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What to do in and around Pienza in Val d'Orcia

Enjoy unforgettable experiences during your stay!

unforgettable experiences in val d'orcia

A vacation at Hotel San Gregorio is an opportunity to enjoy different experiences, in touch with the nature and history of the Val d'Orcia.

Our goal is to treat you to unforgettable emotions as you discover Pienza and Tuscany. We do this, day after day, thanks to carefully selected activities that we would like to offer you.

What to do on vacation in Val d'Orcia in Tuscany?
Search through our proposals and add a special moment to your stay.

choose from:

Bike & Sports
Excursions
Food & Wine
Historical tours
Spa & Relaxation
Events

Plan your Val d'Orcia Experience now!

E-bike Tours

Visit the Val d'Orcia by riding your e-bike, at Hotel San Gregorio in Pienza you can rent it. Enjoy the beauties of this land by going in search of evocative wineries and stunning sunsets.

Easy, medium and hard level routes: with assisted pedaling you can put yourself to the test even in the most arduous routes that you would never be able to reach with a normal bike.

From the road of “The Gladiator”, through the Chapel of the Madonna of Vitaleta to the Lucciolabella Nature Reserve: there are plenty of routes to enjoy the world's most picturesque roads amidst magical colors and views.
Cyclist on dirt road between cypress trees and vineyards.

Bicycle Excursions

One of the best ways to discover the most enchanting corners of Val d'Orcia, a Unesco World Heritage Site, is surely to do so by bicycle. By following the most relevant parts of the Via Francigena and the well-known “Eroica”, you can fully enjoy the unspoiled nature, the rolling hills, the breathtaking views and the countless colors that this land has to offer.

Thanks to the collaboration with expert local guides, we organize bicycle excursions to discover the most renowned places, such as San Quirico d'Orcia, the beautiful Chapel of Vitaleta, the ancient thermal village of Bagno Vignoni, the wonderful Cipressini and the famous road of the “Gladiator”.
Cyclist admires lush, green hilly landscape.

Food and wine tours

Discover the authentic flavors of the Val d'Orcia with a tour dedicated to food and wine excellence. Starting from Pienza, known for its pecorino cheese, you can visit the artisan workshops where this cheese is produced, following the ancient traditions. Reach Monticchiello, an enchanting village where local trattorias will welcome you with typical dishes and wines: enjoy them in the shade of flowering pergolas.

From here, a trip to Montepulciano is a must: visit one of the historic underground wine cellars and let yourself be enthralled by the Nobile di Montepulciano, accompanied by some local products. Finally, head to Montalcino for a sunset toast with a glass of Brunello, amid vineyards fading away into the horizon.
Aged cheeses on straw with aromatic herbs.

Cultural itineraries

Starting from Pienza, follow the route of the Via Francigena along the “Gladiator” road, arriving at San Quirico d'Orcia and the beautiful Chapel of Vitaleta, one of the most renowned symbols of the valley.

Again, reach the ancient village of Bagno Vignoni until you get to the open-air thermal baths of Bagni San Filippo, to admire the spectacular limestone formation of the White Whale.
Visit small medieval villages, such as Monticchiello and Buonconvento, the Crete Senesi, Montalcino, the Abbeys of Sant'Antimo and Monte Oliveto Maggiore, and much more.
Lonely chapel in Tuscan countryside, surrounded by cypress trees.

Thermal Baths & Relaxation

Regenerate your body and mind with a wellness day at the renowned thermal locations of the Val d'Orcia. Start your journey in Bagno Vignoni, where the warm spring water, renowned for its healing properties, has been since Etruscan times. Choose between a relaxing treatment at the local spas or just dive into history as you stroll along the ancient pools.

Continue to Bagni San Filippo, an enchanting place nestled in the woods, famous for the impressive limestone formation known as the “White Whale”. Here you can relax in the natural pools surrounded by nature, enjoying a unique panorama.
Two people smiling while floating in clear water.

Events

Val d'Orcia is rich in traditions and events that celebrate its cultural heritage.

