

Cycling day trip from Siena to Montalcino
Customize your own route based on our template or discover how our community prefers to cycle from Siena to Montalcino.
Route template
Siena to Montalcino
Start your ride in the enchanting city of Siena. Known for its stunning medieval architecture, Siena is the perfect place to begin your cycling adventure. As you pedal out of the city, you'll find yourself traversing a mix of quiet roads and scenic tracks, with around 40% of your journey on smooth asphalt and a quaint combination of gravel and cobblestones adding character to your ride.
The route is fairly up-and-down, with a climb that will reach a peak elevation of about 573 meters. But don't worry, the scenery more than makes up for the leg burn. Rolling hills, sweeping vineyards, and perhaps a glimpse of the famous Crete Senesi—you’ll find it hard not to stop and take a photo or ten.
After about 50 kilometers, you'll roll into Montalcino, a picturesque hilltop town. Known worldwide for its Brunello wine, it's the perfect spot to end your day. Stroll the cobblestone streets, perhaps pop into a vineyard, or just kick back with a well-earned glass of vino. You’ve earned it! Cheers to an epic Tuscan ride.
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The best bike routes from Siena to Montalcino
Tag 1_Toskana_Siena-Montalcino
Cycling route in Siena, Tuscany, Italy
- 57 km
- Distance
- 885 m
- Ascent
- 697 m
- Descent
siena - montalcino
Cycling route in Siena, Tuscany, Italy
- 68.5 km
- Distance
- 579 m
- Ascent
- 354 m
- Descent
1° Giorno Siena - Abbazia Sant'Antimo
Cycling route in Siena, Tuscany, Italy
- 56.5 km
- Distance
- 548 m
- Ascent
- 514 m
- Descent
Toskana #4: Siena - Montalcino
Cycling route in Siena, Tuscany, Italy
- 57.4 km
- Distance
- 1,204 m
- Ascent
- 985 m
- Descent
Strade Bianche_Etappe-I_Siena-Montalcino by hm
Cycling route in Siena, Tuscany, Italy
- 74.2 km
- Distance
- 1,301 m
- Ascent
- 1,095 m
- Descent
Eroica_3 (ridotto da Siena)
Cycling route in Siena, Tuscany, Italy
- 53.8 km
- Distance
- 904 m
- Ascent
- 614 m
- Descent
Day 1 - Siena - Montalcino
Cycling route in Siena, Tuscany, Italy
- 52.2 km
- Distance
- 822 m
- Ascent
- 610 m
- Descent
Da Piazzale Carlo Rosselli 7, Siena a Via Soccorso Saloni 48, Montalcino
Cycling route in Siena, Tuscany, Italy
- 55.1 km
- Distance
- 1,414 m
- Ascent
- 1,179 m
- Descent
Tuscany Siena > Montalcino
Cycling route in Siena, Tuscany, Italy
- 48.5 km
- Distance
- 585 m
- Ascent
- 368 m
- Descent
Discover more routes
- Toskana #4: Siena - Montalcino
- Distance
- 57.4 km
- Ascent
- 1,204 m
- Descent
- 985 m
- Location
- Siena, Tuscany, Italy
- Strade Bianche_Etappe-I_Siena-Montalcino by hm
- Distance
- 74.2 km
- Ascent
- 1,301 m
- Descent
- 1,095 m
- Location
- Siena, Tuscany, Italy
- Eroica_3 (ridotto da Siena)
- Distance
- 53.8 km
- Ascent
- 904 m
- Descent
- 614 m
- Location
- Siena, Tuscany, Italy
- Siena - Montalcino D3
- Distance
- 59.7 km
- Ascent
- 932 m
- Descent
- 604 m
- Location
- Siena, Tuscany, Italy
- 3 B Siena- Montalcino
- Distance
- 40.6 km
- Ascent
- 453 m
- Descent
- 262 m
- Location
- Siena, Tuscany, Italy
- Day 1 - Siena - Montalcino
- Distance
- 52.2 km
- Ascent
- 822 m
- Descent
- 610 m
- Location
- Siena, Tuscany, Italy
- Da Piazzale Carlo Rosselli 7, Siena a Via Soccorso Saloni 48, Montalcino
- Distance
- 55.1 km
- Ascent
- 1,414 m
- Descent
- 1,179 m
- Location
- Siena, Tuscany, Italy
- Tuscany Siena > Montalcino
- Distance
- 48.5 km
- Ascent
- 585 m
- Descent
- 368 m
- Location
- Siena, Tuscany, Italy
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