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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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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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 Accommodation
Hotel Il Pellicano
Il Pellicano offers timeless Italian elegance on the Argentario coast with stunning sea views, Michelin-star dining, a private beach, wellness spa, and individually styled rooms and suites for a serene luxury escape.
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View AccommodationCOMO Castello del Nero
The beautifully converted 12th century COMO Castello del Nero is nestled in the undulating hills of the Chianti region of Tuscany. Siena, Florence and Pisa are just a stone's throw away and you can take your pick from superb local Chianti wineries.
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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 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 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 AccommodationMonteverdi Tuscany
An exclusive boutique retreat in a restored medieval village above the Val d’Orcia. Monteverdi blends 31 bespoke rooms, three private villas, a world-class spa, fine-dining, culinary academy, art, music and immersive Tuscan experiences.
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View AccommodationBorgo Pignano
Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.
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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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 ExperienceTruffle hunting at Borgo Pignano
Explore the forests of Borgo Pignano's estate with your experienced truffle hunter and their dog, searching for renowned Tuscan truffles, and discover the unique skills required to find these famous treasures.
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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 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 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 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 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 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 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 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 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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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.
Call us on 212 372 7009 to start planning