Boston Bob's Profile
I have been to Montalcino many times here are my thoughts - Dinner - a must is Il Pozzo in Sant Angelo in Colle - it is next to Il Leccio - have dined at both and prefer Il Pozzo - In Pienza is Latte di Luna and Il Rossellino both of which are very good.
Osteria Osticcio is ok but has become very pricey.
If you are staying in Siena - Felsina might be closer, Coltibuono is very nice BUT - Isole e Olena is a favorite of mine and the owners wife Marta is a wonderful woman who makes your visit a personal experience. If you go there try Osteria alla Piazza for lunch which is nearby
Winery - Poggio Antico is very nice and wines are good but reminds me Of California, prefer Ciacci Piccolomini and Uccelliera which are across the road from each other near the Sant Antimo Abbey . Wines are exceptional and have more of a homey type atmosphere.
BTW - I would definitely go to the Sant AntimoAbbey which is nearby - you will understand once you see it.
Two very good restaurants that are nearby are :
Osteria all Piazza - which is really closer to Panzano than Castellina - must get the tagliatelle with either Chinale or wild rabbit ragu
Ristoro di Lamole - near Vicchiomaggio just drive past til you reach the top - great views of the valley
Near La Morra in Santa Maria is Osteria del Vignaiolo - much better than Osteria Veglio IMHO
have eaten here 4 times and never disappointed - we were however underwhelmed at Osteria Veglio
An absolute must is Latte di Luna in Pienza - if possible have dinner outside and the specialty of the house is Roast suckling pig -
In Montechiello Osteria La Porta
If you get a chance and the weather is good go to Sant Angelo in Colle and dine outside at Il Leccio or Il Pozzo
If you visit only one winery try Ciacci Piccolomini D'Aragona which is located on a white (dirt) road behind the Sant Antimo Abbey make reservations beforehand