Umbria is a region to be enjoyed in every season, but between September and November it takes on a special charm. Grape harvests, festivals, historical reenactments, music, theater, fresh olive oil, truffles, and chocolate mark the arrival of fall and offer the perfect opportunity to explore Perugia, Assisi, Todi, Montefalco, Foligno, Spoleto, and some of the region’s most beautiful villages.
Relais Il Canalicchio, located in the heart of Umbria, is the perfect starting point for alternating days spent exploring the region with moments of relaxation, wellness, and fine dining.
Below is a selection of events and activities scheduled for September, October, and November 2026.
One of Umbria’s best-known cultural events. Theater, music, visual arts, talks, and performances bring the historic center of Todi to life for several days.
A great opportunity to visit one of Umbria’s most charming cities, combining culture, art, and exploration of the region.
An event celebrating the interplay between music, art, and the performing arts in the extraordinary setting of Assisi.
An event dedicated to sports and exploring the local area, also ideal for outdoor enthusiasts.
A widespread festival that combines music, entertainment, nature, and the promotion of the Umbrian landscape.
Concerts and events are held in some of the region’s most picturesque locations, creating a unique blend of culture and the local landscape.
One of Umbria’s most spectacular historical events.
Foligno takes a step back in time with costumed parades, a Baroque atmosphere, and the famous equestrian competition between the city’s districts.
A particularly enchanting event for those who wish to discover Umbria’s historical traditions.
Three days dedicated to stories, culture, and storytelling in the city of St. Francis.
One of the most interesting food and wine events of the Umbrian fall.
Three days dedicated to the region’s great wines, with a special focus on Montefalco Sagrantino and Montefalco Rosso, featuring tastings, workshops, talks, and experiences at the wineries.
A perfect opportunity to explore Montefalco and the surrounding area.
Music and the local area come together in a festival held at various venues of particular historical, artistic, and scenic interest.
An event dedicated to the enchanting world of hot-air balloons and exploring Umbrian landscapes from above.
A series of events and initiatives in the city of Assisi, as part of a particularly important year for this Franciscan city.
The 12th edition of the Medieval Festival will be dedicated to Francis of Assisi.
Historians, writers, scholars, and popularizers gather in Gubbio to explore the Middle Ages through lectures, discussions, exhibitions, and cultural events.
It’s also a great opportunity to explore one of Umbria’s most beautiful medieval villages.
A national festival dedicated to Italian pasta dishes and culinary culture.
Pasta, rice, soups, gnocchi, and regional specialties transform the historic center of Foligno into a grand culinary journey, featuring tastings, food villages, chefs, and events dedicated to Italian cuisine.
The final dates for the 2026 edition should be confirmed through the organization’s official channels.
One of the region’s most prestigious and long-running music festivals.
Classical and sacred music concerts and events are held in Perugia and at some of Umbria’s most evocative historic sites.
A sporting event for trail running enthusiasts, nature lovers, and outdoor enthusiasts, set against the backdrop of the Umbrian hills.
The events of the Sagra Musicale Umbra continue in early October, with concerts held at some of the region’s most evocative historic sites.
A wide-ranging program of performances, cultural events, music, and activities in the city of Assisi.
The 2026 edition holds special significance in connection with the celebrations dedicated to St. Francis.
An event that is part of Assisi’s rich cultural and Franciscan calendar for 2026.
International Festival of Franciscan Sacred Music.
Choirs and musicians from various backgrounds gather in Assisi in the spirit of music, spirituality, and the Franciscan message of peace.
One of the most fascinating events of the Umbrian fall.
With the arrival of the new olive oil, olive mills and villages open their doors to visitors, offering tastings, tours, walks, meetings with producers, and events dedicated to extra virgin olive oil.
This is the perfect time to explore the Umbrian countryside, visit olive oil mills during the olive-pressing season, and taste the freshly pressed oil.
A widespread music festival that brings concerts and events to various locations throughout Umbria.
A program dedicated to exploring the Monte Subasio area through hikes and outdoor activities.
An interesting option for those who want to combine art and small towns with a day outdoors.
For a few days, Spoleto becomes one of Italy’s pastry capitals.
Traditional desserts, regional specialties, tastings, workshops, and events bring the city’s historic center to life.
A particularly interesting event for lovers of Italian cuisine.
Jazz concerts and events will mark the fall season in Spoleto, with a program that continues into November.
The major event dedicated to Umbrian extra virgin olive oil continues through mid-November.
It’s one of the best times of the year to visit small villages, farms, and olive oil mills, and to taste the new olive oil right where it’s produced.
The first weekend in November offers a chance to visit Spoleto during the event dedicated to Italian desserts and pastries.
The year 2026 is of particular importance to Assisi, as it marks the 800th anniversary of the death of St. Francis.
Throughout the year, the city hosts cultural, religious, artistic, and musical events, which provide yet another reason to visit Assisi.
The most mouthwatering event of the Umbrian fall returns to the historic center of Perugia.
For ten days, the city becomes Italy’s chocolate capital, featuring chocolate makers, the Chocolate Show, tastings, pastries, workshops, performances, and events for chocolate lovers.
The 2026 edition will have the slogan “Fate Dolci.”
An event you won’t want to miss for spending an autumn weekend between Perugia and the villages of Umbria.
One of the events in Umbria dedicated to truffles and the region’s culinary delights.
Truffles, local specialties, local producers, and gastronomy take center stage during a particularly interesting weekend for lovers of Umbrian cuisine.
The final dates for the 2026 edition should be confirmed through the organization’s official channels.
The jazz music festival continues in November, featuring concerts and events throughout the city of Spoleto.
A music program that will run for much of 2026, featuring concerts and cultural events throughout the Perugia area.
September is the month of the grape harvest, wine, historical reenactments, and festivals.
October brings with it the colors of fall, the first olive mills coming to life, walks through the villages, and the flavors of the new season.
November is the monthof new olive oil, truffles, and chocolate, with Eurochocolate transforming Perugia into one of Italy’s most indulgent destinations.
From Relais Il Canalicchio, you can set out to explore Perugia, Assisi, Todi, Montefalco, Bevagna, Foligno, Spello, Spoleto, and the many small villages that make the green heart of Italy so unique.
After a day spent enjoying Umbrian art, culture, events, and cuisine, returning to the Relais becomes part of the experience: time to relax, have dinner, and enjoy the tranquility of the Umbrian countryside.
The dates, programs, and information regarding the events listed on this page were compiled from various sources, including official websites, organizers’ websites, and other information available online as of the date of the last update.
Relais Il Canalicchio is not the organizer of the events listed and therefore cannot certify or guarantee the definitive accuracy of the dates, times, programs, or admission procedures, nor can it guarantee that the events will actually take place.
Events may be modified, postponed, or canceled by the organizers even after this page has been published.
Before planning a visit or trip, we therefore recommend that guests always check the dates, times, availability, and updated schedule on the official websites of the events and organizing bodies.
Calendar updated based on information available online as of August 17, 2026.