On Sunday 18 October 2026, Montalcino offers an autumn day to add to a visit to the town: the calendar features Incanto di Voci, a choral event linked to the Filarmonica G. Puccini, together with a market of agricultural, organic and artisan products.

The event is an interesting choice for anyone who wants to experience Montalcino beyond wine tastings and cellars: choral music, local life and regional products offer a chance to discover the historic centre on a slower Sunday, among shops, squares and views over the Brunello hills.

What to know to plan your visit

The date listed by the municipal sources is Sunday 18 October 2026. Montalcino’s autumn calendar includes Incanto di Voci and, on the same day, a market with agricultural, organic and artisan products. Before setting off, it is worth checking the latest timetable, as local programmes may be updated or expanded.

For visitors, this can be a good opportunity to arrive in the morning, stroll through the historic centre, stop at the market and then enjoy the musical part of the day. Comfortable shoes and a light jacket are recommended, especially if you plan to stay until late afternoon.

For more information and updates on the event: autumn calendar of the Municipality of Montalcino and Montalcino dal Vivo.

On Saturday 17 October 2026, the medieval village of Vignoni Alto hosts Vignoni in Festa, an afternoon dedicated to the grape harvest, the end of the farming season and the flavours of the Val d’Orcia.

The event takes place at the Castle of Vignoni, in the municipality of San Quirico d’Orcia, from 3:00 pm to 8:00 pm. For visitors exploring the area in autumn, it is a simple and authentic way to experience the rhythm of a small Tuscan village: local food, conviviality, traditional games and music in one of the most panoramic spots in the valley.

The Vignoni in Festa programme

The festival begins in the afternoon with food and wine stands and festive dishes: grilled specialities, pasta, pizza, traditional sweets, local wine, beer and cocktails. At 5:00 pm, traditional games are scheduled with accordion music, while at 6:00 pm the programme continues with a live music performance.

The theme of the day is the close of the farming season, with a direct reference to the grape harvest and to the rural traditions that have shaped life in the villages of the Val d’Orcia for generations.

How to get to Vignoni Alto

To protect the quiet atmosphere of the village and make access easier, the organisers recommend reaching Vignoni Alto on foot or using the shuttle service available from 2:30 pm. The shuttle leaves from San Quirico d’Orcia, from the parking area in zone F at Parco Carlo Sorbellini.

For visitors, Vignoni in Festa can be combined with a walk through the village, a stop in Bagno Vignoni or an itinerary through San Quirico d’Orcia, the surrounding hills and the landscapes of the Val d’Orcia.

Useful information

• Date: Saturday 17 October 2026
• Time: from 3:00 pm to 8:00 pm
• Place: Castle of Vignoni, Vignoni Alto, San Quirico d’Orcia
• Contacts: Visit San Quirico d’Orcia, info@visit.sanquirico.it, +39 0577 899728

For further information and updates about the event: official Vignoni in Festa page on Visit Tuscany.

From 30 October to 1 November 2026, Castiglione d’Orcia once again puts one of the most representative flavours of the Tuscan countryside in the spotlight: new olive oil. The event is Pane e Olio – Mercatale della Val d’Orcia, an initiative promoted by the Municipality of Castiglione d’Orcia and included in the regional calendar of festivals dedicated to olive oil.

For anyone visiting the Val d’Orcia in autumn, it is an interesting opportunity to bring together the village, the rural landscape and local products in a single itinerary. The Mercatale brings together producers, seasonal flavours and moments linked to olive-oil culture, with the historic centre of Castiglione d’Orcia as its setting.

What to expect

The detailed programme may be updated by the organisers, but the event revolves around new olive oil and the area’s local excellences. The format is that of a slow autumn weekend: a walk through the village, tastings, local products and the chance to discover Castiglione d’Orcia in a quieter period than summer.

Why it may interest visitors

Pane e Olio is suited to travellers looking for authentic food and wine experiences, historic villages and short stops to combine with Bagno Vignoni, Rocca d’Orcia, San Quirico d’Orcia or the other towns in the valley. Its dates, between late October and early November, also make it a useful reference for planning an autumn weekend in the Val d’Orcia.

• Dates: Friday 30, Saturday 31 October and Sunday 1 November 2026.
• Place: Castiglione d’Orcia, Val d’Orcia.
• Theme: new olive oil, local products, Mercatale della Val d’Orcia.
• Recommended for: travellers interested in food and wine, villages and farming traditions.

For further information and programme updates: Municipality of Castiglione d’Orcia and Associazione Nazionale Città dell’Olio.

