Montalcino

Travel Guide

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.
A stone house with a tiled roof surrounded by lush greenery and trees.
A cobblestone street lined with outdoor cafes, wooden shutters, and hanging lights.
A wooden sign with grape illustrations and the text "Grapho blu" against a backdrop of a historic building and a scenic view.
A narrow street lined with outdoor cafes and restaurants, with people dining and walking.

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 kilometres) south from SienaOpens in a new window. Be sure to visit attractions located outside of the town centre, 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 FilippoOpens in a new window or go hiking and skiing at Mount Amiata.

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
The price is CA $1,000 per night from Aug 13 to Aug 14
CA $1,000
CA $1,116 total
Aug 13 - Aug 14
includes taxes & fees
Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
9/10 Wonderful! (360 reviews)
"An exceptional hotel. One of the most thoroughly enjoyable weeks we’ve had as a couple. Truly stunning surroundings with fantastic amenities. Cannot wait to go back!"

Reviewed on Jul 24, 2026

Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
The price is CA $3,152 per night from Aug 25 to Aug 26
CA $3,152
CA $3,483 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (80 reviews)
"Best hotel ever."

Reviewed on Jul 27, 2026

Castiglion del Bosco, A Rosewood Hotel
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
The price is CA $229 per night from Aug 30 to Aug 31
CA $229
CA $268 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
10/10 Exceptional! (11 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."

Reviewed on Jul 14, 2026

Corte Francigena - Apartments
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.
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
10/10 Exceptional! (11 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."

Reviewed on Jul 14, 2026

Corte Francigena - Apartments
Palazzo Saloni

Palazzo Saloni

Via Soccorso Saloni 31 Montalcino SI
Book a stay at this luxury aparthotel in Montalcino. Enjoy free breakfast, free parking, and an attached winery. Popular attractions Fortress of Montalcino and ...
10/10 Exceptional! (4 reviews)
"Lovely design, room, food and hospitality. Beautiful property in the heart of Montalcino. So charming and amazing staff. Modern and renovated, working ac, easy parking. Would stay again 100%!!!"

Reviewed on Jul 28, 2026

Palazzo Saloni
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI) Toscana
Stay at this vacation home in Montalcino. Enjoy daily housekeeping, a garden, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of ...
9.8/10 Exceptional! (75 reviews)
"Very good.A bit hard to find, but VERY charming.Would absolutely go back."

Reviewed on Jul 3, 2026

The House of Alice, charm and relaxation
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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