Montepulciano

Start with where the food tells the story. For reliably excellent pizza and gelato, try Menchetti Montepulciano ; for inventive takes on Tuscan classics in an elegant, atmospheric setting reserve a table at L’Altro Cantuccio Ristorante ; and for warm, family‑run hospitality paired with cellar tours and carefully sourced seasonal dishes, book Il Pozzo Montepulciano . These three spots give a quick, well‑rounded sense of Montepulciano’s dining scene — from informal, flavour‑forward plates to full‑service, local‑ingredient menus. Plan the order: gelato and pizza for a quick, satisfying wander; Il Pozzo for an unhurried evening where service and wine make the meal memorable.

Montepulciano’s story is poured by the glass. Visit the atmospheric vaults of Ercolani Cellars - “Underground City” and Museum for a guided tasting that pairs history with generous pours; choose the intimate terrace tastings at Chiacchiera Cantina to meet winemakers and sample small, thoughtful selections; and drop into La Vineria di Montepulciano for relaxed, knowledgeable hospitality and a concise regional wine list that’s perfect for a mid‑afternoon stop. These three capture the range — museum‑level immersion, boutique producer warmth, and a friendly wine bar where sampling turns into conversation.

Stock up like a local. For a one‑stop supermarket with bakery, deli and a solid wine selection visit Conad — practical for picnics and late arrivals. For a convivial deli experience with generous platters and tailored wine pairing recommendations try Alimentari Enoteca Lo Sfizio Fuori le Mura Montepulciano . For neighbourhood essentials and friendly service, head to alimentari la spinella s.a.s. di marites bautista & c. — a compact shop valued by locals. Together they cover everyday supplies, picnic provisions and authentic deli stops when you want to eat well without a formal meal.

If you want movement and fresh air, go straight to two easy booking picks and a top lookout. Rent scooters and cover more ground with Montepulciano Adventure , which keeps the process quick and lets you explore rolling hills at your own pace. For a playful, guided way to discover the town’s hidden corners try Caccia al Tesoro a Montepulciano - Segreti e Magie — it’s great for families and groups. Finish a morning or late afternoon with the panoramic sweep from the Viewpoint on Montepulciano , where benches and stone walls invite you to linger and photograph the patchwork vineyards below.

Slow down and taste the everyday pleasures. Pop into buongusto gelateria for carefully made scoops and friendly guidance on flavour choices; browse seasonal produce and artisanal treats at L’ortolano for picnic ingredients or a light lunch; and keep the map handy as you wander montepulciano itself — winding streets, quiet courtyards and panoramic vantage points make simply walking the town one of the best ways to understand it. These three stops are about short, memorable moments: a perfect scoop, fresh produce, and the town that connects them.