Le Caggiole farmhouse in San Gimignano Relais della Rovere hotel relais colle val d'elsa Siena Bed Breakfast La Fornace di Racciano  San Gimignano - Siena Agriturismo Cesani San Gimignano - Siena La Lastra Siena Visit of vineyards
and cellar with wine tasting and light-lunch

Brolio Castle

The Brolio castle has a Longobard origin, although today of the ancient original small fortress remain only the location.


Brolio CastleThe castle of Brolio has a Longobard origin, although today of the ancient original small fortress remain only the location. Its role in the history began to be remarkable at the beginning of the 12th century, when the powerful feudal family of the Ricasoli from Cacchiano took office on it. Still today the castle belongs to their descendants.
Its position was always strategical for the control of this area of Chianti, edge of the Florentine influence at the borders with the Sienese territory. For this reason, since the 13th up to the mid 16th century, the castle was often interested in frontier wars. We are in fact in the heart of the Florentine territory of the 'Chianti League' - formed by the 'terzieri' (terzieris) of Radda, Castellina and Gaiole - rich of feudal presence and strongly contended between the two big cities of Florence and Siena.
Brolio Castle - Castle of Brolio  - Gaiole in ChiantiAll the castles of the zone, either Florentine that Sienese, were aside always strengthened, so much that two real contrasting defensive lines were created.
The castle was always in the hands of Florence, to the exception of a temporary Sienese occupation after the second Aragonese invasion of the Chianti in 1472. Consequently at this event, from 1484 when the castle returned Florentine, began a great work of restructuring and expansion of the fortification to adeguate the walls at the new fire weapons, so we can consider Brolio one of the first 'Italian bastionated fortresses'.
Its ramparts, in stone and still today in perfect state, have an irregular pentagonal plan with a primitive structure if comparated with the development that this new form of fortification had in the following years.
It is not certain, but it seems that the architect responsible of the work was Giuliano da Sangallo, sharpening his fortificatory art at the service of the Medici.
This bastioned walls enclose the rests of the original medieval castle, above all the keep and the Roman Chapel, over that a neo-gothic building was build to the place of the preexisting one from the Baron Bettino Ricasoli, 1809-1880, famous political man of the last century, known also as the 'Iron Baron'.
Brolio Castle - Castle of Brolio  - Gaiole in ChiantiThe castle rises at the center of boundless vineyards, from which since 1141 the Ricasoli distilled their famous wines, place to grow old in the cellars inside the mighty walls of the fortress. Brolio is private property but it is visible with the exception of the baronial building. Is still possible to complete the walk of the ramparts, from which we can have splendid sights on the Chianti region.


Gaiole in Chianti: discover the surroundings

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  • Chianti museums Chianti museums (5 km)
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  • Castelnuovo Berardenga Castelnuovo Berardenga (15 km)
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  • Montefioralle Montefioralle (16 km)
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  • Greve in Chianti Greve in Chianti (16 km)
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Accommodations in the area


    • Siena (Siena)
    • 19 km from Gaiole in Chianti

    Agriturismo Marciano

    Agriturimo Marciano : an exlusive opportunity, two holidays at the place of only one. stay in the country and life downtown. Marciano is located near the walls of the Middle Age town of Siena.
    Five confortable double rooms and a suite with a beautiful sight on the Siena Duomo

    Availability request


    • Colle Val D'Elsa (Siena)
    • 25 km from Gaiole in Chianti

    Relais della Rovere

    The Relais Della Rovere is a charming hotel created from the conversion of an ancient Benedictine abbey and a papal villa of the Renaissance period.
    Set in Colle Val d'Elsa, in the heart of the Chianti area, it is strategically located among Florence, Siena, San Gimignano and Volterra.

    Booking ONLINE


    • San Gimignano (Siena)
    • 29 km from Gaiole in Chianti

    Agriturismo la Lucciolaia

    In the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside, Agriturismo La Lucciolaia is perfectly located for exploring Tuscany's most prized art towns.
    This ancient farmhouse has been recently renovated and divided into eleven double rooms and two Suites, where the magic atmosphere of past times is perfectly blended with modern comforts.

    Availability request


    • Colle Val D'Elsa (Siena)
    • 31 km from Gaiole in Chianti

    La Pieve

    La Pieve, charming farmhouse located on the hills of Val d'Elsa, between Volterra and San Gimignano, along the Via Francigena, in the heart of the Tuscan countryside, with its luxuriant nature and rich history.
    Framed by olive trees and a wood, it fosters a direct dialogue with nature in complete relaxation where they contemplate and enjoy the stillness in private and unique spaces.

