Vallepicciola: Where Vineyards Meet the Tuscan Sky
Within the gentle hills of Chianti Classico, past olive groves and weathered farmhouses, is Vallepicciola, one of the more recent yet ambitious wineries to emerge from the storied region. The winery, within the municipality of Castelnuovo Berardenga, is part of the Fontanelle Estate brand, that combines the romance of old Tuscany with contemporary luxury. Here, wine is only the beginning of the story.
Tuscany in a Glass
Vallepicciola occupies a valley that’s tailored to viticulture. The land rolls in gentle waves, punctuated by cypress-lined ridges and groves of olive trees, and the soils vary from clay to rocky marl. It’s a mosaic that translates into the wines’ depth and precision. On any clear morning or late afternoon, the hills glow amber, dotted with distant villages, and you can almost feel the centuries of agriculture shaping the land beneath your feet.
The property, which includes Vallepicciola, Hotel Le Fontanelle and The Club House, has been in the Bolfo family’s care since the 1970s. While the hotels offer refined accommodations, Vallepicciola emerged later as a dedicated winery, combining modern winemaking techniques with a careful respect for tradition. The estate’s vision is holistic: luxury, hospitality, and wine coexist, each enhancing the other, anchored by an intimate understanding of the land.


Vineyards and Varietals
The vineyards themselves span more than 100 hectares, divided into multiple parcels, each chosen for its particular soil, sun exposure, and elevation. Sangiovese dominates here, as it does across Chianti, but Vallepicciola also nurtures Cabernet Sauvignon, Merlot, Cabernet Franc, Chardonnay, and even Pinot Noir. Some plots are dedicated to pure varietal expressions; others produce blends that highlight the estate’s nuanced approach to winemaking.
This attention to terroir is evident in the wines themselves. The Chianti Classico is elegant, balancing bright red fruit and fresh acidity with subtle earthy undertones. (In 2024, the estate's Chianti Classico 2021 secured the 37th position in Wine Spectator's prestigious Top 100 list, marking a significant milestone.) The Gran Selezione bottles—the estate’s flagship offerings—showcase a richer, more contemplative side of the estate, drawing depth from older vines and meticulous vineyard management. Even casual tastings hint at the care taken at every step, from vineyard to barrel.

Vallepicciola may take its winemaking seriously, but its logo suggests a lighter touch. The crowned, bearded figure is King Berardo, a character from local legend. After years of conquest, he supposedly stumbled into the cellar at Valle Picciola, where a sip of wine transformed him—his unruly beard smoothed, his eye turned gentle, and he bowed in gratitude. It’s a whimsical emblem for a winery whose bottles are anything but whimsical, a reminder that even in the most serious expressions of Chianti Classico, there’s room for a little Tuscan storytelling.


Visiting Vallepicciola
Vallepicciola visitors can explore the vineyards by foot or jeep, winding along paths that offer postcard-perfect views of Chianti’s signature hills and groves. Tasting rooms open onto terraces where the horizon stretches endlessly, and glasses are paired with Tuscan cheeses, cured meats, and the occasional picnic at sunset.
For those staying on the estate, Hotel Le Fontanelle and The Club House provide quiet retreats after vineyard excursions. Spa treatments, yoga sessions among olive trees, or a quiet hour overlooking the rolling landscape offer a full immersion into the Tuscan rhythm—slow, deliberate, and deeply restorative. Every turn on the property seems designed to frame a perfect vista, a reminder that here, nature and hospitality are inseparable.


From Tuscany to Your Table
Vallepicciola’s wines have made their way beyond Italy, and U.S. wine enthusiasts can often find them through specialty retailers and online stores. The Chianti Classico, in particular, is available in New York outlets, while the Vallepicciola Rosso Igt Toscana and other select bottlings appear at curated wine shops. For those chasing the estate’s more limited releases—Gran Selezione or single-cru labels—direct inquiries through the winery (click here) or attendance at wine fairs is often the most reliable route.
Why Vallepicciola Stands Out
What makes Vallepicciola compelling isn’t just the wines, although they are excellent. It’s the way the estate balances meticulous winemaking with a sense of place. Here, the hills aren’t just scenery; they are partners in production, contributing subtle mineral notes and a sense of history to each bottle. The Bolfo family’s approach to hospitality ensures that the visitor experience is layered: you taste, yes, but you also see, walk, rest, and soak in the landscape.
In this region of legendary names and centuries of tradition, Vallepicciola is both rooted and refreshingly modern. It honors the Chianti Classico legacy while asserting its own identity. It’s a place where vineyards meet sky, and every glass reflects the beauty and history of the land.
Photos courtesy of Vallepicciola