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Montalcino
Travel Guide

Montalcino showing a sunset and heritage architecture

Famous for its viniculture, this hilltop town also has a walled old town decorated with a majestic fortress, churches and piazzas.

Wine enthusiasts, history buffs and nature lovers flock to the picturesque town of Montalcino. Perched on a hill above Tuscany’s Val d’Orcia, the town boasts a stimulating mix of enoteche (wine stores), ancient monuments and museums. First settled around A.D. 800, Montalcino grew into a medieval stronghold and later achieved worldwide fame for its production of Brunello di Montalcino wine.

The crisscrossing streets and staircases of the wall-enclosed historic quarter are ideal to explore on foot. Start your visit at Fortezza di Montalcino (aka Rocca), a huge fortress built in the 1300s. Enjoy views of the surrounding valleys, vineyards and orchards from the tower and ramparts. Sample local wines at the fortress’s own enoteca.

Follow the streets down from the fortress to Piazza del Popolo. Here you’ll find architectural treasures such as the arched Loggia and the town hall, Palazzo dei Priori. Nearby is the Chiesa di Sant’Agostino and Montalcino Cathedral, notable for its Corinthian-style entrance and collection of antique art.

Spot more art, such as exhibitions of 14th- and 15th-century works by Sienese masters, at the Civic and Diocesan Museum of Sacred Art.

Vying for space with the town’s historic buildings are the enoteche and osteria (taverns). Take time out from sightseeing and treat yourself to a flight of Brunello di Montalcino wines. Alternatively, watch the world go from a café terrace while sipping on a coffee.

A great time to visit is in July, when the town is in full festival swing. The Jazz and Wine Festival takes over the fortress with live concerts and the Festival della Val d’Orcia hosts dance and theatrical performances.

Montalcino is about 25 miles (40 kilometers) south from Siena. Be sure to visit attractions located outside of the town center, including the 8th-century Sant’Antimo Abbey. Stop off on the way at the Brunello Museum to learn about the town’s winemaking history.

Ideal for daytrips and weekend breaks, Montalcino is also a great base for exploring the Val d’Orcia. Relax in the thermal baths in Bagni San Filippo or go hiking and skiing at Mount Amiata.

SI Montalcino Hotel & Restaurant
SI Montalcino Hotel & Restaurant
3 out of 5
Via Osticcio 21, Montalcino, SI
The price is $129 per night from Jun 22 to Jun 22
Situated in Montalcino, this hotel is 0.9 mi (1.4 km) from Fortress of Montalcino and 2.3 mi (3.6 km) from Poggio Antico. Museum of Brunello and Abbazia di Sant'Antimo ...
4.6/5Wonderful! (182 reviews)
"Great hotel with staff that really cares. Very charming. Nice rooms and facilities!"

Reviewed on Oct 10, 2020

SI Montalcino Hotel & Restaurant
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion Del Bosco, Montalcino, SI
The price is $1,005 per night from Jun 24 to Jun 24
Located in a provincial park, this family-friendly hotel is within 9 mi (15 km) of Museum of Sacred Art in Val d’Arbia, Val di Merse, and Basso Merse Nature ...
5/5Exceptional! (23 reviews)
A great visit with friends
"The property is beautiful. Great service, great food. The wine tasing room is quite posh. The gym is well equipped. The rooms are comfortable. The drive up to the property is long but worth it."

Reviewed on Nov 9, 2019

Rosewood Castiglion del Bosco
Castello di Velona Resort - The Leading Hotels of the World
Castello di Velona Resort - The Leading Hotels of the World
5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
The price is $369 per night from Jun 23 to Jun 23
Situated in a national park, this luxury hotel is 1.6 mi (2.5 km) from Abbazia di Sant'Antimo and 6.5 mi (10.5 km) from Fortress of Montalcino. Horti Leonini ...
4.5/5Wonderful! (266 reviews)
Love it!
"We planned staying one night but ended up staying three nights. Beautiful location with amazing views. Get a car and explore while staying there and chill out in the pools after."

Reviewed on Oct 18, 2020

Castello di Velona Resort - The Leading Hotels of the World
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
"casa Mare" Direttamente SUL Mare
"casa Mare" Direttamente SUL Mare
Pomonte, Tuscany
Situated by the ocean, this vacation home is steps from Arcipelago Toscano National Park and Pomonte Beach. Spiaggia Le Tombe and Fetovaia Beach are also within ...
5/5Exceptional! (1 review)
Stupenda posizione
"Stupenda posizione ed appartamento carino e molto ben curato, comprende tutti i confort."

Reviewed on May 16, 2021

"casa Mare" Direttamente SUL Mare
Apartments I Gigli in Scaglieri
Apartments I Gigli in Scaglieri
Portoferraio, Tuscany
Situated in Scaglieri, this apartment building is steps from Biodola Beach, Arcipelago Toscano National Park, and Spiaggia di Scaglieri. Spiaggia di Forno and ...
Apartments I Gigli in Scaglieri
Seafront Garden Villa in Argentario
Seafront Garden Villa in Argentario
Monte Argentario, Tuscany
Situated by the ocean, this vacation home is within 1 mi (2 km) of Cannelle and Mar Morto. Spiaggia Sassi Verdi and Il Purgatorio are also within 2 mi (3 ...
Seafront Garden Villa in Argentario
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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