(Italy, Tuscany/Siena, Montepulciano) Anyone been/Recommendations?

Hey all - I know Italy doesn’t get quite the same posting attention as Paris . . . but why not ask.

I’ll be heading to Italy for 2 weeks in June (so ready to travel again) staying essentially between Montepulciano and Siena. (one night in Orvieto before we meet up with friends) We will be renting a house - so curious if anyone has any recommendations for restaurants, markets, must do foodie stuff, etc.

We will have a car and will of course do day trips all around (Florence of course), but this is a low key/relaxing trip so probably won’t be doing any super long day trips . . . but happy to hear any suggestions!


Haven’t been in Tuscany since 2015, but I recall very much enjoying La Taverna di San Giuseppe in Siena (there were several restaurants in cave-like settings, and this one had the best food, in my recollection).

I enjoyed Zeb in Florence. It’s relaxed, counter eating in a wine shop. Family run, as I recall. Delicious food. I had a birthday dinner at Bottega del buon Caffe, but it looks like it’s closed at the moment. It was fancy but not stuffy, and interesting menu, as I recall (in case it reopens before you go). The sandwich place near the Ufizzi is justifiably on the tourist map. There was a second shop across the street, same sandwiches staff, etc., but shorter to no line. I remember liking a sandwich called “diablo,” but couldn’t tell you what it was, but it’s probably still being made there.

I remember thinking Orvieto was beautiful. Been even longer since I was there. Would love to hear your thoughts after!

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I spent a week in a Tuscan villa in 2017. We made day trips to Perugia, Montepulciano, Siena and Orvieto.

It was a group of 8 ladies, and I was the most food-focused, so I did a fair amount of cooking and I sought out local specialities. I visited markets when I saw them.

Off the top of my head, salami with fennel, various aged pecorino cheeses, Umbrian lentils and pici pasta (a thick toothsome long pasta) were popular regional specialties.

I can’t say any of the restaurant we visited during the day were excellent, as it was complicated to make a decision with 7 type A personalities- the type B individual didn’t like food :joy: I did have an excellent panini.

I posted a few photos here on HO, the week that Chowhound was shut down. Old Trip Reports [Italy]

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La Buchetta was amazing in Florence…they have their wines labeled for them.

This was a great place to grab a panino and some nibbles

Siena Agricultural Consortium
+39 0577 2301

This was also good and had lively outdoor seating in the old market pavilion.

Antica Trattoria Papei
+39 0577 280894


Likewise been a few years since our last visit. We rented an apartment in Cortona for a week and chose where to have lunch based on the strength of the aroma of truffles at the entrance. Mostly simple suppers in the apartment with treasures from the markets. Another year we stayed for a week at Il Melone near the base of the hill, below Cortona, when they were still renting apartments. The restaurant at Il Melone turned out to be one our best experiences that week, too bad we didn’t discover until the last day.


My photos are from my trip this past June.

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Thank you all for the ideas. It’s still a ways off but I’ll post back as well!

Last trip in 2019 (did I win?)

Our highlight meal again was Piccola Trattoria Guastini, and again they are either moving again or closed for good this time. Worth keeping an eye

Have a picnic lunch at Cugusi Silvana near Montupulciano

If you happen to be near Colle di Val d’Elsa, we really liked L’oste di Borgo

In Chianti, Osteria Le Panzanelle near Panzano is excellent

Da Roberto in Montisi is an experience, but its been a while for us


I’m going in late April! Rome, Florence, Impruneta (Chianti?), Siena. We have day trips to , Val D’Orcia, Areezo, and Perugia. I found this thread searching “Perugia”.

Can I hitch a ride on your thread?


The last trip to Tuscany was at the end of 2019 so this advice comes with the caveat that I don’t know what’s survived.
Florence - Osteria Tripperia Il Magazzino and not far from there is Gelateria della Passera
Siena - Trattoria Del Torre. Family run, pasta awesome and the meat grill…
Just outside San Gimignano, Montese Cooking Experience. Great setting to learn the fundamentals of Italian food.


Hitch a ride! And since you’re going first let us know if you run into anything special!


If you havent looked, Slowfood is a super resource for this (their Osterie app is excellent tho you have to shell out some $ for it). There are many restaurants in the small towns of the area you are staying in - so you dont need to go to the larger cities to have as good experience, and exploring hill towns in their variety and beauty is wonderful and good exercise. In that area, the sheep cheeses are superlative and you will enjoy shopping for salumi, cheese and of course the wines. Its been almost 40 years since we had an extended visit (at Gargonza) so I dont have current personal reccs but it would be hard to go wrong at any of Slowfoods top rated places in the province of Siena, La Solita Zuppa or Il Grillo E Buoncantore in Chiusi, Il Conte Matto in Trequanda or Da Roberto (previously recommended) in Montisi and we have had good luck ove the years with many many of their other recommendations.


So far reservations include

In Florence - “Osteria Tripperia il Magazine”
In Chianti “Osteria del Borgo”
In Sienna “Taverna di San Giuseppe”
In Sienna “Trattoria La Torre”
In Sienna “Antica Trattoria Papei’
In Rome “Trattoria Monti”
In Rome"Pizzeria da Emma”

Nothing at Roscioli available


Do you mean Trattoria D’ì Borgo in Greve in Chianti?

Travel Document reads

“Oste del Borgo”
Via Gracco del Secco, 58 Colle di val d’Elsa

Any thoughts?

Hey…is this you?

I thought you had recommended it, but then I wasn’t sure, so I looked it up, and found the above!

Ahhhhh, yes, and yes that is me. Good pick. Hope its still good, and hope you’ll have time to explore the town a little. Its not nearly as touristy as the others. I’m not sure about the borders of Chianti but in my mind at least, Colle di val d’Elsa is just outside. If you rather be within, than I suggest Osteria Le Panzanelle . Enjoy!

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Leaving Italy tommorow. Here’s the experiences Ice shared so far. Thanks all, for all the tips.

The Oste del Borgo reservation got cancelled, as it fell on a holiday ( they apparently decided a day or two before), but all the other recommendations we used were on point


GhNks for the post and the link to your reports! Looks fabulous.

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In Orvieto, do not miss Mezza Luna. The carbonara there is incredible.


Thanks. Sorry for the typo.

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