Montalcino

Travel Guide

Montalcino featuring a sunset and heritage architecture
Montalcino which includes a sunset and heritage architecture
Montalcino showing a sunset and landscape views
Montalcino featuring a sunset and outdoor eating
Montalcino featuring signage

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, Castelnuovo dell'Abate, Montalcino, SI
Stay at this 5-star luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
8.8/10 Excellent! (331 reviews)
"Me and my wife stayed there for our honeymoon. We had an exceptional time. The service was exceptional. The pools and amenities were very nice. Great! Breakfast was just free. Located close to montel Chino and many great wineries. Specifically, we really enjoyed the wine tasting. The entire staff ..."

Reviewed on 11 Sept 2025

Castello di Velona Resort Thermal SPA & Winery
Hotel Dei Capitani

Hotel Dei Capitani

3 out of 5
Via Lapini 6, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is €194 per night from 14 Oct to 15 Oct
€194
14 Oct - 15 Oct
includes taxes & fees
Stay at this 3-star hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (399 reviews)
"This was a fantastic place to stay while visiting Montalcino. Spectacular views from our room and from the breakfast area and pool deck. Staff was very hospitable, and the breakfast buffet was really good. Mimosa’s restaurant recommendations were on point😎. I picked this place somewhat randomly ..."

Reviewed on 15 Sept 2025

Hotel Dei Capitani
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is €1,407 per night from 5 Nov to 6 Nov
€1,407
5 Nov - 6 Nov
includes taxes & fees
Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (66 reviews)
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."

Reviewed on 3 Aug 2025

Rosewood Castiglion del Bosco
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.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena
Book a stay at this family-friendly villa in Montalcino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castello Banfi and Corte ...
9.4/10 Exceptional! (47 reviews)
"The villa was clean, spacious and very comfortable. The views were amazing!"

Reviewed on 1 Oct 2025

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino, exclusive for you, stunning view!!!

Montalcino
Stay at this villa in Montalcino. Enjoy free WiFi, private pools, and a garden. Popular attractions San Giovanni d'Asso Station and Museo del Tartufo are located ...
10/10 Exceptional! (69 reviews)
"This is a perfect villa in a perfect location. The interior is excellently equipped and is very comfortable and spacious, and the multiple external relaxing/dining areas are ideal for enjoying the incredible views in every direction, whilst the large pool is perfect for cooling off from the summer ..."

Reviewed on 6 Sept 2025

Villa in Montalcino, exclusive for you, stunning view!!!
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montisi
Stay at this villa in Montalcino. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni d'Asso ...
9.8/10 Exceptional! (54 reviews)
"Fantastic property with stunning views - especially of the sunsets each evening. The kitchen has everything that is needed (and more). A really good sized pool, large beds and en-suites for every bedroom was such a bonus. The owner, Luigi, is so approachable, friendly and helpful suggesting places ..."

Reviewed on 29 Aug 2025

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
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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Reviews of Montalcino

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Top destination
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3/5 - Okay

Verified traveller

We checked In to a lovely hotel 30 mins away.