“As with circling round Of turrets, Monteriggioni crowns his walls; E’en thus the shore, encompassing the abyss, Was turreted with giants, half their length Uprearing, horrible, whom Jove from heaven Yet threatens, when his muttering thunder rolls.”
Dante Alighieri, Inferno canto XXXI
Castello Monteriggioni is a 13th-century tiny walled town, a commune in the province of Siena in the Italian region of Tuscany. The town is architecturally and culturally significant; it hosts several piazzas and is referenced in Dante’s Divine Comedy. Surrounded by the beautiful countryside of Tuscany, it seems to be a needle in a haystack as the rolling hills covered with olive groves and vineyards appear to stretch forever around this mini treasure.
When you view the town from a distance for the first time, it is pretty astonishing. It is one of the most recognizable walled villages in all of Italy. Inside there is almost no traffic, making Monteriggioni an excellent place for families with children to play and wander.
Castello Monteriggioni is a quaint and quiet gem with old-world charm. One not to miss. It is a simple life there with a peacefulness few places can match. What is even more remarkable is the buildings inside the walls of Monteriggioni are, for the most part, original and intact. Pull in, stretch your legs, and grab your camera. You are about to be charmed.
A bit of history
Monteriggioni is located on a natural hillock, and was built by the Sienese in 1214–1219. It was part of the front line in their wars against Florence by assuming command of the Via Cassia running through the Val d’Elsa and Val Staggia to the west. The town wouldn’t seem much of a threat, but looking at its location, the towering wall surrounding it, and adding other regional defenses should tell you why it still stands.
The city was strategically placed as a defensive fortification in the Middle Ages due to conflicts between Siena and Florence. Hard to believe this postcard town withstood many attacks from both the Florentines and the forces of the Bishop of Volterra. Later in 1554, the Sienese were able to place control of the town’s garrison on Giovannino Zeti, who had been exiled from Florence. In the same year, Zeti handed the town’s keys over to the Medicean forces in an act of reconciliation with the Medicis. This was considered a “great betrayal” by the town’s people.
The Outside Wall
Castello Monteriggioni still preserves most of the thirteenth-century structures and is a unique place in the panorama of medieval Tuscan villages. Monteriggioni walls were under construction between 1213 and 1219. The walls, totaling a length of about 570 meters (1,870 ft) and ten meters tall, encompass the town and follow the natural contours of the hill. To defend the walls, 14 towers stand on square bases set at equidistance. There are two small portas/gates at either end of the town. The main street within the walls connects the two gates for easy traveling in and out of the town.
The Porta’s
The primary access to the village, the Porta Romana, faces Rome to the south and opens at the base of a tower with a large, pointed arch. It may have had a drawbridge, which had to lower itself on an external moat. To the left of the arch is the inscription commemorating Castello Monteriggioni’s foundation in the second decade of the thirteenth century. On the right is a plaque of the newborn Italian unitary State celebrated in 1860.
The Porta Fiorentina opens toward Florence to the north. It is located next to a tower and consists of a simple semicircular arch. Incorporated in the masonry are some battlements. There are indications that the defensive wall was initially to be lower. Similar battlements are also in the elevation of the walls on the east side. To the right of the entrance, a plaque shows the Dante verses to which Castello Monteriggioni is referred.
The Main Square of Castello Monteriggioni
The Piazza Roma is the main town square and is dominated by the Romanesque Parish Church of Santa Maria Assunta in Monteriggioni (Church of Saint Mary). This building best preserves the village’s medieval character. It was built between 1213 and the year of the foundation of Castello Monteriggioni. On June 10, 1235, within the church, the delegates of the municipalities of Siena and Poggibonsi accepted the conditions of peace with the Florentines. It became a parish church at the end of the thirteenth century. It was used for religious and civil services until the early fourteenth century.
The church has a single rectangular room. The façade is simple and has a beautiful portal with a stone arch surmounted by a circular opening. The interior was renovated in modern times and has plastered walls and vaulted ceilings. The church houses a bell from 1299 and a painting of the seventeenth century with the Madonna del Rosario.
The Houses of Castello Monteriggioni
A few of the houses in Castello Monteriggioni were once owned by local nobles, gentry, and wealthy merchants facing into the piazza; some are in the Renaissance style. They are fronted by the other houses and small businesses of the town.
Off the main piazza, smaller streets give way to the public garden. These gardens provided vital food during battles and sieges when enemies attacked or gathered around the walls. Its military function ceased in the mid-sixteenth century, when the entire Sienese State, of which the village was part, was annexed to the Florentine one.
What to do and see
A few steps into the gates, you’re already in the heart of the village, the Piazza Roma. Though a small village, you will immediately note it is full of charm and character.
The Church of Santa Maria Assunta overlooks the large square. Though small, it is impressive. It is one of the best-preserved traces of the town’s medieval origins. The interior is simple yet moving. The effigy of Christ, when the sun shines on it, is powerful.
The Monteriggioni in Arme Museum features medieval and Renaissance weapons and armor reproductions. There are illustrations of accurate models of siege weapons. Each room is dedicated to a specific moment in Monteriggioni history, within which the pieces on display are contextualized. You can also handle and wear some weapons and armor in particular museum areas. The informational panels offer the visitor a short but thorough immersion in history. The museum has placards in both Italian and English. There is a fee to enter, which includes entry to the outer walls.
Check out the Two Portes; the Porta Franca (or Porta Romea), which looks toward Rome, and the Porta San Giovanni (or Florentine Gate), which looks toward Florence.
