For those eager to explore the Tuscan countryside on two wheels, the area surrounding Casali di Casole offers exceptional cycling routes that highlight the region’s beauty, history, and charm. Whether you prefer a relaxed ride past olive groves, a scenic journey through medieval villages, or a challenging climb into the hills, these three curated itineraries offer something for every rider.

The Casali di Casole concierge team is available to arrange rentals with trusted vendors to provide high-quality touring bikes, road bikes, and e-bikes to ensure a smooth and enjoyable experience.

1. La Montagnola Senese – A Leisurely Ride Through the Countryside

  • Departure & Return: Concierge Office
  • Distance: 20 km (12.5 miles)
  • Difficulty: Easy
  • Elevation Gain: 300 meters
  • Recommended Bike: Touring Bike / E-bike

This half-day route passes through olive groves, farmlands, and historic dry-stone walls of La Montagnola Senese – an area of Tuscany known for its beauty and history – following quiet roads with minimal traffic. The terrain is mostly flat, aside from a short uphill section before returning to Casali di Casole. Designed for those looking for a relaxed ride with scenic views, this itinerary is ideal for beginners or anyone seeking a peaceful cycling experience.

Bike cycling on a trail in Montagnola Senese, Tuscany, Italy near Casali di Casole

2. Montagnola Senese & Casole d’Elsa – A Ride Through History

  • Departure & Return: Concierge Office
  • Distance: 36 km (22 miles)
  • Difficulty: Medium
  • Elevation Gain: 550 meters
  • Recommended Bike: Road Bike / Touring Bike / E-bike

This route winds through the Val d’Elsa, offering wide-open views and a stop in Casole d’Elsa, a medieval village where cyclists can pause for a coffee before continuing their ride. The blend of gentle climbs, rolling hills, and historical surroundings makes this a rewarding mid-level route for those who enjoy a balance of effort and scenery.

Casole d'Elsa near Casali di Casole

3. In the Heart of Montagnola Senese – A Demanding Ride for Adventurers

  • Departure & Return: Concierge Office
  • Distance: 61 km (38 miles)
  • Difficulty: Demanding
  • Elevation Gain: 1,000 meters
  • Recommended Bike: Road Bike / E-bike

This route leads deep into the Montagnola Senese, passing through wooded trails and reaching Castello di Celsa, set 550 meters above sea level. After a series of climbs, cyclists arrive at Scorgiano Farm, home to the famous Cinta Senese pigs, a prized breed known for its exceptional quality. With steep inclines and long stretches of open road, this itinerary is designed for experienced riders looking for a serious challenge.

castello di celsa near Casali di Casole in Tuscany aerial view

Plan Your Ride

Tuscany’s winding roads and historic villages create an unmatched setting for cycling. Whether you seek a relaxed morning ride, a journey through history, or an intense challenge, these itineraries offer a memorable way to experience the region. See you on the trails!