Let KAYAK do the searching
Based on KAYAK hotel searches, the most popular destination is Florence (95% of total searches to Chianti). The next most popular destinations are Siena (3%) and Montepulciano (2%). Searches for hotels in San Gimignano (1%) are also popular.
KAYAK users have found double rooms in Chianti for as cheap as $21 (Cortona) in the last 3 days. The average price is $281.
In the last 72 hours, users have found Chianti hotels for tonight for as low as $54 (Montespertoli). Users have also found 3-star hotels from $54 (Montespertoli) and 4-star+ hotels from $138 (Montespertoli).