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In addition to the Wine Relais as a place to stay for a private getaway, the refined elegance of the tasting room where the quality of Canalicchio di Sopra wines can be discovered, and the naturalistic walks among the Brunello Cru of our estate, Borgo Canalicchio di Sopra is a great starting point to explore the sweet land of Tuscany, rich in history, traditions, and authentic food and wine experiences.


Montalcino is just a five-minute car ride away or half an hour on foot. This old town has its own ancient and prestigious history and sits alongside its medieval fortress atop a hill that overlooks the surrounding vineyards, cultivated fields, and forest. Churches and museums house exquisite collections of art. The narrow and steep streets reveal splendidly aged places, like the Brunello that made them famous. It is a place where tourists blend in with the locals in an elegant and treasured atmosphere which is, at the same time, authentic and traditional.


Just a twenty-minute drive from the Borgo stands the most famous Benedictine complex from the Romanesque period, a rest stop for pilgrims along the Via Francigena since the era of Charlemagne. Set in a field surrounded by hills of vineyards and the Mediterranean brush, it is a place for meditation and silence, sometimes only broken by Gregorian chanting. Magical in the morning fog, heavenly at sunset.


It only takes about twenty minutes to reach this charming little town in the Val d’Orcia, whose centre was named a UNESCO World Heritage Site for its beauty. The main square, the buildings, the narrow lanes, the romantic and sweetly Tuscan surroudings, the terraces that look over landscapes and cypress trees. As sacred as its pecorino cheese, an absolute must.


Just fifteen kilometers from the Wine Relais, San Quirico is a very old town that dates back to Etruscan times, and during the Middle Ages, it was a rest stop for wayfarers along the Via Francigena. Must sees are the fortress walls, the Collegiata and Pieve church, the remains of the Cassero Tower and the Horti Leonini, an amazing sixteenth-century garden that opens onto the main square. Take your own picture of the famous postcard of cypress trees along the way.


Not far from San Quirico, this village dating from Roman times is one of the most beautiful places in the Val d’Orcia, maintaining its magical charm over the centuries, where even today the past steeps in the mist of the hot springs that run free, sulphurous and warm. Popes and kings have soaked in this soft healing water. History and nature in their purest form.


A forty-five minute drive from Canalicchio di Sopra, the biggest event for this city is the Palio that takes place every year on July 2 and August 16 when ten of the seventeen districts called contrade, drawn on a rotation, challenge each other to a medieval horse race in the main square, Piazza del Campo. Before the legendary race, there is a historical parade featuring medieval costumes as well as the jockeys and horses that starts from the Cathedral and weaves its way through the streets of the city. Save the date!


The Tuscan capital can be reached in an hour and fifteen minutes by car where the rest of the day can be spent seeing as much as possible from the Santa Maria Novella church to the Cathedral with its dome by Brunelleschi and bell tower by Giotto. Go shopping old style in the gold shops of Ponte Vecchio or shop for the latest trends along the high streets of fashion around Palazzo Pitti. We recommend wearing comfortable shoes or even buying a pair in the most famous city in the world for leather goods.



Our culinary recommendations


A journey to explore the flavours, gourmet artists, and the charming wine bars and restaurants of Montalcino that have chosen to pair their specialties with Canalicchio di Sopra wines.

Alle Logge di Piazza

Situated right beside the delightful Palazzo Comunale tower in Montalcino’s Piazza del Popolo, for years now Alle Logge di Piazza has been the place to go for an aperitif or a light meal that’s always of the highest quality. Simone, heart and soul of this wine bar, selects a great variety of wines by the glass, as well as an enviable list of verticals of Brunello di Montalcino from the most acclaimed vineyards, perfect combinations for excellent cured meat and cheese board, tartare, soup and hand-made pasta made by his mother Tamara.

Alle Logge di Piazza
Piazza del Popolo, 1 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 61 86

Type: Restaurant - Wine Bar

Time: open every day no stop from 12am to 9pm ·

La Sosta

La Sosta, a wine bar and restaurant that benefits from its unique position in the heart of the town and that boasts a large terrace, the perfect place to watch the sun slowly set. The simplicity of the traditional dishes served is complemented by the innovation and the quality of the seasonal raw material selected, such as mushrooms, truffle, and fresh fish from the nearby seaside towns. At La Sosta, you can choose from a wide selection of wine including natural and organic, as well as a range of cocktails to enjoy as an aperitif or after dinner.

