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Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Castle
“The impressive Castello di Brolio dominates the southern Chianti Classico countryside and has done so for over ten centuries. Located on top of an isolated hill a few kilometers from Gaiole in Chianti, the castle has Lombardic origins and has been property of the Ricasoli family since 1141. You can visit the garden and the small museum in Castello di Brolio, the rest of the castle is still home to the current Ricasoli baron and his family.”
  • 28 locals recommend
Park
“The Chianti Sculpture Park can be found on the road going towards Pievasciata (Siena). Open from April to September from 10.00am to dusk; from October to March only by appointment. Closed Monday entrance fee charged. The park was opened in 2003, all the works are allocated in a circular plot, crossing an oak wood. The itinerary begins with the owner’s house-gallery opposite the park entrance – even the ticket office is a work of art. The circular itinerary ends with the Japanese artist Kei Nakamura’s ‘Casa del Bosco’.”
  • 22 locals recommend
Church
“Between Radda and Gaiole in Chianti, in the heart of the Chianti Classico landscape of vineries and rolling hills, Badia Coltibuonono is a warm elegant restaurant offering the true aroma and flavors of the local cuisine. Weather permitting, you can eat outdoor under a canopy of climbing roses and wisteria. ”
  • 19 locals recommend
Lodging
“Il Ristorante di cucina toscana Villa di Sotto offre una splendida vista sul Chianti e su Siena!”
  • 1 local recommends
Restaurant
“Outstanding restaurant, awarded 1 Michelin star, and beautiful location overlooking the hills of Chianti ”
  • 5 locals recommend
Restaurant
“Simone the owner and chef is amazing and the restaurant is rated number 1 in Chianti. ”
  • 3 locals recommend
Food
“Its location, set between the Republics of Siena and Florence, ensured that the Castle was the background of many wars between the Guelphs and the Ghibellines”
  • 5 locals recommend
Route
“American James Sherwood bought Capannelle, a 16th-century Tuscan farmhouse to create a pioneering boutique winery, and set about blending some of Chianti’s most coveted wines. ”
  • 2 locals recommend
Liquor Store
“"Enoteca con degustazione vini, formaggi, salumi e altri prodotti tipici locali - Spedizione vino anche a domicilio"”
  • 1 local recommends
Bar
“Not much nightlife in Chianti...this is an easy location to wine taste before dinner.”
  • 5 locals recommend
City
“A typical ancient village in the heart of Classic Chianti with food and wine offers and tastings of excellent wines from the Black Rooster.”
  • 35 locals recommend
Italian Restaurant
$$$
“Ristorante di alta cucina, accogliente e ricco di materie prime del territorio rivisitate in chiave contemporanea. Ampio giardino con tavoli perfetto la bella stagione.”
  • 2 locals recommend
Vineyard
“A medieval hamlet on the top of a hill 500 meters above sea level, in the territory of Gaiole in Chianti, in the province of Siena, flanking two magnificent late 18th-century villas. Admire a contemporary art collection, a wealth of works created by artists of international fame inspired by the various elements of the wine universe. You can book the visit or stop in the restaurant IL RISTORO DI AMA or just stop in the wineshop for a wine tasting.”
  • 5 locals recommend
Grocery or Supermarket
“A real Italian ALIMENTARI where you can order ten slices of Salami, cheeses, olives oil , great wines, great pasta...”
  • 2 locals recommend
Sandwich Place
$
  • 1 local recommends
Locality
“Gaiole, together with Castellina and Radda, the historical centre of Chianti Classico production. This is the wine my generation got to know in its familiar squat bottle with the straw cover. ”
  • 23 locals recommend

Top restaurants

Church
“Between Radda and Gaiole in Chianti, in the heart of the Chianti Classico landscape of vineries and rolling hills, Badia Coltibuonono is a warm elegant restaurant offering the true aroma and flavors of the local cuisine. Weather permitting, you can eat outdoor under a canopy of climbing roses and wisteria. ”
  • 19 locals recommend
Restaurant
“Outstanding restaurant, awarded 1 Michelin star, and beautiful location overlooking the hills of Chianti ”
  • 5 locals recommend
Restaurant
“Simone the owner and chef is amazing and the restaurant is rated number 1 in Chianti. ”
  • 3 locals recommend
Bar
“Not much nightlife in Chianti...this is an easy location to wine taste before dinner.”
  • 5 locals recommend
Italian Restaurant
“Ristorante di alta cucina, accogliente e ricco di materie prime del territorio rivisitate in chiave contemporanea. Ampio giardino con tavoli perfetto la bella stagione.”
  • 2 locals recommend
Restaurant
  • 2 locals recommend
Restaurant
“Excellent restaurant, next to an ancient Benedictine monastery now partly transformed in winery, at 10 min. driving from Il Colombaio ”
  • 1 local recommends
Italian Restaurant
  • 3 locals recommend

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