Siena to Chianti: Wineries and Hill Towns

# Siena to Chianti: Wineries and Hill Towns

Chianti starts at Siena's northern edge. The famous wine region stretches up toward Florence with hill towns, castles, and cellars in between.

Key facts

• By car: essential. Public transport is poor in the Chianti area.
• Day-trip loop: Castellina in Chianti, Radda in Chianti, Gaiole in Chianti — all under 30 min from Siena.
• Winery visits: book 1-2 days ahead. Tastings run 15-40 euro per person.
• Best for: scenic driving, lunch in a castle, 2-3 winery stops.
• Group tours from Siena: 80-150 euro per person, including transport, lunch, 2 wineries.

What I tell visitors

If you don't drive, take a small-group Chianti tour from Siena. The roads are too narrow and twisty for everyone to be enjoyable behind the wheel.

Related guides

• Where To Eat
• Palio
• Gelato

Final word

Whatever brings you to Siena — food, the Palio, the Tuscan countryside — slow down. The city repays attention. If you have a tip to add or a correction, write us at redazione@visitsienaguide.it.