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Monteriggioni

Welcome to Monteriggioni, a charming medieval walled town in the heart of Tuscany. Get lost in its cobblestone streets, admire the stunning views of the surrounding vineyards, and don't forget to visit the impressive fortress. Enjoy authentic Italian cuisine at local trattorias and immerse yourself in the rich history of this gem in the Province of Siena.

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Recommendations

Landmark4.4/5

Mura di Monteriggioni - Lato Porta Fiorentina

Nestled in the charming town of Monteriggioni, the Mura di Monteriggioni offers stunning panoramic views and a glimpse into medieval fortification, making it a must-visit for history enthusiasts and scenic seekers alike.

Culture4.8/5

Chiesa di Santa Maria Assunta

Nestled in Monteriggioni, Chiesa di Santa Maria Assunta enchants visitors with its serene medieval architecture and stunning frescoes, offering a glimpse into the rich history and spiritual heritage of this picturesque Tuscan village.

Culture4.5/5

Ufficio Turistico e percorso didattico Monteriggioni in Arme

Monteriggioni in Arme offers a captivating journey through history, where visitors can explore the iconic medieval fortress and engaging educational pathways that reveal the rich heritage of this enchanting Tuscan village.

Eat$$$4/5

Ristorante il Pozzo

Eat$$$$4.6/5

Ristorante Le torri Monteriggioni

Eat$$$4.6/5

Osteria Antico Travaglio

Eat$$$4.4/5

Bar dell'Orso

Eat4.6/5

Eat$$$4.4/5

Ristorante Il Feudo

Stays

Stay$$$4.55/5

Borgo San Luigi

Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road. Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. You can participate in a variety of sports on this rich, resort-like, country estate. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area. Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony. La bianca offers authentic Tuscan cuisine prepared with fresh, seasonal ingredients. The on-site rastaurant features a welcoming and refined setting where you can enjoy traditional dishes reinterpreted with care.

Stay$$$$4.5/5

Hotel Monteriggioni

Hotel Monteriggioni is set in the heart of Chianti, in the walled medieval town of Monteriggioni. It features a large garden with a swimming pool and olive trees. Monteriggioni shines from the top of a hill with its stone crown. One of the oldest, most memorable and recognizable villages in all of Italy. A true mirage for those who want to dive into the Middle Ages, the Tuscan poet Dante Alighieri used the turrets of Monteriggioni to evoke the sight of the ring of giants encircling the Infernal abyss. Each guest room has a unique design. They all come with air conditioning and TV with local channels. Breakfast is included and can be enjoyed out in the garden in warm weather. The Monteriggioni Romantik Hotel also features a bar. There is also a private car park. There are 4 typical restaurants right in front of the hotel where you can sample Tuscan cuisine. Due to being in an old medieval village, Wifi Connection is not very fast. Siena is a 20-minute drive away.

Stay$$$4.4/5

Relais Castel Bigozzi

CastelBigozzi is surrounded by the Tuscan countryside, 12 km from San Gimignano. It offers an outdoor swimming pool with hydromassage, and rustic, air-conditioned rooms. You can book free guided excursions on the Via Francigena path. All rooms come with free Wi-Fi, a private bathroom, and exposed wooden beams on the ceilings. Breakfast includes homemade cakes. Relais CastelBigozzi offers free parking and is just outside Castello di Monteriggioni. The town of Colle Val d'Elsa is 7 km away. The nearest exit of the Raccordo Autostradale Siena-Firenze motorway is Monteriggioni, and is a 5-minute drive away.

Stay$$$$4.25/5

Hotel Il Piccolo Castello

Surrounded by 2 hectares of rich parkland, Il Piccolo Castello is a 4-star hotel immersed in the Tuscan countryside, situated only 1 km from the castle walls of Monteriggioni. The hotel’s excellent position in the centre of the Tuscany region makes it an ideal base to visit local attractions. With the hotel’s free and private car park, you can tranquilly enjoy day trips to Siena, Volterra and San Gimignano. Breakfast is served daily from 07:00 to 10:00. There is a restaurant where you can savour Tuscan specialities on the comfortable terrace and a wine bar where you can sample some fine Tuscans wines such as Chianti. From classically styled rooms you can have direct access to the hotel’s wonderful swimming pool or panoramic views of the surrounding gardens and park. Take some time from your busy sightseeing schedule to fully experience the hotel’s wellness centre with sauna, whirlpool baths and fitness equipment, all available upon request.

