Hotel Chianti-Resort Toskana-3-Sterne-Hotel im Chianti-Landurlaub Siena 

Autumn in Tuscany is an invitation to wonder that no lover of beauty should resist. Vineyards turn red and orange, woods are covered in golden leaves, and the landscape transforms into a scene that changes shades every single day. From Country Hotel Casolare Le Terre Rosse in San Gimignano, you can set off on a journey to discover the foliage in the Val d’Orcia, where the rolling UNESCO-listed hills dress in the warmest colors of the year.

The best time to admire the foliage in the Val d’Orcia is from mid-October to early November, when nature is at its most vibrant. Here are some of the places that offer the most enchanting views during this time of year.

Pienza, the Renaissance balcony over autumn colors

Pienza, the “ideal city” of the Renaissance, becomes a privileged viewpoint over the Val d’Orcia. From its walls, the gaze sweeps across the Crete Senesi, while the surrounding vineyards display autumn shades like brushstrokes on a canvas.

The famous Camminamento Panoramico offers unforgettable moments at sunset, when golden light draws playful shadows across the rolling hills.

San Quirico d'Orcia, a gem among centuries-old cypresses

San Quirico enchants with its intimate ambiance and hidden gems. The famous Horti Leonini, elegant 16th-century gardens, come alive with copper-colored foliage, while the crisp autumn air fills with the scent of moist earth and roasted chestnuts.

Walking among the rows of cypresses that dot the hills becomes a ritual to savor slowly, almost in contemplation. These centuries-old trees rise like green sentinels, creating natural scenes reminiscent of vintage postcards.

Bagno Vignoni, the thermal heart of the Val d’Orcia

Few places in the world can create such an evocative atmosphere as Bagno Vignoni. The large thermal pool at the center of the medieval square, wrapped in steam that dances in the cool morning air, is especially fascinating in autumn.

Bagno Vignoni is a village that invites you to slow down: its quiet alleys preserve traces of history such as the mastio, one of the ancient gates of the village, and the Romanesque church of San Biagio, which still holds remnants of 15th-century frescoes. Walking among these stones feels like stepping into suspended time, far from the rush of everyday life.

Monticchiello, among ancient walls and autumn hues

Perched on a hill, this small fortified village preserves the charm of its old travertine houses. Its cobbled lanes become a stage for the vibrant colors of the surrounding vineyards and woods.

In autumn, Monticchiello’s Teatro Povero brings the village to life with a vibrant calendar of events. Visitors can enjoy art exhibitions, film festivals, concerts, book presentations, and theatrical performances that showcase the community's authentic spirit. It is a must-see destination on your journey through the Val d’Orcia.

Castiglione d’Orcia, the charm of the fortress and its views

This picturesque medieval village, located in the heart of the Val d’Orcia, holds centuries of history and traditions. From its Rocca di Tentennano, you can admire one of the most breathtaking views in all of Tuscany.

In autumn, the landscape becomes a mosaic of colors: plowed fields turn chocolate-brown, golden vineyards sparkle in the sun, and woods shift from green to copper and finally to deep red. As the sun sinks toward the horizon, the glow of sunset enhances every detail of the village, offering truly magical views.

How to experience autumn in the Val d’Orcia at its best

October and November are perfect months to appreciate both the beautiful landscapes and the seasonal flavors. Wineries welcome visitors for tastings of their new wines, while local mills offer the first fresh, peppery olive oil.

Here’s a helpful tip: after a rainy day, the colors of the foliage become even more vibrant, and the clear light that follows creates a dreamlike atmosphere.

After a day spent exploring the vibrant colors of the Val d’Orcia, returning to Casolare Le Terre Rosse is truly a delight. Here, you can enjoy a dinner prepared with seasonal local ingredients, such as raisin bread, handmade tagliatelle with porcini mushrooms, and delicious fig jam, all paired with a fine glass of red wine.

Experience the magic of foliage in Tuscany and stay at Casolare Le Terre Rosse in San Gimignano.