If only the walls of Monteriggioni Castle could tell the stories of all they've seen. Stop by to learn some of its historic significance.

If you're planning to stick around a while in Monteriggioni, Monteriggioni Castle is an interesting place to start your sightseeing. This historic stately house is one of numerous attractions that'll keep you on the go here. Sentierelsa Trail, Walls of Monteriggioni, and Siena Stadium are also waiting to be discovered close by.

Plan a trip to see Monteriggioni Castle

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Aurum Firenze

Historic Centre of Florence

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per person

Sep 9 - Sep 14

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Excellent Location, friendly staff and good standard room

Reviewed on Jul 1, 2025

Aurum Uffizi

Historic Centre of Florence

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per person

Sep 9 - Sep 14

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Great location. Old building redone not well. AC is broken and/or insufficient.

Reviewed on Jun 29, 2025

Collegio alla Querce - Auberge Resorts

Le Cure

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per person

Sep 3 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

10/10 Exceptional! (1 review)

Browse tours and tickets to explore Monteriggioni Castle

Tours & day trips

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Chianti Half Day Wine Tour from Florence

Free cancellation available

Private & custom tours

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Siena: Horseback Adventure in the Tuscan Countryside

Free cancellation available

Classes & workshops

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Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

Free cancellation available

Adventure & outdoor

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Safari Chianti Experience on a quad with picnic

Free cancellation available

Air, helicopter & balloon tours

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Experience the Magic of Tuscany from a Hot Air Balloon

Free cancellation available

Popular places to visit

Cascate del Diborrato - Parco fluviale dell'Elsa

Inside the residential area of Colle Val d'Elsa is a historic and natural landscape of enormous value thanks to the Elsa River which crosses the Val d'Elsa creating a unique territory. The river creates enchanting corners for hiking and observing: the engineering works for gathering water, the artifical canal system for carrying the water to the city, the caves. A particularly suggestive point is the Diborrato water falls, a 15m jump which is more than 10m deep, a sort of small lake where the locals used to go to cool off. Other places not to miss are the Grotta dell'Orso, the Conchina, the Masso Bianco, the Nicchia and the Spianata dei Falchi, each with its own particularities. This natural richness has been recognized with the institution of a protected area in the River Park of the Upper Val d'Elsa which includes the path of the river from the city of Colle Val d'Elsa which stretches from Ponte Santa Giulia to Ponte di Spugna and includes the Caldane, thermal springs which were known to the Etruscans and Romans.

Alta Val d'Elsa River Park

Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this quaint area.

The Rock of Staggia

Learn about the local history of Staggia with a stop at The Rock of Staggia. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area.

Le Caldane Thermal Baths

Commune with nature and explore the great outdoors at Le Caldane Thermal Baths during your travels in Colle di Val d'Elsa. Find some time to visit the spas or temples in this relaxing area.

San Leonardo al Lago

Learn about the local history of Monteriggioni when you spend time at San Leonardo al Lago. Discover the beautiful countryside in this walkable area, or enjoy its local tours.