What to see in Siena and surroundings in 7 days

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Joel Fulleda

wikipedia.org, lonelyplanet.com

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Siena definitely is one of the most beautiful cities in Tuscany. It is reductive to bring it back only to the Palio, because it is much more! The narrow alleys, the districts, the reddish buildings and the very particular Piazza del Campo, this city has a intrinsic medieval charm and an identity of its own, which make it unique and unmistakable. To make this place even more magical and magnetic, are the wonderful surrounding landscapes: olive trees, vineyards, Crete, rolling hills. Equally enchanting are the numerous villages in the province.

Have we intrigued you? Then find out with us what to see in Siena and surroundings in 7 days!


  1. 1 day
  2. 2 day
  3. 3 day
  4. 4 day
  5. 5 day
  6. 6 day
  7. 7 day
  8. How much does a week cost in Siena
  9. Before leaving: useful tips
  10. User questions and comments

1 day

Enter the historic center by crossing Porta Camollia, one of the gates of the ancient city walls. Admire the splendid medieval structure of the city and get lost in the countless streets that lead to Piazza del Campo.
Piazza del Campo, famous for the Palio, is the main square and one of the largest medieval squares in Europe. To admire and visit: the Fonte Gaia, the Palazzo Pubblico, with the Civic Museum inside (10: 00-19: 00) and the Torre del Mangia, the third tallest tower in Europe (88 meters) on which you can climb to admire the square from above (10: 00-19: 00).

Have lunch at the Osteria La Mossa (average cost € 25,00).
Then visit the Duomo, the Cathedral of the Assumption, an Italian Roman-Gothic masterpiece with a magnificent white marble facade. Visit the interior, including the Crypt and Baptistery (10: 00-18: 00, the ticket for the whole complex € 20,00). Nearby you will find the Museum of Santa Maria della Scala, fundamental for the civil and artistic history of the city (10: 00-19: 00).
Finally, to relax a bit, take Via S. Pietro and in 5 minutes you reach theBotanical Garden, which already in 1850 had more than 3.000 plants (9: 30-18: 30).

End the day at Trattoria Da Dino (average cost € 30,00).

In summary:

  • Distance traveled: 3,8 km / 49 min
  • Places visited: Porta Camollia (free), Piazza del Campo (free), Civic Museum (€ 9,00), Torre del Mangia (€ 10,00), Duomo (€ 20,00), Museum of Santa Maria della Scala (€ 9,00 , 5,00), Botanical Garden (€ )
  • Daily shopping: € 110,00
  • 2-hour walking tour and express entrance to the Duomo guided walking tour walking tour with the Duomo and Piazza del Campo
  • Lunch at Osteria La Mossa (Get directions), Dinner at Trattoria Da Dino (Get directions)

2 day

Just outside the walls, visit the Basilica of San Domenico, one of the most beautiful Gothic churches of Siena, famous because it houses the head-relic of Saint Catherine, patroness of the city and co-patroness of Italy (7: 00-18: 30).
Walk along Via della Speranza (400 m) and you are facing the beautiful one Rocca Salimbeni, in the Gothic-Sienese style, the historical site of Monte dei Paschi di Siena (9: 30-14: 30, free the Cortile della Dogana and the ground floor with the historical archive of the bank).
Finally, walk along Via Banchi di Sopra and Via di Città (700 m) to reach the Pinacoteca, the most important museum of the city (8: 15-19: 15, Sunday and Monday closes at 13:00).

After the morning, lunch break at the Taverna di San Giuseppe (average cost € 30,00).
Leave now for a highly suggestive place: the Abbey of San Galgano and the Hermitage of Montesiepi. (30 min by car via Provincial Road 73 bis or bus 116 which stops on the SS73 Case Piane which is an hour's walk from our destination). The complex consists of ath century Cistercian abbey which is today "without roof" and the hermitage of Montesiepi, a chapel surmounted by a hemispherical dome of concentric rings, the sword of San Galgano is kept, Sword in the Rock, witness of the conversion of the young Chiusdinese (complex open 9: 00-17: 30 or 19:00 according to the different months).

