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Things to do in Montepulciano

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A historic brick building with arched windows and doors under a clear blue sky.
  • Siena

Santa Maria della Scala

Santa Maria della Scala is a museum in Siena which was once a hospital devoted to caring for orphans, pilgrims, and those afflicted by poverty or illness. It is considered to be one of the oldest hospitals in the world, and is an iconic part of Siena's cultural identity and history.
New
From
$20.98
Historic brick building with a tall clock tower and battlements against a clear blue sky.
  • Siena

Pubblico Palace

Admire historic architecture and view stunning frescoes
4.2 (6)
From
$16.32
Aerial view of an Italian medieval town square with stone buildings, towers, and a central well, surrounded by lush greenery.
  • San Gimignano

Civic Museums of San Gimignano

The Civic Museums of San Gimignano are located in a stunning 11th-century walled town which looms 334 meters above the Elsa Valley, close to Florence. The town is a listed UNESCO World Heritage Site and its complex of museums offer one of Europe's most compelling insights into medieval life.
4.1 (71)
From
$21.56
Stone church façade with circular stained glass window and adjacent square towers under a blue sky with wispy clouds.
  • San Gimignano

Duomo of San Gimignano

Tuscany's Duomo of San Gimignano, also called the Collegiata di San Gimignano is a beautiful frescoed arch that has survived centuries without any restoration work. In spite of being bombed during World War II, the vivid frescoes from the 13th century still remain as bright as ever, making this one of Europe's most treasured buildings. The adjoining Museum of Sacred Art is home to valuable pieces from the Collegiata, plus surrounding convents and churches.
3.9 (101)
From
$11.65
An old town square with historic buildings and a clock tower under a clear sky.
  • Pienza

Palazzo Piccolomini di Pienza

Pienza's Palazzo Piccolomini, close to Siena, is one of the earliest examples of Renaissance architecture in the world. Once the home of Pope Pius II, it's now a fascinating museum and art gallery!
4.3 (10)
From
$17.48
Ornate synagogue interior with marble columns, stairs, candles, red curtain with Star of David, and arched windows.
  • Siena

Siena Synagogue

Siena Synagogue is a historic synagogue in Italy, built in the 18th century and functioning as a focal point for the Jewish community in Siena to this day. Marked by a simple façade and an exquisitely decorated interior, the synagogue and adjoining Jewish Museum allow visitors to learn about the Jewish presence and persecution in Siena dating back to the 12th century.
3.5 (15)
From
$7.57
Medieval stone towers and buildings with trees and greenery in the foreground, under a partly cloudy sky.
  • San Gimignano

Torre e Casa Campatelli

Torre e Casa Campatelli is a tower house that once belonged to the Campatellis, a family of Florentine entrepreneurs and landowners who, from the early 19th century, associated their name with this 12th-century building.
4.7 (14)
From
$9.32
View of Montalcino from the winery
up to -10%
  • Montalcino

Tuscany Wine Tasting

Sip and savor Tuscany with a wine tasting experience
4.6 (17)
From
$11.65
A historic stone building with a round tower and tall rectangular bell tower, surrounded by a field of yellow flowers.
  • Castelnuovo dell’Abate

Abbazia di Sant'Antimo

The ancient Abbey of Sant'Antimo was once home to Benedictine monks. It was restored in 1870 by architect Giuseppe Partini and is now used as a concert and cultural venue.
4.1 (13)
From
$9.32
Let the melodic voice of the soprano, accompanied by the theorbo and the baroque guitar, take you back in time.
  • Siena

Siena Opera

Watch performances and tour the historic theater
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From
$102.55
A fresco depicting the Madonna and Child, flanked by two angels crowning her, while an older man sits at a desk on the left.
  • Montalcino

Museo Civico e Diocesano

The Museo Civico e Diocesano occupies the former convent of Sant'Agostino in Montalcino, near Siena. Visitors can browse a small but rich collection of religious art from the town and surrounding region in a cozy and warm region of Italy.
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$16.32
montalcino
up to -10%
  • Siena

Day Trips from Siena

Experience the enchantment of Tuscany in a day with a day trip from Siena
4.4 (5)
From
$89.15
Two adjacent stone buildings under clear blue sky with wooden doors and windows; a potted plant on paved ground.
  • Cortona

Museo Diocesano di Cortona

Museo Diocesano di Cortona is a museum in Tuscany which houses various works of religious art and antiques from around the region of Cortona.
4.3 (6)
From
$10.49
A historical hillside town with stone buildings and a tower, surrounded by lush greenery and rolling hills in the background.
  • Colle di Val d'Elsa

Museum San Pietro

Hidden within the San Pietro Monastery, this museum charts the incredible history of this Tuscan town and celebrates the culture produced by its citizens across the ages.
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$12.82

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