In the heart of the Val d’Orcia, where the hills seem hand-drawn and time flows slowly, you can ride in one of the most charming and authentic cycling events in Italy: Eroica Montalcino. An unmissable experience for lovers of vintage cycling, Tuscan beauty, and genuine emotions—the kind made of effort, smiles, and white roads.
A Vintage-Flavored Event
Eroica Montalcino is the “spring sister” of the renowned Eroica Gaiole in Chianti and takes place each year between late May and early June. It’s designed for fans of classic cycling: vintage bikes (built before 1987), retro clothing, no rush—just the pure pleasure of pedaling on gravel roads immersed in postcard-worthy scenery.
Here, you ride for passion, not for the stopwatch. Every bend, every climb, every speck of dust tells a story.
The Route: The Soul of Val d’Orcia on Two Wheels
The heart of the event is Montalcino, land of the famous Brunello wine, but also of breathtaking views, vineyard-covered hills like embroidery, and poetic silence.
Several routes are available, suited for all levels:
- Short Route (27 km): Perfect for those who want to savor the Eroica spirit without too much effort.
- Medium Routes (46 km and 70 km): Great for cyclists seeking a more complete ride through vineyards and gravel paths.
- Long Route (96 km): A true heroic adventure, with tough climbs, panoramic descents, and all the magic of Val d’Orcia.
The routes pass through villages like Buonconvento, Lucignano d’Asso, and San Giovanni d’Asso, alternating asphalt and gravel, featuring significant elevation changes and landscapes that evolve with every turn—from rows of vines to wheat fields, solitary oaks, and villages frozen in time.
The “Strade Bianche” That Tell the Story of Tuscany
The real star of the ride is the terrain: the legendary Tuscan white roads. These aren’t just a cycling challenge—they’re a symbol of rural, authentic Tuscany, still loyal to its roots. Riding them is like leafing through an illustrated book on Italian beauty.
The experience is enhanced by the local culture of hospitality: refreshment points offering local specialties, red wine poured with a smile, and traditional dishes cooked just like they used to be. Because here, every break feels like a feast.
Beyond the Bike: A Full-Spectrum Journey
Participating in Eroica Montalcino is not just about cycling. It’s also about immersing yourself in the land: visiting historic wineries, relaxing at farm stays among olive groves, discovering the artistic heritage of small villages, and savoring local cuisine in hilltop trattorias.
Whether you’re traveling with friends, a partner, or your family, Eroica weekend can be the perfect mix of sport, culture, and relaxation. Montalcino and the Val d’Orcia offer plenty—even for those who prefer not to get on the saddle.
Pedaliamo.com’s Tip
Want to experience the magic of Eroica Montalcino without a worry?
We’re here to guide you. We organize custom tours along the Eroica route, with gravel or vintage bikes, including:
- 🚴 Bike rental (gravel, trekking, e-bike)
- 🗺️ Expert local guide and on-route assistance
- 🧺 Tastings or light lunches at hand-picked locations
- 🛏️ Authentic accommodations in charming settings
- 🚐 Luggage transport and transfers
Whether you want to join the official event or explore the route at another time of year (the route is also available as a permanent trail), we can create a tailor-made adventure at your own pace, infused with all the charm of the most authentic Tuscany.
Ready to experience Eroica Montalcino in all its glory?
Explore our tours along the white roads of the Val d’Orcia.
Ride through the heart of Tuscany, among fine wines, rich history, and unforgettable landscapes. 🚴♂️🍷🌄
