Top Castles in Chianti Region in 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region castles

An aerial view of a large, rectangular building with a central courtyard, surrounded by a curved road and sparse vegetation.

1. Castello Di Montemasso

Greve in Chianti

Quan

Rp2.224.698 total

includes taxes & fees

11 Oct - 12 Oct

A modern bedroom with a bed, wardrobe, and a mirror.

2. Cattaleya Rooms

Santa Maria Novella

Vishnu

Rp2.862.513 total

includes taxes & fees

15 Oct - 16 Oct

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Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."

Fattoria di Vegi

10/10 Excellent

"This place is a little piece of heaven on earth. If you are looking for peace, tranquility, beautiful surroundings, luxurious rooms, friendly hand helpful staff, this is the place for you. We have stayed in many luxurious places, but this hotel we both thought was the best we have ever experienced. It had a homely feel, you felt part of the family. In each block there was a lounge, so it felt like a home. And an honesty box for the bar and drinks at the pool, again making it feel like a home where you help yourself. The food in the restaurant was delicious, the wine tasting tour was really good with Ingrid who was lovely, I honestly can’t rate this place highly enough. If you wish for a few days of luxury and tranquility, make a booking, you won’t regret it."

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Find out more about Chianti Region

Chianti Region Castles information

Number of reviews	78
Accommodation	2 Castles
Lowest Price	Rp2.224.698
Highest Price	Rp2.862.513

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region castles

1. Castello Di Montemasso

2. Cattaleya Rooms

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

hu Firenze Certosa camping in town

Fattoria di Vegi

Relais Vignale & Spa

Castello Vicchiomaggio

COMO Castello Del Nero

Salvadonica - Borgo del Chianti

Borgo Vescine

Villa Le Barone

Find out more about Chianti Region

Chianti Region Castles information

Explore a world of travel with Expedia

Search Castles in Chianti Region

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region castles

1. Castello Di Montemasso

2. Cattaleya Rooms

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Chianti Region

Chianti Region Castles information

Explore a world of travel with Expedia