Monticchiello Travel Guide

Tourist Guide
Monticchiello which includes a small town or village and heritage architecture as well as an individual female
Monticchiello showing signage
Monticchiello showing flowers and heritage architecture
Monticchiello which includes a small town or village as well as a couple
Monticchiello showing heritage architecture and flowers
Breathtaking natural landscapes, a storybook medieval quarter and community theater productions await in this peaceful hilltop town above the Val d’Orcia.

Monticchiello is one of the many towns with gorgeous scenery that you can visit while touring Tuscany’s Siena province. The town’s origins trace back to Roman times and it flourished as a medieval stronghold from the mid-1200s. Today, Monticchiello is recognized for its close-knit community spirit, summer theater productions and agritourism.

The town’s historic quarter is a compact, walled area that appears as though it has been plucked from a movie set. Spacious streets lead to brick-paved squares framed by stone houses with flower-filled balconies and shuttered windows. Punctuating the skyline are seven towers that have survived since the towns heyday. Two of them flank the main gateway, Porta Sant’Agata.

One of the most important landmarks is Chiesa dei Santi Leonardo di Limoges e Cristoforo. This 13th-century Gothic church dominates the sleepy Piazza Commenda. Venture inside to admire frescoes created by artists of the Siense School. Pietro Lorenzetti and Pietruccio di Betto are among the painters whose works decorate the walls.

A great time to visit is in July and August when the Teatro Povero puts on its annual show. Local residents write, direct, choreograph and perform every aspect of the shows, which bring to life social and political issues relevant to the town. Performances are open-air and run from Tuesday to Sunday.

Monticchiello is a burgeoning agritourim destination. Farms in the immediate surroundings present opportunities to get up-close with Tuscany’s stunning countryside. Relax at the farms’ swimming pools, dine on locally sourced produce and explore the region on rented bike. Similarly, the green landscapes and terraced fields of nearby Riserva Naturale Lucciolabella and Riserva Naturale Pietraporciana are a photography- and nature-lover’s paradise.

Monticchiello is just a 20-minute drive from PienzaOpens in a new window and MontepulcianoOpens in a new window and easy to visit on a daytrip from both towns. Parking is available at the entrance to the old town. Active visitors might want to get here on foot via the hilly country lanes of the Val d’Orcia.

Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
Via Marino Cappelli, 6, Pienza, SI
The price is ฿3,960 per night from 29 Jan to 30 Jan
฿3,960
฿5,235 total
includes taxes & fees
29 Jan - 30 Jan
Stay at this business-friendly affittacamere in Pienza. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Art Studio di Adelina Quadri and ...
9.6/10 Exceptional! (33 reviews)
"Great place!"

Reviewed on 18 Oct 2024

Affitacamere Maria Gabriella
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Stay at this 5-star luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
9.8/10 Exceptional! (57 reviews)
"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious ..."

Reviewed on 3 Jan 2025

Rosewood Castiglion del Bosco
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (543 reviews)
Good stay
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good."

Reviewed on 29 Sep 2024

Hotel Relais II Chiostro di Pienza
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.
Hotel San Gregorio
Hotel San Gregorio
3 out of 5
Via Della Madonnina 4, Pienza, SI
Stay at this 3-star business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and 2 hot tubs. Popular attractions RI Crea RE and Enoteca Di Ghino ...
9.2/10 Wonderful! (108 reviews)
"Very nice staff, great service, super clean. Will stay again."

Reviewed on 11 Apr 2024

Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Casanova - Panoramic Rooms and Suites
3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
Stay at this 3-star spa residence in San Quirico d'Orcia. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Popular attractions Palazzo Chigi and Horti Leonini ...
9/10 Wonderful! (42 reviews)
"It was a nice property- unfortunate what they charge to just swim"

Reviewed on 26 Oct 2024

Casanova - Panoramic Rooms and Suites
Residenza Fabroni
Residenza Fabroni
Via di Gracciano nel Corso, 12, Montepulciano, SI
Stay at this historic residence in Montepulciano. Enjoy free Wi-Fi, an on-site winery and a rooftop terrace. Popular attractions Torre di Pulcinella and Church ...
8.8/10 Excellent! (78 reviews)
Very large apartment in the historic area
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area ..."

Reviewed on 24 Oct 2024

Residenza Fabroni
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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