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Pienza

Welcome to Pienza, the picture-perfect village in the Province of Siena, Italy! Get ready to be awe-struck as you stroll through its charming streets lined with Renaissance buildings. Indulge your taste buds with local pecorino cheese and soak in breathtaking views of the Tuscan countryside. Don't forget to visit the Piazza Pio II, a UNESCO World Heritage Site. Pienza is the ultimate postcard-worthy destination!

From the Community

Recommendations

Culture4.6/5

Piazza Pio II

Welcome to Piazza Pio II, a charming square in the heart of Pienza, Italy. With its perfectly preserved Renaissance architecture, this lively piazza is like stepping into a time machine! Indulge in delicious gelato as you marvel at the stunning Palazzo Piccolomini and the awe-inspiring views of the picturesque Tuscan countryside. Don't forget your camera – this Instagram-worthy spot is a must-see!

Culture4.7/5

Pienza Cathedral

Located in Pienza, Italy, the Pienza Cathedral is a splendid gem for travelers seeking a dose of history and awe. With its stunning architecture and panoramic views of the Tuscan countryside, this cathedral is like a real-life fairytale setting. Don't forget to explore the nearby Piazza Pio II, where you can relax and soak up the charming atmosphere while enjoying delicious gelato.

Culture4.5/5

Palazzo Piccolomini, Pienza

Welcome to Palazzo Piccolomini in Pienza, Italy! This gorgeous Renaissance palace will make you feel like royalty. With its stunning architecture, lush gardens, and breathtaking views, you'll be transported back in time. Don't forget to check out the nearby Piazza Pio II for some delicious gelato to complete your Italian adventure. So grab your camera and get ready to feel like a true aristocrat!

Landmark5/5

Palazzo comunale

Welcome to Palazzo Comunale, located in the charming Piazza Pio II in Pienza, Italy! This architectural gem, built in the 15th century, boasts stunning Renaissance design and houses the town hall. Admire the beautiful bell tower and frescoed rooms, while imagining yourself signing imaginary laws. Don't forget to snap a selfie with the Palazzo as your backdrop!

Culture4.6/5

Corsignano

Nestled in the heart of Tuscany, Corsignano is a slice of Italian paradise! This charming bed and breakfast, located in Piazza Dante Alighieri, offers picturesque views of the rolling countryside. The cozy rooms are tastefully decorated and the friendly staff make you feel right at home. Indulge in a wine tasting and explore the nearby UNESCO World Heritage site of Pienza. Bellissimo!

Self Care4.3/5

Terme di Montepulciano

Get ready to soak in relaxation at Terme di Montepulciano! Located in Montepulciano, Italy, this spa oasis offers a rejuvenating experience. From picturesque countryside views to indulgent massages and thermal baths, it's the perfect place to unwind. So grab your swimsuit and let the pampering begin!

Eat$$$$4.5/5

Trattoria da Fiorella

Located in the charming town of Pienza, Trattoria da Fiorella is a food lover's dream! With its lively atmosphere and cozy setting, it's the perfect spot to indulge in mouthwatering Tuscan cuisine. From the irresistible homemade pasta to the heavenly tiramisu, every bite will transport you to Italian food heaven. Don't forget to bring your appetite and a sense of adventure!

Eat$$$$4.2/5

La Terrazza Del Chiostro

Welcome to La Terrazza Del Chiostro, the perfect place to unwind and sample authentic Italian cuisine with a scenic view. Located on Corso il Rossellino, 26 in Pienza, Italy, this charming spot offers a delightful mix of mouthwatering dishes and stunning vistas. Indulge in local delicacies while basking in the warm ambiance of this hidden gem. Buon appetito!

Eat4.7/5

La Bandita Townhouse Hotel

Welcome to La Bandita Townhouse Hotel in the heart of Pienza! This boutique hotel combines rustic charm with modern elegance. With its prime location on Corso il Rossellino, you can easily explore the captivating beauty of Tuscany. Indulge in the delicious Italian cuisine at the hotel's restaurant, and soak up the stunning views of the surrounding countryside. A perfect retreat for the adventurous traveler!

