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Known globally as the home of one of the world’s great wines, Brunello di Montalcino, the attractive hilltop town of Montalcino has a remarkable number of enoteche lining its medieval streets and is surrounded by hugely picturesque vineyards. There’s history to explore too: the town’s efforts to hold out against Florence even after Siena had fallen earned it the title 'the Republic of Siena in Montalcino', and there are many well-preserved medieval buildings within the historic city walls.

Top attractions

These are our favorite local haunts, touristy spots, and hidden gems throughout Montalcino.