Stay4.7/5

Borgo Gallinaio

<h2>Spacious Accommodation</h2> BORGO GALLINAIO 32 in Siena offers a spacious villa with 16 bedrooms and 18 bathrooms. The property includes a living room and family rooms, ensuring comfort for all guests. <h2>Outdoor Amenities</h2> Guests can enjoy a swimming pool with a view, a lush garden, and an outdoor seating area. The villa features a solarium, barbecue facilities, and a patio, providing ample space for relaxation. <h2>Modern Facilities</h2> The villa provides free WiFi, air-conditioning, and a heated pool. Additional amenities include a washing machine, dishwasher, and a fully equipped kitchen. <h2>Nearby Attractions</h2> Located 14 km from Piazza del Campo and Siena Train Station, the property is also close to San Cristoforo Church and Basilica di San Domenico. Florence Airport is 63 km away.

Stay4.6/5

Nestled in the heart of Tuscany, C, Via XVII Marzo, 22, 53035 Strove SI, Italy, is a charming gem famed for its historic architecture and breathtaking countryside views, making it a must-visit for travelers seeking authentic Italian experiences.

Stay4.4/5

Church of Saint Mary

Things To Do
Provided by

5/5

2 h

Truffle Hunting Experience Siena Tartufi

Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 25 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!

$160.55

5/5

2 h

Private Tour: Siena Walking Tour

Siena, 'the pearl of the Gothic style,' is a charming medieval town in the center of Tuscany. Come and discover the hidden treasures of this medieval town and the surroundings with a professional tour guide.

$206.43

5/5

9 h

Volterra and San Gimignano: a taste of medieval Tuscany!

Hi ! About 90% of tourists usually head straight to Pisa and Florence – and yes, they’re amazing – but this tour offers something a little different. It’s a bit more off the beaten path (especially Volterra), and it's a real treat to explore the heart of Tuscany through these two charming villages. Give this experience a try: you won’t regret it! You’ll travel in a comfortable Mercedes van, with a driver/guide who will explain what you're seeing throughout the day. The standard departure time is 8:30am, but it can be customized to fit your schedule.

$1,009.19

5/5

Private Day Tour of Pisa, San Gimignano and Siena from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World Heritage sites) in Tuscany on a private day trip from Florence. Avoid the stress of renting a car or driving, and let an English-speaking private driver take you directly from the hotel door, through the scenic Tuscan countryside, and into the historic centers of Siena, San Gimignano and Pisa. Travel in premium comfort and at your own pace with invaluable advice and suggestions from your local driver. • 9/10-hr Full-Day private tour of Pisa, San Gimignano and Siena. • Pick-up and Drop-off at your Hotel or address provided. (Florence down town) • Travel in a private luxury Minivan. • Visit three UNESCO World Heritage sites in a single day. • Learn about the area's history and culture from a private driver.

$452.99

5/5

11 h

Private Tour: Siena and San Gimignano Day Trip from Rome

Venture north from Rome to Tuscany on a privately guided day trip, and spend the day in San Gimignano and Siena. As your driver chauffeurs you around the cities, learn about medieval Tuscany and see UNESCO-listed attractions, fine architecture and much more. Check out stunners like the Gothic cathedral of Siena Duomo, and hear about the horse race of Il Palio on an amble around Piazza del Campo. Later, visit San Gimignano where medieval towers and the artisan craft stores of Via San Giovanni await.

$871.58

5/5

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines and beauty of the landscapes. Chianti offers a unique landscapes: gentle hills covered by vineyards and olive groves, small stone villages and farm houses. We'll start biking in the hearth of Chianti Classico, only 20 minutes from Siena, during the bike tour we will reach the Castle of Brolio, owned by the Ricasoli family since 1141, and the small villages of Villa a Sesta. We will stop then in a local winery for a Chianti wine tour and tasting. The tour includes also the lunch in local restaurant located at Castelnuovo Berardenga.

$298.17

5/5

10 h

Siena and San Gimignano Day Tour from Rome

We have set high standards for ourselves, which is why we offer you a high quality experience during this full day trip to Siena and San Gimignano from Rome with our luxurious Mercedes Benz Minivans for transportation and the best English speaking drivers! From the very first moment we meet you, you will feel their professionalism; as they have year of experience and will take special care of you at all times! They are also very knowledgeable about Italy, therefore although they are not certified guides, you will get the feeling as they were, as they will always be ready to answer all your doubts! In addition, it’s also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this experience a super special one!

$429.48

5/5

Private Day Trip Siena and Chianti Wine Experience with lunch

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

$372.71

5/5

3 h

Highlights & Hidden Gems of Siena Private Tour - Duomo Included

Siena is a magical place! And with the local host, you are going to experience it all. So get ready; culture, history, and local lifestyle await! Dive into the origin of Siena as you see the city’s main landmarks like Duomo di Siena, Piccolomini Library, and Piazza del Campo. And how about the hidden gems? Oh, you’re in for a surprise! Experience your host's Siena to the max based on his/her passions and expertise! Want to take a break? Leave it up to your host! This is the perfect opportunity to visit that special eatery where only the locals come and your chance to enjoy a local treat hand-picked by your host. Feel free to ask your host more about their life in their city or get recommendations about the top things to do in Siena. Remember, the locals know best. The best part of any city tour is the unique stories. Do you feel like changing the route a bit? No problem, the hosts will be happy to personalize the tour to your wishes and make their Siena, your Siena!