Eat4.4/5

Ristorante Il Rossellino

Get ready for a mouthwatering adventure at Ristorante Il Rossellino in charming Pienza! Located in the heart of Piazza di Spagna, this hidden gem serves up delightful Italian dishes with a twist. From scrumptious homemade pasta to savor-worthy desserts, prepare to have your taste buds dancing! Don't miss this unforgettable culinary experience in the stunning Tuscan countryside. Bellissimo!

Eat$$4.8/5

Sette Di Vino

Sette Di Vino is a hidden gem nestled in the charming streets of Pienzia. Known for its lively atmosphere and mouthwatering cuisine, this cozy trattoria will transport you straight to food heaven. Indulge in authentic Tuscan dishes paired with the finest local wines. With its prime location near Piazza di Spagna, this is surely a spot not to miss!

Eat3.9/5

Caffè Poliziano

Caffè Poliziano in Montepulciano, Italy, captures the essence of dolce vita with a fun twist! Located on Via di Voltaia Nel Corso, this charming café is a traveler's paradise. Indulge in mouthwatering espressos and pastries, all while soaking in the vibrant atmosphere of this Italian gem. Don't forget to snap some Insta-worthy shots of the picturesque streets outside! A must-visit for any adventure-seeker in Tuscany.

Eat$$$4.5/5

Trattoria Latte di Luna

Calling all foodies! Trattoria Latte di Luna in Pienza, Italy is a culinary paradise. This cozy spot on Via S. Carlo serves up delicious Tuscan dishes bursting with flavors that will make your taste buds dance. Don't miss their mouthwatering homemade pasta and the heavenly tiramisu. Get ready to indulge in an unforgettable dining experience!

Stays

Stay4.9/5

La Saracina

La Saracina, located along SS 146 in the picturesque town of Pienza, Italy, is a delightful getaway for travelers seeking a unique experience. This charming spot offers comfortable accommodations and a friendly atmosphere, making it the perfect base for exploring the beautiful countryside. With its rustic charm and mouthwatering cuisines, La Saracina promises a truly memorable stay.

Stay4.55/5

Piccolo Hotel la Valle - Hotels in Pienza

Get ready for a dolce vita escape at Piccolo Hotel la Valle in scenic Pienza, Italy! Nestled in the heart of Tuscany, this charming hotel offers cozy rooms with breathtaking views of the rolling hills. Explore the historic town center just a short stroll away, indulge in mouthwatering local cuisine, and soak up the Italian sunshine by the pool. La vita è bella at Piccolo Hotel la Valle!

Stay4.55/5

Hotel Corsignano

Hotel Corsignano, nestled in the enchanting Tuscan town of Pienza, is a delightful oasis for weary wanderers. With its charming rooms, breathtaking views, and delicious breakfasts, it’s the perfect base for exploring the rolling hills of the Val d'Orcia. Soak up the Italian sunshine as you sip on a glass of local wine and indulge in the beauty and tranquility of this picturesque retreat.

Stay4.5/5

Hotel San Gregorio

Welcome to Hotel San Gregorio, the perfect spot to experience the enchanting beauty of Pienza! Located on Via della Madonnina in the heart of this charming Italian town, our hotel offers comfortable rooms with stunning views of the Tuscan countryside. Indulge in the delightful local cuisine at our restaurant and explore the nearby historic sites. A truly magical retreat for any traveler!

Stay4.35/5

Hotel Posta

Hotel Posta is a cozy retreat in the heart of Chianciano Terme, Italy. With its charming decor and friendly staff, it feels like a home away from home. Sip on a refreshing drink by the pool, indulge in mouthwatering Italian cuisine, and unwind in the comfortable rooms. Don't forget to explore the breathtaking Tuscan countryside just a stone's throw away!

Stay4.3/5

Il Giglio B & B

Looking for a charming stay in the heart of Pienza? Look no further than Il Giglio B & B! This cozy gem on Via del Giglio offers comfortable rooms with a touch of Tuscan flair. With its central location, you'll have easy access to all the must-see sights, delicious gelato, and stunning views. Book now and get ready to indulge in la dolce vita!

Stay4.7/5

Hotel Rutiliano centro Benessere

Get ready for a blissful stay at Hotel Rutiliano centro Benessere in picturesque Pienza, Italy! This wellness haven offers rejuvenating treatments, a serene spa, and cozy rooms that transport you to cloud nine. Located on Via della Madonnina, 18, this hidden gem is the perfect hideaway for an unforgettable escape. Don't miss out on this soul-soothing retreat!

