Name: Villa with large garden in the Chianti hills
Address: Siena
Price range: $137 total

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 Uffizi

Historic Centre of Florence

Save 100% on your flight

$703

per person

Nov 12 - Nov 18

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,005 reviews)

Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

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$783

per person

Oct 30 - Nov 4

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (469 reviews)

The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Aurum Firenze

Historic Centre of Florence

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$926

per person

Oct 2 - Oct 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,005 reviews)

Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on Aug 14, 2025

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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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

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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 quaint 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.