In San Quirico d'Orcia, don't miss the Festa del Barbarossa, a historical re-enactment that brings the medieval splendors back to life with costumes, tournaments and music. Moving on to Montepulciano, take part in the Bravìo delle Botti, an exciting competition in which the contrade compete by rolling barrels of wine down the village's streets.

For wine lovers, autumn is the perfect time to visit Montalcino and take part in Benvenuto Brunello, an event dedicated to the tasting of this Tuscan excellence.
Historic square with well and stone buildings at sunset.
E-bike Tours
Bicycle Excursions
Food and wine tours
Cultural itineraries
Thermal Baths & Relaxation
Events
From Pienza to Monticchiello
Discovering the village
Val d'Orcia dreaming
On the footsteps of "The Gladiator"
Excursion on horseback
On horseback to explore the Val d'Orcia
Activities on the commercial farm
Back to nature
Wellness Experience in Val d'Orcia
Stay + Free Thermal Baths
Wine Tour with wine tasting
Visit a farm and discover the secrets of Rosso and Brunello di Montalcino
Guided tour in an oil mill
A journey through the scents and flavors of EVO oil
Truffle hunting
Join a unique adventure in the natural reserve of Pienza

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.
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best price guaranteed
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tasting in a winery
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Insure your Vacation
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authentic experiences

about us

I highly recommend this hotel

Great location, very comfortable and large and clean room/bathroom. The staff was fantastic! From the owners/front desk to the housekeeping and restaurant staff. The breakfast had a good selection,
...Read more
PuiFong Wong

I highly recommend this hotel

Great location, very comfortable and large and clean room/bathroom. The staff was fantastic! From the owners/front desk to the housekeeping and restaurant staff. The breakfast had a good selection, good coffee and fresh fruit daily. Dinner was also incredibly tasty and very reasonable priced. They had a nice pool, we only used it once as the weather was not super warm. Just cross the street and you enter the beautiful historical town of pienza. If you are spending a few days to explore Tuscany I highly recommend this hotel.

PuiFong Wong - Couples holiday
25-08-2025

Excellent in all respects

The San Gregorio Hotel is an excellent place to stay when visiting Pienza and the beautiful surrounding areas. The hotel is immaculate, very well kept with a highly professional and welcoming staff. T
...Read more
Paola F

Excellent in all respects

The San Gregorio Hotel is an excellent place to stay when visiting Pienza and the beautiful surrounding areas. The hotel is immaculate, very well kept with a highly professional and welcoming staff. The rooms are comfortable, fully equipped, great air conditioning and lovely linens. The hotel restaurant offers a good selection of typical Tuscan specialities and evening dining on the terrace is truly delightful. The breakfast is an exceptionally inviting experience, one of the best hotel breakfast buffets that I have ever had! The hotel even has a lovely swimming pool that is most welcome after a day of arduous touring. The San Gregorio is just steps away from the historic center of Pienza and it also has a covered garage for hotel guests. I highly recommend it and plan to stay there when I next visit the area.

Paola F - Solo holiday
05-07-2025

The perfect stay for Pienza

A delightful place to stay and enjoy Pienza . Lovely well appointed rooms and excellent service . We were especially impressed with the breakfast which was easily the best on our travels.Dinner was
...Read more
lorenzo01

The perfect stay for Pienza

A delightful place to stay and enjoy Pienza . Lovely well appointed rooms and excellent service . We were especially impressed with the breakfast which was easily the best on our travels.Dinner was good and we returned the second evening . We will definitely return .

lorenzo01 - Couples holiday
29-06-2025

Good value

Very nice, spacious rooms, Our room in fact was more like an apartment, with a hall, a sitting room, and a bedroom (plus, of course, a bathroom). Breakfast next morning was great, with all items of a
...Read more
Lee R

Good value

Very nice, spacious rooms, Our room in fact was more like an apartment, with a hall, a sitting room, and a bedroom (plus, of course, a bathroom). Breakfast next morning was great, with all items of a 'normal' continental breakfast, plus local pastries. We also had dinner in the restaurant of the hotel. This was excellent, and good value.

Lee R - Couples holiday
19-06-2025

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
reviews

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Hotel San Gregorio - Pienza
Via Della Madonnina, 4 53026 (Si) - IT
P.Iva 15068891009
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