Things To Do
Provided by

5/5

4 h

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this tour as all of my tour are fully CUSTOMIZABLE..... is your tour..

$259.09

5/5

1 h 30 mins

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

Tuscany’s Most Popular Olive Oil Tour – Discover a World-Renowned Producer Step inside one of Tuscany’s most celebrated olive oil mills and discover the secrets of world-class Extra Virgin Olive Oil. This 1.5-hour immersive experience includes: a short historical introduction, a visit to our state-of-the-art production area, and a guided professional tasting. Taste ultra-premium EVOO paired with warm Tuscan bread and local specialties while learning how to select, use, and store high-quality olive oil. Our award-winning Brunera – Ultra Premium EVOO by Frantoio di Montalcino has earned Gold Medals at major international competitions worldwide. After the tour, enjoy exclusive access to purchase directly from the producer. Perfect for food lovers, couples, and families visiting Tuscany.

$82.30

5/5

8 h

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this extraordinary wine.

$411.49

5/5

VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch

This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladiator movies sceneries, crossing breathtaking hills and charming medieval small villages. This tour offers a small group experience for a maximum of 6 people for a unique atmosphere. The Tour guide will assist you during the entire day to satisfy all your request and show you the most beautiful part of Tuscany. So relax while you enter the heart of real Tuscany with medieval villages of incomparable charm, an ancient farming tradition that produces wine, cheese, cold cuts and excellent meat. This experience will give you the chance to try one of the best wines in the world.

$252.77

5/5

8 h

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.

$822.98

5/5

VIP Chianti, Brunello wine & Pienza with lunch From Siena

This is a semi- private with maximum 6 people in tour so you will have all the attention you need. This tours will give you the advantages to truly enjoy the experience and not have to be in a crowded bus and follow a strict schedule . We will visit 2 beautiful boutique family owned wineries in a relaxed atmosphere and meeting the locals. You will taste top rated wines like Chianti Classico & Brunello di Montalcino while enjoying beautiful views and learning all the secrets of the best wine regions in the world.

$276.29

5/5

Montepulciano Vineyards Wine Tour with 3 Estates Visit

Embark on a private, guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided Visits to three renowned Wine Estates: Explore estates with centuries of winemaking expertise. Learn about the intricate process of crafting Vino Nobile di Montepulciano from passionate experts. Exclusive Wine Tastings: Savor a curated selection of exquisite wines at each estate. Lunch at the Second Estate: Indulge in a traditional Tuscan meal paired with exceptional wines. This intimate experience blends Tuscan culture, history, and gastronomy into a memorable day amidst the stunning countryside of Montepulciano. Whether you're a wine enthusiast or simply looking to enjoy a luxurious day in Tuscany, this tour is the perfect choice.

$411.49

5/5

4 h

Val D'Orcia Dreaming!!

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!

$230.98

5/5

6 h

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on the Via Francigena, an ancient pilgrim route, and tasting the famous Brunello di Montalcino.

$646.63

5/5

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. Travel in a luxury minivan through rolling green hills and historic vineyards, with a private driver at your disposal throughout the day. You will visit Montalcino, a small medieval town south of Siena, which is the cradle of the fantastic Brunello! Experience the beautiful and suggestive medieval stronghold and location of the finest wines in the world. Taste wines from small producers or from the best-known brands. You will witness the production process and have lunch at their table while savoring their wines! • 9-hr Full-Day private tour of the renowned Brunello wine region from Florence • Pick-up and drop-off at your Hotel or address included • Hear live commentary of the wine cellars by your guide • Travel in a private luxury car or minivan • Customize your itinerary to fit your interests

$423.25

5/5

10 h

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This tour includes a visit to all the three wineries to enjoy the cellars and to learn more about the wine making process from scratch. Duration of the cellar tour adapted to clients’ request. Each tasting includes some snacks, extra virgin olive, others. For lunch please advise about allergies and severe food intolerances.The selection is based on the quality of the wines, the location on the different slopes of the hills, the different terroir, and use of the barrels. Brunello di Montalcino is the top end wine of Tuscany so we’ll provide a unique and intimate opportunity to sample the best products through an authentic experience by visiting non commercial producers. We highly recommend you to have breakfast before the tour and not to book other activities the same day of this tour due to the overall length of the day.