La Sosta
Via Ricasoli, 48 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 848230

Type: Restaurant - Wine Bar

Time: open every day no stop · from 10am to 9.45pm (from 3 to 7pm short menù)

Boccon Divino

This restaurant was founded in 1992, thanks to the love of Mario and Vanna Fiorani and their daughters Marina and Alessandra for the authentic flavors springing from the generous Tuscan soil.
Since 2000 the cuisine has been in the creative hands of Alessandra and the secrets of ancient Tuscan recipes like the Old-Style Peppered Beef Stew, Montalcino's Tripe with Saffron or the Carabaccia, are re-proposed by her expert hands, always with a touch of originality. It is Marina who reserves the guests a kind and professional welcome and takes care of the incredible selection of wines. From the marvelous terrace overlooking the Val d’Orcia, you can admire one of the most beautiful views in Tuscany; here you can seat comfortably to taste the restaurant’s specialties while sipping a glass excellent Brunello di Montalcino. The Restaurant has been given top reviews in all the sector guidebooks for years. Named in Michelin and Gambero Rosso guides, it is also one of the most famous Italian restaurants that has been dedicated a special article in the American Wine Spectators journal, thanks to the quality of the cuisine and its carefully selected wine cellar, where Canalicchio di Sopra has always been given pride of place.

Boccon Divino
Via Traversa dei Monti, 201 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 82 33
Reservation only thru website

Site reservation obligatory

Type: Restaurant web 

Time: 12:30 / 2:00pm - 7:30 / 9:30pm .
           Low Season Tuesday and Wednesday closed · Hight Season Tuesday Closed ·

Osteria di Porta al Cassero

You can’t come to Montalcino without stopping off at the Osteria Porta al Cassero. Opened by Piero in the middle of 1900s, today managed by the daughter Silvia who has kept the typical flavours of Montalcino farming tradition alive, offering the experience of genuine osteria. With just a small selection of well-made dishes and a list of wines exclusively from Montalcino, it’s the simplicity of the place has made it a cult among the Montalcino eating establishment. And then the location, a stone’s from throw Montalcino’s enchanting 14th century fortress, full of history. A mix of ingredients served up clevery by the next generation, Silvia, with the dressing of professionalism and congeniality.

Osteria di Porta al Cassero
Via della Libertà, 9 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 71 96

Type: Typical osteria

Time: 12:00 / 2:00pm - 7:30 / 9:30pm
           Closed on Wednesday

Re di Macchia

Offering typical Tuscan cuisine, the Re di Macchia is the ideal place in the center of Montalcino where to taste traditional dishes wisely interpreted by the chef Roberta, historical owner of the restaurant together with Antonio, jalouse custodian of the wine cellar. An enviable selection of Chianina beef is offered up in the guise of the famous “Florentine steak”, with the predictable, but ever fitting accompaniment of a goal Brunello di Montalcino. And finally, a tasty and wide assortment of choices of Roberta’s desserts.

Re di Macchia
Via Soccorso Saloni, 21 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 61 16

Type: Restaurant

Time: 12:00 / 2:00pm - 7:30 / 9:30pm
           Closed on Thursday 

Vineria Le Potazzine

Right in the heart of historic Montalcino, a stone’s throw from the Palazzo Comunale, this wine bar/restaurant offers typical local dishes such handmade pasta, beef tagliata and selection of cured meats and sheep’s cheese. With a great deal of experience in both selling and producting wine, Gigliola offer a wide selection of wines by the glass as well the possibility to choose a bottle from the 500 labels kept in her adiacent wine shop. It’s nice weather you can dine al fresco on the charming jasmine-egde patio.

Vineria Le Potazzine
Piazza Garibaldi, 9/11 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 60 54

Type: Restaurant - Wine bar

Time: 11:00am / 7:00pm non-stop
           in July&August 11:00:am / 11:00pm
           Closed on Thursday

Taverna Grappolo Blu

Maria Pia’s passion for cooking and Luciano’s love of wine were the basis in the mid-1990s for setting up this simple, true-to-tradition trattoria which has made
its rediscovery of old Tuscan flavours its strength and mainstay.
We’re in the historic centre of Montalcino, just a few meters from Piazza del Popolo, in a typical family-run eatery whose simple, traditional atmosphere will sweep you off your feel. The endless wine list tells of passion of Luciano, originally from Lazio, for this land. A land clocked in magic atmosphere full of warmth to give you a truly unique experience.

Taverna Grappolo Blu
Scale di Via Moglio, 1 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 71 50

Type: Restaurant

Time: 12:00 / 2:00pm - 7:30 / 9:30pm
           Wednesday closed 

Drogheria Franci

Restaurant with a country and elegant atmosphere in front of the Medici fortress, symbol of Montalcino. The Drogheria Franci offers a typical cuisine with Tuscan specialties and innovative dishes prepared with seasonal products from its own garden and the surrounding area, including local game, wild herbs and truffles.
The service is completed by a wide selection of wines where you can find wines from all over the world, from small producers to great international excellences with depth of vintages, to retrace the history of Brunello di Montalcino and beyond.