$222.48

5/5

11 h

Private Siena and San Gimignano Tour with Wine Tasting From Rome

Hill towns, Medieval areas and good wine! You will experience all this and more on this wonderful tour from Rome. Begginging with a pickup at your hotel at 7:30am, you will be escorted by your English speaking driver who will show show you this enchanting Region. After a 2.5 hour drive, you will reach Siena and have some free time to explore this quaint town. You will then head to Gimignano, where you will be able to walk about, try some gelato, and take in the sights. Afterward, you will drive down the valley where a nice lunch and wine tasting will be waiting for you. This 11 hour tour concludes with a drop-off back at your hotel.

$584.87

5/5

11 h

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even better with an extravagant lunch and wine sampling in Tuscany. We're going to leave in a cozy, air-conditioned minivan in the morning for a fast-paced tour. In Siena, as you stroll through the alleyways adorned with Renaissance and medieval architecture, your guide will give you an insider's view of the first bank in history, the exquisitely designed Duomo, and the famous Piazza del Campo. We'll take you to a family-run Chianti estate's vineyards for a laid-back wine-tasting experience and a superlative regional culinary experience while taking in the breathtaking scenery. Then we'll drive you to San Gimignano, one of the area's greatest treasures and one of our favorite stops on this private tour. The final stop will be Pisa, where you will have the chance to discover the Baptistery, the Cathedral, and the world-famous Leaning Tower!

$665.15

5/5

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short journey to the city of Siena. We can reach the heart of the city with our vehicle and you will visit the most important monuments independently. Your driver will also present you the local history and the most important traditions, such as food, since good cuisine is one of the most significant attractions. You'll have time for some shopping and memorable photos. You can choose to have lunch in Siena or into the Chianti hills to have lunch at a wine estate and taste home made Tuscan food paired with local wines. After lunch we will drive you to San Gimignano where, in addition to visiting the city, perhaps climbing up the “Torre Grossa” or entering the Cathedral, you can enjoy a magnificent ice cream. Once the day is over we will take you home while admiring the Tuscan countryside and its charm that will be a memory for a lifetime.

$435.79

5/5

3 h

The Most Delicious Private Food Tour of Siena: 10 Tastings

Fall in love with the flavorful Tuscan cuisine on this private food tour in Siena! Enjoy a selection of 10 food and drink tastings hand-picked by your foodie local host. From yummy must-tries like cantucci to unique dishes typical of the city such as gelato; you’re in for a treat, so bring your appetite. This culinary tour in Siena is a cultural journey that takes you further than the food you’ll eat. As you enjoy authentic local bites ranging from savory, sweet as well as drinks, you’ll also discover the city. Stop to admire the Piazza del Campo, Torre del Mangia, and the Public Palace of Siena and hear about their local relevance from your host as you hop from one food hot spot to the other. Want to know what this food tour has in store for you? Your local foodie has you covered! And because sharing is caring, you and your private group will get to try bites of famous dishes. Looking for a vegetarian alternative? It’s possible! Just let your host know!

$247.71

5/5

2 h

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, we will talk about Palio and Contrade, noble palaces, famous painters, Francigena and illustrious characters. Towers, medieval houses, squares and ancient sources. Monte dei Paschi, the famous Duomo with its masterpieces, the Ancient hospital and the noble public palace. I wait for you for a pleasant and interesting private tour of the city of Siena

$263.77

5/5

8 h

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most charming village famous for its towers and medieval look.

$1,099.91

5/5

9 h

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in Tuscany. Select your preferred 9-hour excursion among our tour proposals below. You will meet your English-speaking driver on the day of the tour at La Spezia Port and you will enjoy an unforgettable Tuscany Experience!

$498.62

5/5

PolaTour The 17 Fountains of the Contradas of Siena

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. During the days of the Palio (29 June-2 July and 13-16 August) the 17 Fontanine di Contrade route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

$71.10

5/5

11 h 30 mins

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in the beautiful Tuscan countryside. Discover the vibrant local life, the colorful pottery shops and the tallest towes of S. Gimignano. In Siena will you will learn all the secrets about the famous horse race “Palio” and Campo square. A special guided Chianti wine sampling and the visit of a famous wine estate will be reserved for you.

$212.16

5/5

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.

$470.19

5/5

7 h

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert guide with a half-day hike through the beautiful rolling hills of Tuscany, between forests, olive groves and vineyards before visiting a local farm for lunch with wine. In the afternoon, visit the medieval hilltop town of San Gimignano for a walk around its UNESCO World Heritage-listed city center. Spend time at your leisure browsing the main sights and boutique stores of local crafts and products before the final, return drive to Siena.