$587.85

5/5

2 h 30 mins

Winery Tour & Gourmet Tasting in Montalcino

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits you, where you will get served 6 wines in 3 flights with matching, specially developed Gourmet Bites.

$94.06

5/5

9 h

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most beautiful panoramic routes, skirting the city of Siena. The first stop is in a family-run winery in the heart of Montalcino. Here, learn about different wines and try some glasses of good Brunello. Enjoy a visit to the historical town of Montalcino and then discover another family-run winery with a delicious abundant multi-course Tuscan lunch and taste Brunello DOCG and Rosso di Montalcino DOC. This is a great wine tour to explore the southern part of Tuscany.

$304.50

5/5

8 h

Brunello di Montalcino, small biodynamic wineries

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to two small family run wineries. A walk in the mediaval town of Montalcino for shopping, pictures and a bit of art is also included. The tour is for individual and small groups, NOT for big groups. Perfect if you love small wineries, working with organic or biodynamic approach and making "terroir" wines.

$469.10

5/5

Private: Tuscany Day Tour from Rome with Optional Wine Tasting

With this private daytrip from Rome you will: - Stop at ancient lovely towns - Drive through the beautiful countryside of Tuscany - Visit a winery and enjoy a wine tasting (optional) - Ride on a comfortable Mercedes (sedan or minivan) - Meet the driver at your hotel - Customize the itinerary based on your needs - Have the option of a drop-off in Florence

$705.41

5/5

3 h

Brunello Vineyards Bus Tour

Enjoy a 3-hour tour through the wonderful Tuscan hills and old historical farm houses, hamlets, and castles to explore Brunello wine country. Tutored wine tasting of Rosso and Brunello di MOntalcino and other products at two wineries.

$211.62

5/5

8 h

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Gas - Tolls - VAT

$681.90

5/5

192 h

Authentic 7 Day Tuscany Tour

Discover All the Hidden Gems of Tuscany with our Ultimate Seven-day Tour... If you would like to experience the real Tuscany avoiding tourist areas, this is the perfect tour for you.... • SMALL INTIMATE GROUP with a maximum of 8 people. • Say hello to your new home: a private apartment villa in an authentic Tuscan farmhouse. • Step into the old soul of Tuscany with a visit to the Casentino Valley. • Experience the folklore of an ancient Tuscan villages • Enjoy the magic of Maremma Toscana. • Go hiking on the fascinating Pratomagno Mountain. • Enjoy the delicious local food and wine from the local farms. • Experience the real Tuscany with a BOUTIQUE FULLY ESCORTED TOUR. • LIVE LIKE A LOCAL WITH THE LOCALS

$4,164.45

5/5

Brunello E-Bike Tour

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part of Montalcino and Brunello region, riding on paved and gravel roads, through vineyards and woods. Before the wine tour and tasting you'll visit the Abbey of Sant'Antimo, one of the most significant Romanesque monuments and a significant example of the monastic building of the early twelfth century. We'll stop in a local Brunello winery for a wine tour and tasting, during the visit the wine making process is explained (harvest, fermentation, bottling, storage). At the end of the tour you'll taste 3 wines with a light lunch of cold cuts and cheese.

$293.92

5/5

2 h 30 mins

Tuscan Cooking Class of Homemade Pastas and Cantucci Cookies

Learn to make pasta from the chefs of our farm table Gourmet restaurant. Learn the secrets of traditional cuisine passed down from our parents and grandparents using ingredients from our farm and nearby farms. Total fun learning to make dishes that you can recreate at home. Have an amazing activity in one of the most historical & picturesque properties. Pienza: before & after the class spend time on our beautiful property. Amazing views of Val D´Orcia while learning the secrets of the Italian cuisine. Our farm-to-table restaurant ensures that all our dishes are made with locally sourced and seasonally fresh ingredients. Our Chef will guide you in creating typical Tuscan recipes, including handmade pasta, cantucci biscuits and more. The lesson includes lunch of the preparations made at the table with drinks sold separately, and a nice souvenir to remember this unique experience! *Not including wine, but, wine is available for sale during the class and for lunch.