters of elevation gain.

Most popular routes around Montalcino

Cycling around Montalcino

Most popular attractions around Montalcino

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 Road cycling routes in other regions.

San GimignanoColle Di Val D'ElsaPoggibonsiRiserva Naturale Del Bosco Di Sant'AgneseGaiole In ChiantiCastellina In ChiantiSovicilleAscianoMontepulcianoMonteriggioniBuonconventoRiserva Naturale Di CastelvecchioCastelnuovo BerardengaSan Quirico D'OrciaChiusdinoCastiglione D'OrciaRapolano TermeChiusiRadda In ChiantiChianciano TermeRiserva Naturale Basso MerseCasole D'ElsaMurloTrequandaPienzaSinalungaSan Giovanni D'AssoMonteroni D'ArbiaRiserva Naturale PigelletoTorrita Di SienaRadicondoliRiserva Naturale Lucciola BellaRiserva Naturale Crete Dell'OrciaSarteanoRiserva Naturale PietraporcianaPiancastagnaioRadicofaniLake ChiusiAbbadia San SalvatoreRiserva Naturale Cornate E FosiniRiserva Naturale Il BogattoCetonaMonticianoSan Casciano Dei BagniLago di MontepulcianoRiserva Naturale Lago di MontepulcianoRiserva Naturale Alto Merse

Nearby adventure guides

Things to Do in Riserva Naturale Il Bogatto

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