    Availability request


    • San Gimignano (Siena)
    • 32 km from Gaiole in Chianti

    Agriturismo Villa il Palagetto

    Agriturismo Villa il Palagetto located in the vicinity of the medieval centre of San Gimignano, nestled in the rolling hills of the gorgeous Tuscan countryside.
    Provides comfortable accommodation in 6 double bedrooms and two Suites

    Availability request


    • San Gimignano (Siena)
    • 33 km from Gaiole in Chianti

    B&B la Fornace di Racciano

    La Fornace di Racciano is a lovely Bed&Breakfast a short distance from the historical centre of medieval San Gimignano. It consists of a typical Tuscan country house surrounded by a large flowery garden.
    La Fornace di Racciano consists of seven comfortable rooms and four apartments, two of which are located in the ancient hamlet of Racciano.

    Availability request


    • San Gimignano (Siena)
    • 35 km from Gaiole in Chianti

    Agriturismo Cesani

    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.
    Azienda Agricola Biologica Cesani is an organic farm nestled in the rolling hills of the Tuscan countryside, in the tiny country hamlet of Pancole, 6 km to the medieval town of San Gimignano.

    Availability request


    • Firenze (Florence)
    • 35 km from Gaiole in Chianti

    Marignolle relais & charme

    The charming Marignolle Relais & Charme, nestled the hills of Florence, is the ideal solution for those who want a place of excellence and relaxation and love peace and privacy without the amenities of a luxury hotel.
    Marignolle Relais & Charme is especially appreciated by travelers looking for style and tradition by offering deluxe rooms or junior suites in a refined, with superior comforts and impeccable services that make this relais an excellence of Florence.

    Booking ONLINE


    • Montepulciano (Siena)
    • 49 km from Gaiole in Chianti

    Agriturismo le Caggiole

    Immersed in the verdant countryside around the noble town of Montepulciano, that boasts ancient Etruscan origins, Le Caggiole Estate is perfectly located for exploring Tuscany's most prized treasures.
    In a relaxing and cosy atmosphere uests are offered three comfortable, quiet double rooms with private bathrooms and two comfortable apartments for two persons and for small family groups.

    Availability request


    • Fucecchio (Florence)
    • 64 km from Gaiole in Chianti

    Relais Hotel Vedute

    Relais Hotel Vedute Florence surrounded by green countryside is located in a strategic position near Florence, Lucca, Pistoia, Pisa and Siena
    Our Wellness Center & Ayurvedic Thai Aquamor invites you to know Ayurvedic and Thai experience in Fucecchio Florence

    Availability request


    • Castagneto Carducci (Livorno)
    • 76 km from Gaiole in Chianti

    Podere Vignanova

    Podere Vignanova, little charming resort in Tuscany, in one of the more enchanting corners of the Etruscan coast, where vineyards with wines which are conquering the world.
    Surrounded by important vineyards in Castagneto hills the farm holding includes an old country house which hosts 4 comfortable flats and 4 delightful suites.

    Availability request


    • Lucca (Lucca)
    • 86 km from Gaiole in Chianti

    Historic Villa Lucca 12 beds pool

    Historic villa 14 km from the center of Lucca immersed in the green of the Tuscan vineyards and olive groves, it has a private swimming pool and a large park.
    Set on 350 square meters in a dominant position offers a unique view of the hills of Tuscany.

    Availability request


    • Castiglione della Pescaia (Grosseto)
    • 91 km from Gaiole in Chianti

    Villa Roccamare Castiglione della Pescaia 12 beds

    Beautiful and characteristic villa with stone finishes located in the exclusive Roccamare area in Castiglione della Pescaia.
    Surrounded by the green of the pine forest and the total privacy with 2000 sqm park equipped with relaxation area and barbecue is located about 400 meters from the sea and has a private beach.

    Availability request


    • Castiglione della Pescaia (Grosseto)
    • 92 km from Gaiole in Chianti

    Villa Punta Ala 9 beds pool

    Beautiful villa with swimming pool surrounded by greenery and tranquility of the exclusive tourist destination Punta Ala and small attic used as service personnel only 300 meters from the sea of Tuscany.
    This ideal solution for those who want to spend their holidays near the beautiful sea of Punta Ala with the comforts of an exclusive villa.

    Availability request


    • Massarosa (Lucca)
    • 98 km from Gaiole in Chianti

    Stone Farmhouse Massarosa 8 beds pool

    Stone farmhouse in typical Tuscan style skilfully and elegantly renovated in a dominant position on the hills of Massarosa with spectacular views that reach the sea of Tuscany. The farmhouse has a swimming pool with whirlpool.
    Perfect solution for those that search the real authentic Tuscany staying in the hills but not far from the Versilia sea.

    Availability request



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