The chestnut festival in an Amiata hill town

From Friday 30 October to Sunday 1 November 2026, Piancastagnaio once again celebrates Il Crastatone, one of Mount Amiata’s most distinctive autumn festivals. The event revolves around chestnuts, traditional roasted “crastate” and the town’s historic centre, with the contrade playing a central role in welcoming visitors.

For anyone visiting Amiata in autumn, it is a chance to experience the town around All Saints’ Day, when cellars, food stands and the streets of the centre tell the story of the bond between Piancastagnaio, its chestnut woods and mountain cooking.

What to expect during Il Crastatone

The tourism sources consulted list Il Crastatone 2026 from 30 October to 1 November. The detailed programme is usually updated by the Pro Loco and the organisers in the weeks before the event, but the traditional format includes roasted chestnuts, chestnut-based dishes, new wine, local products, markets, music and activities throughout the historic centre.

• When: from Friday 30 October to Sunday 1 November 2026.
• Where: Piancastagnaio, historic centre, on the Siena side of Mount Amiata.
• Why go: to discover one of Amiata’s signature autumn events, with contrade, chestnuts and local flavours.
• Check before travelling: daily programme, any shuttle services, parking areas and side events.

An idea for a Mount Amiata visit

Il Crastatone can be a good starting point for a weekend between Piancastagnaio, Abbadia San Salvatore and the woods of Mount Amiata. Visitors coming for the festival can combine it with a walk through the town, the Aldobrandesca Fortress and autumn itineraries dedicated to chestnuts, mushrooms and mountain landscapes.

For further information and event updates: Il Crastatone page by Pro Loco Piancastagnaio

A weekend dedicated to the Marrone Santafiorese

On Saturday 10 and Sunday 11 October 2026, Santa Fiora celebrates one of Mount Amiata’s symbolic products with the Festa del Marrone Santafiorese, an autumn event for visitors who want to combine local flavours, tradition and time in the village.

The announced programme includes dishes made with marroni chestnuts, castrata, tastings, markets, music, talks and children’s games. The event is listed as free and is organised by Pro Loco Santa Fiora.

Why it may interest visitors

The festival takes place in the heart of chestnut season and offers a good opportunity to discover Santa Fiora in its autumn mood: from the historic centre to the Peschiera, and on to the Amiata woods that tell the story of the village’s bond with chestnut growing.

• When: Saturday 10 and Sunday 11 October 2026.
• Where: Santa Fiora, Mount Amiata, province of Grosseto.
• What to find: marroni chestnut specialities, castrata, tastings, markets, music and family activities.
• Admission: listed as free by the sources consulted.

For further information and event updates: event page on Qui Maremma Toscana and event page with poster on Il Borghista.

On Saturday 10 October 2026, at 7:00 pm, Amiata Music brings an evening of chamber music to the Forum Fondazione Bertarelli: Trio Concept will perform with violist Helene Clement in a programme that brings together Mozart, Nicola Campogrande and Brahms.

The concert comes at the end of a five-day artistic residency at the Forum. For visitors exploring Mount Amiata and the Grosseto hills, it is a chance to combine a high-level musical experience with a distinctive landscape setting, between the ColleMassari estate and the Forum Fondazione Bertarelli.

The Concert Programme

The evening programme includes Mozart’s Piano Quartet in E-flat major, K. 493, Urban Gardens by Nicola Campogrande and Brahms’ Piano Quartet No. 3, Op. 60. On stage will be Lorenzo Nguyen on piano, Edoardo Grieco on violin, Francesco Massimino on cello and Helene Clement on viola.

Useful Information

The event is scheduled for Saturday 10 October 2026 at 7:00 pm at the Forum Fondazione Bertarelli in Poggi del Sasso. The official event page links to the online ticket office and also lists WhatsApp and email contacts for information or booking difficulties.

For further information, updates and tickets: official Amiata Music page.

On 25 October 2026, Montalcino’s Sagra del Tordo will also have a special way to get there: the Treno Natura, the tourist service on a historic train that crosses the Crete Senesi, the Val d’Orcia and the lands of Brunello.

The official programme includes departure from Siena at 8:55, passing through Monte Antico and Monte Amiata Scalo, followed by a bus transfer to Montalcino. Arrival in town is scheduled at around 11:45, with time available to visit the historic centre and follow the main moments of the Sagra del Tordo.

For visitors, this is an interesting proposal because it combines two highly recognisable experiences of the area: slow travel on a historic railway line and one of Montalcino’s best-known identity festivals, with costumed parades, neighbourhoods, archery and traditional dishes.