Return to Siena and end the day with a good cutting board at Prètto Prosciutteria (average cost € 18,00).

In summary:

  • Distance traveled: 67,2 km / 1 h 29 min by car including travel from / to Siena
  • Places visited: Basilica San Domenico (free), Rocca Salimbeni (free), Pinacoteca (€ 4,00), Abbey of San Galgano and Hermitage of Montesiepi (€ 4,00)
  • Daily shopping: € 60,00
  • guided walking tour medieval legends exploration game and tour private tour ideal for families with children
  • Lunch at Taverna di San Giuseppe (Get directions), Dinner at Prètto Prosciutteria (Get directions)

3 day

Guided excursion to Monteriggioni (30km, 28 min) or via the Strada Statale 674 / Tangenziale Ovest of Siena and the Fi-Si motorway junction. You can also use the 130-131 bus from Siena, Via Tozzi to Colonna Di Monteriggioni (18 min, € 3,00), but our advice is to rent a car to be more free.

Monteriggioni is one of the best known walled villages in Italy, famous all over the world. It has only 42 inhabitants, but every year it welcomes thousands of tourists! On a hill overlooking the Via Cassia-Francigena, the wall (570 meters long and 2 meters thick) is perfectly intact. The interior is very characteristic and the walkway of the walls is a must!
Continue towards Colle Val d'Elsa by car (11,5 km) or by bus 130-131 (€ 2,00). Colle Val d'Elsa, famous for the production of crystals, is a town distributed on 3 levels: the Borgo which is accessed from the majestic Porta Nuova, the Castle or Colle Alta, place of civil and religious power, and the Piano or Colle Bassa.

Lunch at the Trattoria Bel Mi 'Colle (average cost € 20,00).
Spend the afternoon discovering San Gimignano (16 km from Colle Val d'Elsa, or bus 130, € 2,00), the medieval Manhattan, to be traveled with the nose up to admire its towers. Possibility to visit the inside of the Torre Grossa (9: 30-19: 00).

If you have a car, we recommend that you stop for dinner at Cum Quibus (average cost € 75,00).

In summary:

  • Distance traveled: 90,1 km / 1 h 45 min by car including travel from / to Siena
  • Places visited: Monteriggioni (free), Colle Val d'Elsa (free), San Gimignano (free), Torre Grossa (€ 6,00)
  • Daily shopping: € 100,00
  • half day guided excursion to Monteriggioni 2-hour San Gimignano tour San Gimignano: private winery tour, wine and oil tasting
  • Lunch at Trattoria Bel Mi 'Colle (Get directions), Dinner at Cum Quibus Ristorante (Get directions)

4 day

Reach Montalcino (45 km): 48 min by car via SR2 and Via Cassia / SR2; by bus 112 + 114 with change in Buonconvento (2 hours, € 7,00); train to Buonconvento and then bus 114 (2 hours, € 8,00). The best solution is to rent a car to save a lot of time.

Montalcino is a charming medieval village surrounded by mighty walls and dominated by an ancient castle. Immersed in the splendid landscape of the Val d'Orcia, it is renowned throughout the world for its extraordinary production of the precious Brunello di Montalcino. Walking through the characteristic narrow streets of the village, almost intact, you can admire the Fortress, Palazzo dei Priori, Piazza del Popolo with the beautiful Gothic loggia, Palazzo Vescovile and the churches of Sant'Agostino, Sant'Egidio and San Francesco.

Have lunch at the Taverna del Grappolo Blu (average cost € 30,00).
Afternoon a San Quirico d'Orcia (15 km via SP14 and SR2 or bus 119-112, € 3,00), an important stop on the Via Francigena. Stroll through the streets of the town and admire the Collegiate Church of San Quirico and Giulitta, a splendid Romanesque church with Gothic and Baroque elements, Palazzo Chigi, the Church of S. Maria Assunta, in Romanesque style. Don't miss the well-kept Horti Leonini, a public garden.

