Montalcino Travel Guide

Tourist 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.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ฿30,533 per night from 2 Dec to 3 Dec
฿30,533
฿33,963 total
2 Dec - 3 Dec
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone ...
10/10 Exceptional! (87 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on 30 Oct 2026

Castiglion del Bosco, A Rosewood Hotel
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
The price is ฿4,079 per night from 5 Nov to 6 Nov
฿4,079
฿4,788 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this apartment in Montalcino. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Corte Francigena - Apartments
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 ฿16,573 per night from 30 Nov to 1 Dec
฿16,573
฿18,607 total
30 Nov - 1 Dec
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
9/10 Wonderful! (380 reviews)
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The ..."

Reviewed on 23 Oct 2026

Castello di Velona Resort Thermal SPA & Winery
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 Wi-Fi, free parking and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Corte Francigena - Apartments
Palazzo Saloni

Palazzo Saloni

Via Soccorso Saloni 31 Montalcino SI
Stay at this luxury aparthotel in Montalcino. Enjoy free breakfast, free parking and an on-site winery. Popular attractions Fortress of Montalcino and Civic ...
10/10 Exceptional! (14 reviews)
"All Team members @ this Hotel were welcoming, professional & friendly. The Hotel has a restaurant on-site that provides you with a wonderful dining experience. We got upgraded on our arrival which was such a wonderful perk. Thank you to Palazzo Saloni & Montalcino for the wonderful memories!"

Reviewed on 24 Oct 2026

Palazzo Saloni
Borgo Lucignanello Bandini

Borgo Lucignanello Bandini

Località Lucignano d'Asso Montalcino SI
Stay at this residence in Montalcino. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Museo del Tartufo and San Giovanni d'Asso Station ...
9.6/10 Exceptional! (14 reviews)
"We loved our stay, hope to be back, and would recommend to anyone visiting Tuscany! The view from almost anywhere on the property is absolutely stunning and we felt immediately relaxed after a week of Italian city life- the location feels remote but is close to many attractions, little medieval towns, ..."

Reviewed on 29 Sept 2026

Borgo Lucignanello Bandini
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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Things to do

Cities near Montalcino