The main square of Montepulciano, Piazza Grande is the heart of the town and a hub of social and cultural life. It is surrounded by important buildings such as the Palazzo Comunale, the Cathedral of Santa Maria Assunta, and the Palazzo Tarugi.

The square hosts various events and festivals throughout the year and offers visitors a chance to admire Renaissance architecture while enjoying the lively atmosphere.

This historic town hall building dominates Piazza Grande and is notable for its medieval tower, which visitors can climb for panoramic views of Montepulciano and the surrounding countryside.

The Palazzo Comunale features a blend of Gothic and Renaissance architectural styles and houses important civic offices and exhibition spaces.

The Cathedral of Montepulciano, located on Piazza Grande, is a Renaissance-style church built in the 16th century. It is known for its elegant façade and interior artworks, including paintings by renowned artists.

The cathedral is a key religious site in the town and offers a peaceful retreat for visitors interested in history and art.

One of the oldest wine cellars in Montepulciano, Cantina Contucci offers guided tours and tastings of the famous Vino Nobile di Montepulciano.

Visitors can learn about the traditional wine-making process and sample a variety of wines in a historic setting that dates back to the 18th century.

Located just outside the town walls, the Temple of San Biagio is a masterpiece of Renaissance architecture designed by Antonio da Sangallo the Elder.

This beautiful church is set in a scenic location and is known for its harmonious proportions and elegant design, making it a must-visit for architecture enthusiasts.

A Renaissance palace located on Piazza Grande, Palazzo Tarugi is notable for its symmetrical façade and historical significance.

The building now hosts cultural events and exhibitions, providing insight into the town's aristocratic past.

The Civic Museum of Montepulciano houses a collection of artworks, archaeological finds, and historical artifacts related to the town and its region.

It offers visitors a deeper understanding of Montepulciano's cultural and historical heritage through its well-curated exhibits.

Another prominent winery in Montepulciano, Cantina Neri provides tours and tastings in a traditional cellar environment.

The winery is known for producing high-quality Vino Nobile di Montepulciano and offers educational experiences about local viticulture.

One of the ancient gates of Montepulciano, Porta al Prato is part of the town's medieval fortifications and offers a glimpse into its defensive history.

The gate is a picturesque spot for photography and marks the entrance to the historic center.

This Gothic-style church is located near the town center and is known for its beautiful frescoes and serene interior.

The Church of San Francesco is a peaceful place for reflection and an important religious site in Montepulciano.