If you stop for dinner we suggest the Trattoria Osenna San Quirico D'Orcia restaurant (average cost € 50,00).

In summary:

  • Distance traveled: 101 km / 1 h 58 min by car including travel from / to Siena
  • Places visited: Montalcino (free), San Quirico d'Orcia (free)
  • Daily shopping: € 80,00
  • Brunello di Montalcino: wine tour with tastings Brunello di Montalcino: full-day private tour,
  • Lunch at Taverna del Grappolo Blu (Get directions), Dinner at Trattoria Osenna San Quirico D'Orcia (Get directions)

5 day

Head to Pienza (70 km), 1 hour by car via SR2; by bus 112 + 114 with change in Buonconvento (2 hours, € 7,00); train to Buonconvento and then bus 114 (2 hours, € 8,00). Again, the best solution is the rental car.

Pienza, known as the Pearl of the Valdorcia is one destination for gourmets. Even here, in fact, in addition to being able to taste excellent wines, refined oils and precious truffles, you can taste the Local Pecorino, the best cheese in the area. You can also savor the atmosphere of other times by strolling through the alleys of this Renaissance-style village and enjoy a wonderful view from the panoramic terrace.

For lunch, stop at Sette Di Vino (average cost € 12,00).
Continue towards Vignoni bathroom (10 km from Pienza): by car follow SP18 and SP53; or bus 112 with change in San Quirico dei Fossi (€ 4,00).
Bagno Vignoni is a unique village in the world. The central square is occupied by one large pool where the water flows from the thermal spring and smokes slowly, creating a truly surreal atmosphere. The Renaissance buildings and the beautiful loggia of Santa Caterina da Siena overlook the pool. There are many spas where to relax for a few hours (half day from € 27,00).

Finally, end the day with a good dinner at Osteria Porcellum (average cost € 18,00).

In summary:

  • Distance traveled: 121 km / 2 h 28 min by car including travel from / to Siena
  • Places visited: Pienza (free), Bagno Vignoni (free), thermal establishment (from € 27,00)
  • Daily shopping: € 75,00
  • Pienza: wine tour with lunch From Siena: small group tour to Pienza and Montepulciano
  • Lunch at Sette Di Vino (Get directions), Dinner at Osteria Porcellum (Get directions)

6 day

Visit theAbbey of Monte Oliveto Maggiore (36 km from Siena). 45 min by car via SR2 and Via Cassia / SR2; or bus 112 which ends the ride at Ponte d'Arbia from which you must then continue by taxi.
Set among the beauties of a dark and wild nature, theAbbey of Monte Oliveto Maggiore stands out for the mystical suggestion of its history and the grandeur of its size. Pearls of the monastery are the large cloister, a jewel adorned with one of the most important cycles of Renaissance art: the Stories of St. Benedict and the very rich library that houses 40.000 volumes (9: 15-12: 00 and 15: 15-18: 00 ).

Continue to the nearby Asciano (9,5 km) and have lunch at La Botteghina (average cost € 15,00).
Asciano is a delightful village inserted in the splendid scenery of the Crete Senesi. Once made up of inhospitable badlands eroded by time and bad weather, the Crete Senesi have been shaped by man during long reclamation works aimed at making the land arable. Today's landscape spectacle is that of an undulating territory that changes in colors and appearance according to the seasons. The top can be reached with the colors of autumn!

Back in Siena in the evening, you can have dinner at the Osteria La Mossa (average cost € 12,00).

In summary:

  • Distance traveled: 73,6 km / 1 h 34 min by car including travel from / to Siena
  • Places visited: Abbey of Monte Oliveto Maggiore (free), Asciano (free), Crete senesi (free)
  • Daily shopping: € 30,00
  • Lunch at La Botteghina (Get directions), Dinner at Osteria La Mossa (Get directions)

7 day

Reach Montepulciano, another homeland of good wine. It is located 66 km from Siena: 50 min drive via the Siena-Bettolle junction or bus 112 with change in Buonconvento (2 hours and 30 min, € 8,00), or train (2 hours and 30 min, € 14,00 ). Obviously, the best solution always remains therental car.

