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pienza | tuscany

From Pienza to Monticchiello

Discovering the village

Are you fond of nature, landscapes and the outdoors?
Are you fascinated by medieval art and adore city walls, towers and castles?

Choose Hotel San Gregorio in Pienza as a base for your stay to discover the Val d'Orcia and immerse yourself in a wonderful world of green paths, art and culture.

Exclusively for you, here is our proposal for an excursion not to be missed: from Pienza to Monticchiello, with a visit to the enchanting medieval village and the opportunity to have a break in a bar/restaurant in Pienza or Monticchiello.

When you return, you can bask in the sun in the sunbathing area of our totally renovated swimming pool: the perfect place to enjoy the Tuscan air while relaxing in the sun.
Nights
1
Accommodation
Double room
Treatment
B&B Format

ITINERARY

We start from the walls of Pienza towards Monticchiello.
Along the way you will see the characteristic "mammelloni" of Latte di Luna, a geological conformation typical of the Val d'Orcia.

Not to be missed: the medieval village of Monticchiello, the strong city walls, the Cassero tower and the church of Santi Leonardo e Cristoforo.

Refreshments are available in bars/restaurants in Pienza or Monticchiello.

Combine this wonderful itinerary to discover the medieval village of Monticchiello with a 3-star stay at Hotel San Gregorio.

Exclusively for everyone who chooses this package:

- Overnight stay in Double Room
- Private Covered Car Park

- Abundant sweet and savoury breakfast served
- Excursion to/from Pienza to Monticchiello
- Optional break at bar/restaurant in Pienza or Monticchiello
- Environmental excursionist guide certified by the Tuscany region (paid service: variable price depending on the number of participants)
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Garden with loungers and chairs, surrounded by cypress trees and buildings.
Pool with loungers, amphora, and table with chairs in the garden.
Hilly landscape with cypresses and an ancient village under a clear sky.
Outdoor terrace with set tables, surrounded by greenery.
Garden with wicker chairs and tables, surrounded by trees and bushes.
Garden with loungers and chairs, surrounded by cypress trees and buildings.
Pool with loungers, amphora, and table with chairs in the garden.
Hilly landscape with cypresses and an ancient village under a clear sky.
Outdoor terrace with set tables, surrounded by greenery.
Garden with wicker chairs and tables, surrounded by trees and bushes.
all
the offers

booking on our website is worth it

best price
guaranteed
Request your free quote.
We offer the perfect stay for you at our best price.
Parking
free of charge
Leave your car right at the hotel.
We have a private, covered parking lot with a charging station for electric cars.
tasting
offered by us
We offer you a tasting in the winery.
A journey into the wine and food heritage of the Val d'Orcia.
restaurant
with discounts
There is a special 10% discount
for all guests in our traditional Tuscan restaurant, La Piazzetta.

authentic experiences

about us

A beautiful stay in Pienza

translated by google translate When we spend a few days in Pienza, we definitely stay at the Hotel San Gregorio. It is a beautiful structure just a stone's throw from the historic center, it boasts b
...Read more
Lupo68

A beautiful stay in Pienza

translated by google translate When we spend a few days in Pienza, we definitely stay at the Hotel San Gregorio. It is a beautiful structure just a stone's throw from the historic center, it boasts beautiful rooms, a garage (very convenient), and offers an excellent rich and varied breakfast, capable of satisfying everyone. Furthermore, the owners and all the staff make you feel at home, always courteous and attentive to make your stay five stars! Highly recommended.

Lupo68 - Couples holiday
10-04-2025

Fabulous hotel

translated by google translate Too bad we only stayed two nights Fabulous hotel where you feel pampered in a welcoming and classy environment. We also had the opportunity to appreciate the genuine a
...Read more
Eva D

Fabulous hotel

translated by google translate Too bad we only stayed two nights Fabulous hotel where you feel pampered in a welcoming and classy environment. We also had the opportunity to appreciate the genuine and excellent quality cuisine Thanks for everything, we hope to return again Helpful and kind staff

Eva D - Couples holiday
03-04-2025

Excellent hotel in a beautiful location.

