Explore Pienza and the Val d'Orcia
Located in the Val d'Orcia, Pienza is a charming town boasting a wealth of beautiful Renaissance architecture. Explore the town with your private guide and enjoy incredible views across the Tuscan countryside.
Area
Tuscany
Type
Community & Culture
History
Who
Adults
Teens
Pienza, a UNESCO World Heritage Site, is a small town with a huge amount on offer. With your private guide, wander through the charming streets to reach the beautiful Palazzo Piccolomini, before heading into the Val d'Orcia and climbing the Tower of Tentennano to enjoy the stunning views of Tuscany. Travelling through the picturesque countryside, end your tour at the Abbey of Sant'Antimo, a Benedictine monastery dating to the 8th century.
Recommended Hotels Nearby
A selection of luxury hotel options in the area, handpicked and recommended by our travel specialists.
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Every Scott Dunn Choice hotel is selected for exceptional service and authentic experiences; where our longstanding relationships open doors others simply cannot.
View AccommodationHotel Savoy, a Rocco Forte Hotel
Hotel Savoy offers luxury and style in the heart Florence, with the Ponte Vecchio, the Uffizi and the Duomo all within easy reach. At the Hotel Savoy you will experience the highest standards of cuisine and impeccable service.
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Every Scott Dunn Choice hotel is selected for exceptional service and authentic experiences; where our longstanding relationships open doors others simply cannot.
View AccommodationBorgo San Felice
Sink into an oasis of rural luxury in the heart of Tuscany, immersed in vineyards, with an abundance of facilities this is paradise found. This former hamlet has been transformed into a luxury hotel estate, nestled in the beautiful Chianti region.
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View AccommodationFour Seasons Hotel Firenze
Set in an expansive private walled garden in the centre of Florence, the historical buildings of the Four Seasons Florence is where contemporary style meets classical architecture, offering a luxurious stay in the city.
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View AccommodationLa Bandita Townhouse
Escape to Pienza, an idyllic medieval city that is small in size but grand in character. Tucked away amongst its golden-stoned buildings, La Bandita Townhouse is a hip oasis of modern design with exceptional cuisine and a laid back vibe.
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View AccommodationGrand Hotel Continental Siena
Set in the heart of Siena in a 16th-century palazzo, Grand Hotel Continental Siena offers a luxurious base from which to explore this historical city and the rolling hills of the Tuscan countryside beyond.
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View AccommodationCastel Monastero
Castel Monastero is a beautiful and unique hotel housed entirely in a perfectly restored medieval hilltop village. With a fantastic spa and stunning menus overseen by Gordon Ramsay, Castel Monastero is a must for any Tuscan adventure.
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View AccommodationRosewood Castiglion del Bosco
Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.
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View AccommodationBelmond Castello di Casole
Belmond Castello di Casole commands a prominent hilltop position, offering magical views of the Tuscan countryside, combining Old World Tuscan charm with modern boutique luxury, elegance and sophistication.
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View AccommodationBorgo Santo Pietro
This stunning boutique hotel located in the heart of the Tuscan countryside exudes charm and history. The lovingly converted 13th century villa, the centre of Borgo Santo Pietro, offers guests a luxurious haven in which to relax and unwind.
More Experiences in This Area
Discover more things to do in the area and chat to our specialists about crafting these experiences into your tailor-made holiday.
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Every Scott Dunn Choice hotel is selected for exceptional service and authentic experiences; where our longstanding relationships open doors others simply cannot.
View ExperienceConscious Cuisine: Wine Estate San Felice
An Exclusive experience at Borgo San Felice: A guided one-hour vineyard and wine-tasting experience showcasing the Sangiovese grape through three estate-produced wines, paired with chef-prepared canapés.
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View ExperienceWine tasting and lunch in Chianti
Journey through Chianti’s rolling hills to two renowned wineries. Enjoy guided tastings, a private cellar visit, and a relaxed wine-paired lunch—all set against the breathtaking backdrop of Tuscany’s vineyards and olive groves.
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View ExperienceForest bathing in Castelvecchio Reserve
A slow, mindful walk through Castelvecchio Reserve with forest-bathing expert. Immerse in nature's sights and sounds. Afterwards journal, sketch, reflect deeply to connect with experience.
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View ExperienceTuscan cooking class
Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.
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View ExperienceCooking classes at La Canonica
Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.
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View ExperienceMeet with local pecorino cheese maker in Val d'Orcia
Soak up the wonderful atmosphere of daily family life on a this wonderful cheese farm, meet the animals, observe the production and taste a gourmet display of local cheeses.
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View ExperienceGolf & Wine Experience at Castiglion del Bosco
A refined golf and wine experience at Castiglion del Bosco, pairing Tom Weiskopf’s signature course with iconic wines, gourmet bites and sweeping Tuscan views.
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View ExperienceCycling in the Val d'Orcia
Visit the charming town of Pienza and explore its picturesque streets before cycling through the spectacular Val d'Orcia on an e-bike with your private guide.
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View Experience
Wine Tours of Tuscany
Discover first hand the reason Italian wines have become some of the most well known and best loved wines in the world.
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View ExperienceWine Tasting at Borgo Pignano
Enjoy a wine tasting session in Borgo Pignano's medieval wine cellar, where you'll have the opportunity to taste a selection of local organic wines, as well as those produced on the estate.
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View ExperienceTuscan cookery lesson at Borgo Santo Pietro
Spend a fun and informative day learning about the regional specialities of Tuscany. Test your cooking skills and choose from a variety of classic Italian dishes to attempt for yourself under the tutelage of a skilful chef.
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View ExperienceQuad bike across Tuscany
An adrenaline pumping adventure across rugged trails and rolling Tuscan hills. Navigate dirt paths through vineyards, olive groves, medieval villages. Stunning landscape from thrilling new perspective.
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