Drogheria Franci
Piazzale Fortezza, 6 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 81 91

Type: Restaurant - Wine Bar

Time: 12:30 / 3:00pm - 7:30 / 10:00pm
          Closed on Monday

Enoteca la Fortezza

Enoteca La Fortezza is located right inside the ancient fortress of Montalcino, a place rich in history that was the symbol of the last glorious defence of the Sienese Republic in 1555 against the Florentine Hispanic troops. Historic wine shop of Montalcino, La Fortezza is now managed by Fabio Tassi who has made it a point of reference for quality wine lovers and for all those who want to know the protagonists of the fascinating world of Montalcino and its Brunello. Wine bar and shop where is possible to have many different wine tasting, lunch, dinner and organize events besides visiting the ancient fortress walls.

Enoteca la Fortezza
Piazzale Fortezza · 53024 Montalcino (SI) · Italia
Tel. +39 0577 849211 

Site reservation obligatory

Type: Wine Bar 

Time: 9:00 / 8:00 pm .


Ristorante Silene

Ristorante Silene has over a hundred years of history. It started out as a tavern, later becoming a restaurant; in the last twenty years it has completed its natural course by way of gourmet cuisine. I show attention to the nature of the land and its products in the way. I experiment with foods that come from the Tuscan rural tradition. My dishes are paired with an excellent selection of wines, which are milestones of wine culture. In this regard, Montalcino has been a true treasure chest.

Il Silene
Strada Provinciale Altore, 9, 58038 Pescina (GR), Seggiano, Italia
Tel. +39 (0)564 950805

Type: Restaurant 

12:30 / 1:45pm - 7:30 / 9:45pm
           Closed on Sunday evening and Monday 


Delivery & Still Life Jars il Silene

The restaurant offers also an excellent home delivery service (bookable in advance) where the Chef Roberto Rossi has designed six special menus to deliver the flavours of his Tuscany to your home. The dishes require a few minutes for the completion of the cooking; with the delivery you will receive the recommendations for these last steps.
The pleasure of expectation, the delight when the food arrives, and the moment of enjoyment when you and your guests savour the flavours. You can order by e-mail at least one day before.
In addition the project Still Life Jars * Michelin propose dishes in a jar cooked by Silene’s Chefs, bookable in advance with the delivery at our Borgo.

Il Silene
Tel. +39 0564 950805 

Type: Delivery

Time: Closed on Sunday evening and on Monday 

Trattoria Il Pozzo

In the heart of the medieval village of Sant’Angelo in Colle, where the Val d’Orcia meets the Maremma area, Franca and Paola Binarelli prepare the best in Tuscan cuisine every day in a warm family atmosphere. The pasta is only made by hand on a daily basis. The zero-kilometer selection of meats and local products are the driving force of this marvellous restaurant. In the dining room, Simone proudly shares his selection of the best wine labels in the area, which he suggests with passion and knowledge when recommending the best food wine pairings.

Trattoria Il Pozzo
Piazza Castello . Sant’Angelo in Colle . 53024 Montalcino (SI) . Italia
Tel. +39 0577 84 40 15

Type: Restaurant

Time: 12:00 / 2:30pm - 7:00 / 9:30pm
           Closed on Tuesday 

Le Logge

Osteria Le Logge was born from the deep love towards wine and food that has matched Gianni Brunelli and his wife Laura. In 1977 the decision to open a restaurant, in a small narrow medieval street that from the main piazza leads up to the Pope’s Lodge, very close to the fabulous Piazza del Campo in Siena, an UNESCO world heritage site.
Since the beginning, Osteria became a reference point of fine cuisine and cosmopolitan environment where intellectuals, politicians, artists, food lovers and visitors would gather. Today Osteria still embodies the concept of a "meeting point", where each guest can join the life of the restaurant in a cozy and familiar way.A conscious cooking, a transparent menu starting from the names given to the recipes, strongly connected with the daily relationship of the local selected producers. The authentic raw materials and the culinary evolution obtained from the flavor extraction gift to our guests a timeless vibrant moment and a fulfilling experience that brings them back the quality of time and the tradition of staying at the table.

Le Logge
Via del Porrione, 33, 53100 Siena SI
Tel. +39 0577 48013

Type: Restaurant

Time: 12:00/2:45pm -7:00/10:45 pm
           Closed on Sunday 

Il Grifo

Il Grifo restaurant opened in 2004, in the historic center of Montalcino a few steps from Piazza Del Popolo. You will find a very good typical Tuscan menu and some traditional Italian dishes revisited, with a careful use of seasonal products sourced from local companies. Homemade pasta, Florentine steak, grilled meat, and wild boar are just some of the products that Il Grifo prepare offering a wine list with a wide selection of Brunello di Montalcino and not only.

Il Grifo
Via Mazzini, 18 . 53024 Montalcino (SI) . Italia
Tel. +39 0577 847070   

Type: Restaurant

Time: 12:00 / 3:00pm - 7:00 / 10:00pm
           Monday closed

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