(Translated with Google Translate) Excellent hotel in an excellent location. Spacious and stylishly furnished suite like the whole hotel. Parking under the structure. Super breakfast for both sweet an
...Read more
Domenico L

Excellent hotel in a beautiful location.

(Translated with Google Translate) Excellent hotel in an excellent location. Spacious and stylishly furnished suite like the whole hotel. Parking under the structure. Super breakfast for both sweet and savory. Staff very friendly and very helpful. We will definitely be back. Thank you.

Domenico L - Couples holiday
23-01-2025

Beautiful location

(Translated with Google Translate) Wonderful hotel, in the centre of Pienza with reserved parking. Our room very spacious and comfortable in addition to impeccable cleanliness. The staff very friend
...Read more
Elisabetta R

Beautiful location

(Translated with Google Translate) Wonderful hotel, in the centre of Pienza with reserved parking. Our room very spacious and comfortable in addition to impeccable cleanliness. The staff very friendly and helpful. We took advantage of the half board: the restaurant is excellent.We stayed divinely. Thank you ❣️

Elisabetta R - Family holiday
05-01-2025

A small jewel in Pienza

(Translated with Google Translate) Small jewel at the entrance to the historic centre of Pienza. Period furnishings in tasteful and well-kept rooms. Excellent cuisine with local dishes. Rich and varie
...Read more
Travel14545214270

A small jewel in Pienza

(Translated with Google Translate) Small jewel at the entrance to the historic centre of Pienza. Period furnishings in tasteful and well-kept rooms. Excellent cuisine with local dishes. Rich and varied breakfast with delicious homemade cakes. Kind and helpful staff. Free parking on site. Excellent value for money. Nothing to complain about.

Travel14545214270 - Couples holiday
02-01-2025

5/5

(Translated with Google Translate) The hotel is beautiful, with art objects and paintings, with unique sofas and upholstery. The various reading and relaxation rooms in front of the lit fireplace are
...Read more
Rachele Puccini

5/5

(Translated with Google Translate) The hotel is beautiful, with art objects and paintings, with unique sofas and upholstery. The various reading and relaxation rooms in front of the lit fireplace are very satisfying with music in the background. The room, our suite really deserves it! The bathroom is with a iaccuzzi and really comfortable. Breakfast is served in a rich and abundant buffet of every possible choice from sweet to savoury all very good!

Rachele Puccini - Couples holiday
19-12-2024

A true piece of paradise!!!!

(Translated with Google Translate) Charm, kindness and professionalism in a warm and welcoming ambience, truly beautiful. The fireplace lit with the elegant sofas, the scents and the whole ‘expertly
...Read more
Raffaella Bedini

A true piece of paradise!!!!

(Translated with Google Translate) Charm, kindness and professionalism in a warm and welcoming ambience, truly beautiful. The fireplace lit with the elegant sofas, the scents and the whole ‘expertly created atmosphere immediately transport you into a state of complete relaxation and well-being. The restaurant is also a real gem, with friendly and welcoming staff and excellent dishes with a wide selection of typical recipes. Admirable is the possibility of having your own little dog in the restaurant, a rarity that makes the holiday even more enjoyable. Also for this we thank Hotel San Gregorio and all its staff infinitely ... you made our stay truly perfect and unforgettable. We will definitely be back. Highly recommended!

Raffaella Bedini - Couples holiday
11-12-2024

Simply perfect

(Translated with Google Translate) Wonderful location, in the centre of Pienza with reserved parking! Wonderful furnishings and spacious and comfortable rooms. Impeccable cleanliness. Staff very kind
...Read more
sonolamanu

Simply perfect

(Translated with Google Translate) Wonderful location, in the centre of Pienza with reserved parking! Wonderful furnishings and spacious and comfortable rooms. Impeccable cleanliness. Staff very kind and helpful. Classy restaurant and very well stocked: menu ‘a la carte even with the half board service. You feel welcomed not as a guest but as a family member but with discretion. What more can I say? Thank you ❣️

sonolamanu - Couples holiday
03-11-2024
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Hotel San Gregorio - Pienza
Via Della Madonnina, 4 53026 (Si) - IT
P.Iva 15068891009
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CIN: 052021RES0001 - CIR: IT052021B4GPUJJAEO
+39 0578/748059
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