Montepulciano is a medieval town of rare beauty, a unique village with elegant Renaissance palaces, ancient churches, splendid squares and small hidden corners. The best way to discover the city is to stroll through its alleys and admire the boundless panorama on the Val d'Orcia and the Val di Chiana, covered by the fabulous vineyards that produce the famous wine.

For lunch, stop to taste the local specialties at La Pentolaccia (average cost € 26,00).
Then head towards Chianciano Terme, just 8 km away (FT4-FT5 bus towards Chiusi, 15 min, € 2,00).
One of the most famous spa resorts in Italy, a reference for those seeking wellness, spa treatments and cures, already appreciated by Etruscans and Romans. Here you can relax in the thermal park of the Acqua Santa of Terme di Chianciano where you can choose between various paths and treatments, alone or in pairs (8: 30-13: 00 and 16: 00-19: 00, cost from € 30,00 and varies according to the treatments chosen).

In the evening, a walk in the ancient medieval village and dinner at the restaurant hostaria il buco (average cost € 40,00).

In summary:

  • Distance traveled: 162 km / 2 h 24 min by car including travel from / to Siena
  • Places visited: Montepulciano (free), thermal park of Acqua Santa di Terme di Chianciano (from € 30,00), Chianciano Terme (free)
  • Daily shopping: € 100,00
  • Montepulciano: winery tour with wine tasting Montepulciano: walking tour with wine tasting Montepulciano: vineyard tour with lunch
  • Lunch at La Pentolaccia (Get directions), Dinner at Il buco restaurant hostaria (Get directions)

How much does a week cost in Siena

NB: The prices expressed in the table above are to be intended "per person".

Siena is certainly a city of art that attracts many tourists also for the splendid surrounding nature; Nevertheless it is not a very expensive destination. To be clear, we are not talking about Milan or Venice. Apart from the high season, the period in which prices rise everywhere, it falls within the average for Italian cities.

Certainly staying in a structure in the historic center will not be exactly cheap but, if you reach Siena with your own vehicle, you can also decide to sleep in the very first surrounding countryside where there is nothing but the embarrassment of choice between farmhouses and B&B immersed in bucolic scenery! Entrance prices to visit churches, museums and attractions are in line with, and perhaps even lower, than in the rest of the country. While visiting the surroundings is very inexpensive: enchanting villages and splendid landscapes: an idyll at no cost! If you can't reach Siena with your own vehicle, it's worth it rent a car, the cost for one day starts from € 35,00, for a week it starts from € 245,00.

  • starting from € 86,00 -
  • Hotel and b & b starting from € 49,00 per room -
  • 2-hour walking tour and fast track entry to the Chianti Cathedral: tour driving a vintage Fiat 500 from Siena half day guided excursion to Monteriggioni
  • Total cost of a week, flight included: from € 851,00 per person

Before leaving: useful tips

  • When to visit Siena: all the year. The climate tends to be mild with winters with pleasant temperatures and sunny summers. A bit rainy in autumn - find out more
  • by car along the Autostrada del Sole, exit Valdichiana-Bettolle-Sinalunga - by plane the reference airports are Rome (2 hours), Florence (Shuttle Shuttle or Sita bus € 12,00) and Pisa (Train bus € 14,00, )
  • the historic center is comfortable and offers many accommodations; in the suburbs there are lower rates but it is a little out of the way. Those who are autonomous in moving can stay overnight in the beautiful surroundings in B & Bs or farmhouses surrounded by greenery
  • Getting around: the historic center of Siena is cozy, you can easily get around on foot - find out more
  • Recommended cards and passes: Siena Pass, valid for 3 days, entitles you to 50% on the main attractions; Siena Acropolis Pass from € 17,50 with priority entrance to the Duomo and Santa Maria della Scala

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