Tourist programme for the day

During the stay in Montalcino, the programme includes free time, an optional lunch in the town’s neighbourhoods and, for those who wish, a guided tour of the historic centre in the early afternoon. The historical parade of the Sagra del Tordo is scheduled for 15:00.

The return journey is planned for the afternoon: departure by bus from Montalcino at 16:35 towards Torrenieri, departure of the historic train at 17:10 and arrival in Siena at around 18:40. The programme is provisional and may change, so it is important to check times and availability before departure.

Tickets and reservations

Places are limited and booking is required. The official programme lists fares for adults, teenagers and children, with booking fees and an additional cost for the coach transfer. Conditions for groups and agencies are available on request.

For more information and updates: Ferrovia Val d’Orcia events calendar and official Treno Natura programme for 25 October 2026.

On 10 and 11 October 2026, the Walking Francigena Ultramarathon returns along the Via Francigena between Siena and Acquapendente, bringing walkers and companions into the heart of the Val d’Orcia.

The event is a non-competitive recreational walk, designed for those who want to experience the landscape at a slow pace: from shorter sections to more demanding routes, the itinerary crosses villages, white roads, countryside and symbolic places of the Tuscan Francigena.

Dates and routes in the Val d’Orcia

The 2026 edition is scheduled for Saturday 10 and Sunday 11 October. The official website presents ten routes, with distances ranging from about 15 to 130 kilometres. For those staying in the Val d’Orcia, the sections involving San Quirico d’Orcia, Bagno Vignoni, Torrenieri, Castiglione d’Orcia and Radicofani are especially interesting.

Options listed by the organisers include Siena-San Quirico, Buonconvento-San Quirico, San Quirico-Acquapendente and Radicofani-Acquapendente. Some sections include evening or night walking, so it is important to choose the route according to your level of preparation.

Why it may interest visitors

For those travelling in the Val d’Orcia, the Walking Francigena Ultramarathon is a chance to combine sport, slow tourism and discovery of the area. Even those who do not take part can use the weekend to follow the atmosphere of the event, visit the villages along the route and plan stops among parish churches, historic centres, thermal waters and UNESCO landscapes.

The period is ideal for anyone looking for an autumn experience: milder temperatures, seasonal colours and a rich calendar of events between Montalcino, San Quirico d’Orcia, Pienza and Mount Amiata.

Practical information

Registrations, fees, updated routes, departure times and any operational changes should always be checked through the event’s official channels. The organisers recommend technical clothing, a water bottle, personal walking equipment and careful attention to information about refreshment points and time gates.

For more information and updates on the event: official Walking Francigena Ultramarathon website. The area’s autumn calendar is also listed by the Municipality of Montalcino.

The Festa di San Michele returns to Santa Fiora on Saturday 3 October 2026 with an afternoon for families and visitors, celebrating chestnuts and the traditions of Mount Amiata.

The event takes place in Piazza San Michele and recalls the historic link between the feast of the archangel and the beginning of the chestnut harvest: a simple, popular moment, ideal for discovering Santa Fiora on an autumn day.

What the programme includes

The afternoon includes the presentation of the illustrated book L’antica gemma, with a workshop for children, face painting, games, music with Paolo DJ and karaoke. The celebration ends with the traditional hot-air balloon launch, one of the most distinctive elements of the feast.

Why it may interest visitors to Amiata

For those in the Val d’Orcia or on Mount Amiata in early October, the event offers a chance to experience Santa Fiora from a local perspective: religious tradition, chestnuts, children’s activities and a village atmosphere in a town already worth visiting for its historic centre, the Peschiera and the water trail.

When: Saturday 3 October 2026.
Where: Piazza San Michele, Santa Fiora.
Info: updates and reservations through the Municipality of Santa Fiora / contacts listed in the official source.

For more information and updates on the event: official notice from the Municipality of Santa Fiora.

Bagno Vignoni welcomes autumn with La Castagnata 2026, scheduled for Saturday 31 October in Piazza del Moretto. Organised by the Pro Loco Bagno Vignoni, the event brings a simple, convivial celebration to the spa village, with chestnuts and live music.

For those visiting the Val d’Orcia in this season, the event is an opportunity to stop in the historic centre of Bagno Vignoni, walk around the famous thermal pool and enjoy the atmosphere of the village on a day dedicated to autumn flavours.

Useful information

• When: Saturday 31 October 2026.
• Where: Piazza del Moretto, Bagno Vignoni.
• What to expect: chestnuts, live music and a village-square celebration.
• Organised by: Pro Loco Bagno Vignoni.

For more information and updates on the event: official Visit San Quirico d’Orcia – Bagno Vignoni page.