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Best Gran Fondo’s in Italy 2025

Best Gran Fondo’s in Italy 2025

Riders in Maratona dles Dolomites

Road cycling has become an integral part of Italy’s culture, with many Italians taking up the sport as a hobby or pastime. The country’s unique geography and diverse landscapes make it an ideal destination for cyclists seeking to challenge themselves and explore the beauty of Italy.  If you are looking for an event to plan a trip around, Strambecco has you covered with ratings of the Best Gran Fondo’s in Italy 2025 based on factors including reputation, route quality, location, rider feedback, and the events or race’s overall uniqueness.

Road cycling has a rich history in Italy and has played a significant role in the country’s culture and sporting tradition. The popularity of cycling in Italy can be traced back to the early 1900s when cycling races were introduced, and riders from Italy began to dominate the sport. One of the world’s most prestigious professional cycling events, the Giro d’Italia, was first held in 1909 and has since become a beloved sporting event in Italy. The race covers over 3,500 kilometers, spanning various regions of Italy, and attracts some of the world’s most accomplished cyclists.

Cycling enthusiasts flock to Italy to experience the country’s diverse and challenging terrains. Some of Italy’s most popular regions for road cycling include the Dolomites, Tuscany, and Umbria.  The Dolomites are a mountain range in northeastern Italy known for their dramatic peaks and challenging climbs. The area is a popular destination for cyclists seeking to test their endurance and experience breathtaking views.  Tuscany, located in central Italy, is famous for its rolling hills, scenic countryside, and charming villages. The region is ideal for cyclists who combine their passion for cycling with a love for Italian culture and cuisine.  Umbria, located in central Italy, is known for its picturesque hilltop towns, medieval architecture, and stunning countryside. The region offers a mix of challenging climbs and scenic routes, making it an ideal destination for cyclists of all levels.

In addition to the Best Gran Fondo’s in Italy 2025, Strambecco also rates the Best Gravel Fondo’s in Italy 2025.

Riders in Gran Fondo Strade Bianche

Strade Bianche Gran Fondo 2026 – Rated

Last updated March 17, 2025 -- Event for 2026 not confirmed yet... The Strade Bianche Gran Fondo 2026 is an amateur cycling event that takes place in the beautiful region of Tuscany,…
group of cyclists at nove colli gran fondo

Nove Colli Gran Fondo 2026 – Rated

Last updated May 19, 2025 The 2026 event has not been confirmed yet... Billed as the oldest Gran Fondos in the world, with 10,000+ riders annually, The Nove Colli Gran Fondo 2026…
Riders in the Dolomites on course of Marcialonga Gran Fondo

Marcialonga Gran Fondo Dolomites 2026 – Rated

Last updated May 31, 2025 The event for 2026 has not been confirmed yet… The Marcialonga Gran Fondo Dolomites 2026 is a premier road cycling event in Italy’s stunning Dolomites of the Fiemme…

Riders on Gran Fondo Utah route

Gran Fondo Utah 2026 – Rated

Last updated June 9, 2025 The 2026 event has not been confirmed yet… Gran Fondo Utah 2026 is brought to you by the producers of the acclaimed Gran Fondo National Series.  This…

Riders on Stelvio Pass Climb

La Stelvio Santini (LSS) 2026 – Rated

Last updated June 9, 2025 The 2026 event has not been confirmed yet... La Stelvio Santini (LSS) 2026 is an annual cycling event in the breathtakingly beautiful region of Valtellina in northern…
Riders in Gran Fondo Milano San Remo

Gran Fondo Milano-San Remo 2026 – Rated

Last updated June 9, 2025 The 2026 event has not been confirmed yet… The Gran Fondo Milano-San Remo 2026, born in 1970, is Italy’s most famous amateur cycling event. Organized by Unione…

Riders in Maratona dles Dolomites

Maratona dles Dolomites 2026 – Rated

Last updated July 28, 2025 The 2026 event has not been confirmed yet… Maratona dles Dolomites 2026 is a popular cycling event that takes place annually in the Dolomite Mountains in the northern…

road cyclists at gran fondo matildica

Gran Fondo Matildica 2026 – Rated

Last updated September 6, 2025 The event for 2026 has not been confirmed yet… Gran Fondo Matildica 2026 is an annual cycling event held in the Emilia-Romagna region of northern Italy. The event…

Riders on a descent to the sea in 5 Mila Marche

5 Mila Marche 2026 – Rated

Last updated September 22, 2025 The 2026 event has not been confirmed yet… 5 Mila Marche 2026 is a three-day event and the first major cycle tourism event in the stunning Marche region…

Riders drinking Prosecco at start of Prosecco Gran Fondo

Prosecco Cycling Gran Fondo 2026 – Rated

Last updated October 7, 2025 The event for 2026 has not been confirmed yet… The Prosecco Cycling Gran Fondo 2026 is a renowned cycling event in the picturesque Veneto region of Italy, an…

road cyclists at Tre Valli Veresine Gran Fondo

Tre Valli Veresine Gran Fondo 2026 – Rated

Last updated October 7, 2025 The event for 2026 has not been confirmed yet… The Tre Valli Veresine Gran Fondo 2026 is a popular cycling event held annually in the province of Varese…

Solo rider on steep climb in Gran Fondo Il Lombardia

Gran Fondo Il Lombardia 2026 – Rated

Last updated October 24, 2025 The 2026 event date is not confirmed yet… The Gran Fondo Il Lombardia 2026 is an annual cycling event that echoes the prestige of its namesake professional race,…

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