Where to stay in Chianti

The Tuscany people picture — vineyards, cypress avenues, hill towns half an hour apart. Needs a car, and rewards one: this is the area where an agriturismo and no plans is the right way to spend a week.

Chianti Classico runs between Florence and Siena along the Chiantigiana, and the choice is which village to sit near. Greve, the northern gateway, has a proper square and the bus from Florence. Castellina, near the Florence–Siena raccordo, is the easiest to come and go from; Radda, east of it, is the best to walk. Most beds are on agriturismi between them, which decides the evenings: dinner is a drive on unlit lanes, and someone stays sober.

It suits couples, groups with a car and anyone content with one thing a day. It suits people without a car badly: no railway enters the hills, the station named for Castellina is twelve kilometres below it, and buses are few, fewer still on Sundays. Castellina's core is a camera zone and Radda's is car-free; park outside and walk in.

Four nights is right. Come from Florence, drop the car in Siena at the finish and let the 131R do the rest. Drive the Chiantigiana, not the raccordo, which only skirts the hills. The villages are empty before ten and after five, and the September harvest is the best time to be here.

Chianti at a glance

Best for
Vineyards · slow roads
Typical nightly rate
€81 – €299
Places to stay
702
From Florence Peretola Airport
43 min by road
Things worth seeing
895

702 places to stay in Chianti · Things to do in Chianti

Narrow it downVillasHotelsGuesthousesResortsApartmentsUnder €100€100–250€250–500€500+
Palazzo PaciniTop rated

Palazzo Pacini

5.00(1453)
Chianti · Hotel
from €108 /nightEstimate · varies by date
La Pietra Del CabreoTop rated
Chianti · Hotel
from €338 /nightEstimate · varies by date
Villa Le Barone4-star hotel
Chianti · Villa
from €258 /nightEstimate · varies by date
Agriturismo Il Colle4-star hotel
Chianti · Hotel
from €113 /nightEstimate · varies by date
Hotel Torciano Vecchio AsiloTop rated
Chianti · Hotel
from €239 /nightEstimate · varies by date
Casa Remo - dolce soggiorno nella Piazza di Greve4-star hotel
Chianti · Hotel
from €150 /nightEstimate · varies by date
TWIN TOWER - unica al mondo - unique in the world3-star hotel
Chianti · Hotel
from €267 /nightEstimate · varies by date
Villaspino4-star hotel

Villaspino

5.00(19)
Chianti · Hotel
from €145 /nightEstimate · varies by date
Agriturismo Villino del Grillo4-star hotel
Chianti · Hotel
from €81 /nightEstimate · varies by date
Casa di Pietro Aretino, Arezzo Centro Storico 4-8 letti4-star hotel
Chianti · Hotel
from €275 /nightEstimate · varies by date
Chimera Tuscany Resort4-star hotel
Chianti · Resort
from €155 /nightEstimate · varies by date
Cipressini4-star hotel

Cipressini

5.00(8)
Chianti · Hotel
from €281 /nightEstimate · varies by date
Casa Badia4-star hotel

Casa Badia

5.00(8)
Chianti · Hotel
from €156 /nightEstimate · varies by date
Tuscany Villa Chianti Hills - Villa Oliveta4-star hotel
Chianti · Villa
from €542 /nightEstimate · varies by date
Novanta90 Tuscan Village Retreat3-star hotel
Chianti · Hotel
from €114 /nightEstimate · varies by date
RoccaiaCasa'704-star hotel
Chianti · Hotel
from €234 /nightEstimate · varies by date
Villa La Francigena4-star hotel
Chianti · Villa
from €916 /nightEstimate · varies by date
Baccio di Magio4-star hotel
Chianti · Hotel
from €134 /nightEstimate · varies by date
Podere Piandarca4-star hotel
Chianti · Hotel
from €242 /nightEstimate · varies by date
Tognazzi Casa Vacanze - La Collina di San Gimignano4-star hotel
Chianti · Hotel
from €153 /nightEstimate · varies by date
Agriturismo L'Antica FornaceTop rated
Chianti · Hotel
from €173 /nightEstimate · varies by date
L' EroicoTop rated

L' Eroico

5.00(5)
Chianti · Hotel
from €127 /nightEstimate · varies by date
Villa Vittoria Tuscany new opening 2025Top rated
Chianti · Villa
from €763 /nightEstimate · varies by date
Chianti Passion4-star hotel
Chianti · Hotel
from €315 /nightEstimate · varies by date
See all 702 in Chianti

What to see in Chianti

0575 TankardRestaurant1950 American DinerRestaurant2PiùRestaurant40 m²CafeA Casa MiaRestaurantA Casa TuaRestaurant
See all 895 places in Chianti

Stay somewhere else

Rome6,677Verona & Lake Garda3,537Venice3,394Naples2,965Taormina & the east2,840Milan2,759Florence2,407Puglia2,334Lake Como2,169Val d'Orcia1,950Amalfi Coast1,841

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