Montecchio Travel Guide

Tourist Guide

The Castle of Montecchio Vesponi is a walled, castle with turrets and battlements, which occupies the top of a hill (Montecchio), overlooking the Val di Chiana, named and drawn on a well-documented survey map by Leonardo da Vinci in 1503. Many cultural events have taken place within its walls, including art exhibitions (the last being one of works of Manzù), concerts, folklore festivals, re- enactments and events in the local dialect. Famous visitors to the Castle have included the late Queen Elizabeth, The Queen Mother (of England) who came to learn Documentary Moviesmore about the castle and the area and owned in 1384 by another Englishman, Sir John Hawkwood (known in Italian as Giovanni Acuto). Hawkwood appears in the world famous fresco by Paolo Uccello in the Cathedral of Santa Maria del Fiore, The Duomo of Florence. #Tuscany #Castle #Montecchio #Vesponi #Valdichiana #Castiglion Fiorentino
The Castle of Montecchio Vesponi is a walled, castle with turrets and battlements, which occupies the top of a hill (Montecchio), overlooking the Val di Chiana, named and drawn on a well-documented survey map by Leonardo da Vinci in 1503. Many cultural events have taken place within its walls, including art exhibitions (the last being one of works of Manzù), concerts, folklore festivals, re- enactments and events in the local dialect. Famous visitors to the Castle have included the late Queen Elizabeth, The Queen Mother (of England) who came to learn Documentary Moviesmore about the castle and the area and owned in 1384 by another Englishman, Sir John Hawkwood (known in Italian as Giovanni Acuto). Hawkwood appears in the world famous fresco by Paolo Uccello in the Cathedral of Santa Maria del Fiore, The Duomo of Florence. #Tuscany #Castle #Montecchio #Vesponi #Valdichiana #Castiglion Fiorentino
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Stay at this business-friendly country house in Montepulciano. Enjoy free Wi-Fi, free parking and an on-site winery. Our guests praise the helpful staff in their ...
9.6/10 Exceptional! (278 reviews)
Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!

Reviewed on 5 Dec 2025

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Relais Villa Grazianella - UNA Esperienze
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Stay at this luxury hotel in Cortona. Enjoy free breakfast, free Wi-Fi and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (259 reviews)
Everything was great! Lovely hotel

Reviewed on 4 Jan 2026

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Monastero di Cortona Hotel & Spa
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (123 reviews)
Perfect escape
Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany

Reviewed on 27 Oct 2025

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Precise Tale Poggio Alla Sala
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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.
Abbadia Sicille Relais

Abbadia Sicille Relais

4 out of 5
SP 14 Loc. Abbadia Sicille Trequanda SI
Stay at this business-friendly residence in Trequanda. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena ...
8.8/10 Excellent! (162 reviews)
Room was beyond expectations. Helpful staff and overall great experience.

Reviewed on 7 Dec 2025

Abbadia Sicille Relais
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

Arezzo Toscana
Stay at this family-friendly holiday home in Arezzo. Enjoy free Wi-Fi, private pools and a garden. Popular attractions UCI Cinemas Arezzo and Casa Vasari House ...
10/10 Exceptional! (32 reviews)
Beautiful property!!! Accurate photos on listing. All amenities here in this very comfortable Valletta. 6 minute drive to Arezzo and wonderful walking paths everywhere. Hosts were helpful and keep property so well maintained!! We did not use pool because it was too cool but it looks like it would ...

Reviewed on 2 Oct 2025

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
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 Palazzo ...
8.8/10 Excellent! (96 reviews)
gorgeous historical property, very attentive host, great location

Reviewed on 8 Dec 2025

Residenza Fabroni
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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.

Popular places to visit

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

Archaeological Museum

You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Archaeological Museum

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Agricola Buccelletti Winery

Vasari Loggia

You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.

Vasari Loggia

Municipal Art Gallery

You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Municipal Art Gallery

Cassero Tower

4/5(2 reviews)

Find out about the history of Castiglion Fiorentino when you take a trip to Cassero Tower. You can enjoy the wineries while in the area.

Cassero Tower

Activities

Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

AU$35
per adult
Oil museum and oil mill in Tuscany: tour and tasting
2-Hour Private Wine Tasting in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

AU$52
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Pizza Party and Open Bar in Private Garden

Pizza Party and Open Bar in Private Garden

AU$260
per adult
Pizza Party and Open Bar in Private Garden
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Cities near Montecchio

Cortona showing a city and farmland

Cortona