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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The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

$885

per person

Dec 8 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (477 reviews)

The front desk speaks multiple languages, and is very informative about the area around the hotel. The hotel is bright & clean, and they are the first hotel I stayed at in my time in Europe that didn't lock me out of the air conditioning setting. The spa was nice and relaxing and they make sure not too many people are there at the same time which is super nice. It was great after walking 20,000 steps in a day to sit in the turkish bath. They packed me a box breakfast the day I had to leave early to go on an excursion, and they offered one the day I went to the airport. Overall, amazing value for the price. The only complaint which isn't on them is that there are not many restaurant options immediately next to the hotel - just one. However, I spent most of my time in the city center so that was fine.

Reviewed on Oct 4, 2025

Dimora Palanca Boutique & SPA

Historic Centre of Florence

Save 100% on your flight

$1,151

per person

Nov 16 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

9.4/10 Exceptional! (51 reviews)

Overall the property was great for our needs. It was very convenient for us because it had parking on the premises. The staff was amazing and the king room was beautiful. The only drawback is that it was a bit of a walk from the city center.

Reviewed on Oct 5, 2025

Aurum Firenze

Historic Centre of Florence

$1,138

per person

Dec 28 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,007 reviews)

Breakfast was excellent

Reviewed on Sep 29, 2025

Browse tours and tickets to explore Monteriggioni Castle

Tours & day trips

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Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting

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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Tuscany Hiking Tour from Siena Including Wine Tasting

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 culturally rich 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 quaint 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.