A tower is available to visit as well for a small fee. It is a tight space and has limited visibility. In hindsight, we would have skipped it.
Though not right in town, there is a two-and-a-half-mile Castle Loop to hike. It takes about 90 minutes, and the views are gorgeous. You can start and finish in Monteriggioni.
The Fortified Walls
The outer walls of the fortified city are accessible to visitors. Today you can walk on modern metal and glass walkways with two different balconies at the top of the wall circuit. Initially, these would have been wood. The elevation provides breathtaking views of the town and the countryside’s rolling hills towards Chianti and Valdelsa. If you take a moment, it is possible to imagine soldiers guarding here long ago.
There are two sections of walls you can climb. If you only want to climb one, choose the southern section (near the main town entrance at Porta Franca). It’s larger and has the most scenic views of the two. The ticket price is part of the Monteriggioni at the Arme museum entrance.
Shopping
Wander the charming cobblestone streets of Castello Monteriggioni. The shopkeepers and residents decorate the narrow passageways with flowers, greenery, benches, and personal items. There is always laundry out drying, bringing color to the setting. It provides a get a glimpse of everyday life in this small village.
There are several cute shops with local products, including wine and olive oils, honey, jam, jewelry, artisan crafts, and tourist souvenirs. You will also find a ceramics and leather shop.
Vineyards and olive trees surround Monteriggioni. As you might expect, there are a couple of wine shops in the village to taste some of the local wine, Chianti. These full-bodied and intense wines perfectly match the local products grown in the area, such as saffron, cheese, honey, and grappa. Grab a bottle of Colli Senesi Monteriggioni to bring home or enjoy along your travels.
Annual Festival
Every July, a special event leads to a grand celebration. The Medieval Festival of Monteriggioni is one of the most respected medieval festivals in the region.
The city goes back to the Middle Ages; the streets fill up with artisans, cavaliers. People dress up in period costumes, creating an authentic and enchanting atmosphere. Live performances, dancing, music, theatre, children’s entertainment, duels, acrobats, and storytellers succeed in recreating what life in a village was like then.
The festival offers guests a chance to savor the ancient food and drink of the time. The restaurants and bars are open all night long to partake in the fare from the middle ages.
You can find more information by clicking the link. Monteriggioni Festival
*Fun fact: The famous video games “Assassins Creed II” and “Assassins Creed Brotherhood” are set in Monteriggioni.*
How to get to Castello Monteriggioni Italy
Monteriggioni is 9 miles from stunning Siena and 34 miles from Florence.
You can get there by car, which is the ideal way to visit. You will find a free parking lot at the bottom of the hill. Do the short climb to the village through the Franca or Romea Gate. To avoid the walk, continue toward the town to find a pay parking lot.
The nearest train station is at Castellina Scalo, a couple of miles from Monteriggioni on the Empoli-Siena train line.
Planning a trip to Italy? Check out our Italy Travel Guide
Where to stay
This may be a tiny town; the population is about 50 residents, but there is no shortage of places to eat and accommodations to stay in if you choose. Though we did not stay overnight, there was no doubt it was beautiful and peaceful at night.
Most people who visit the area pass through on a day trip from Florence. If you can stay in the area, another great choice and close by is Siena. We have provided links to accommodations in both cities below. Both Expedia and Booking.com are provided for price comparisons.
We believe it is important to price out properties on various sites. Expedia is a US-based company, whereas Booking.com is Europe based. Not all properties appear on both. If the establishment has a website, check the price there as well.
Booking.com
Booking.comExpedia
Where to eat in Castello Monteriggioni
This is a tiny town, but there are some lovely restaurants to enjoy local fare with some of the regional Chianti wine. The top-rated restaurants include Ristorante le Torri Monteriggioni, Antico Travaglio – Osteria Gelateria, and Casalta Ristorante.
When to Visit
There is no wrong time of year to visit Monteriggioni. The walls, Monteriggioni in Arme museum, restaurants, and cafes are open year-round. The peak season is from May to September. The busiest time is during the Medieval Festival in July. It can get crowded, but it is quite the event!
| Average Temps | |
| January | 40°F (4°C) |
| February | 41°F (5°C) |
| March | 47°F (8°C) |
| April | 53°F (11.5°C) |
| May | 61°F (16°C) |
| June | 69°F (20.5°C) |
| July | 74°F (23°C) |
| August | 73°F (22.5°C) |
| September | 66°F (19°C) |
| October | 58°F (14°C) |
| November | 48°F (9°C) |
| December | 41°F (5°C) |
While in the area…
Like much of Italy, Monteriggioni has many lovely churches, such as the historic Santa Maria Castello Parish Church. There are many impressive homes and small villages in this Tuscany countryside, such as Abbadia Isola, a delightful ancient village that is well worth a visit.
It would be expected if visiting Monteriggioni, you will be visiting Siena or coming from there. If Siena is not yet on your schedule, you must ensure you add it. It is one of the most striking and fascinating of the walled cities of Tuscany. The Siena that welcomes you today is essentially the same as it would have appeared back in 1300. Preserving its unique medieval architecture draws so many to this magnificent city.
Final thoughts
When looking for more well-known towns like Siena, Monteriggioni can easily be missed. It is a perfect quick stop when traveling the region between the bigger city of Florence and the more famous hill towns scattered throughout Tuscany. You can slow down, take beautiful pictures, sip local wines, and let the old-world charm wash over you. There are not many places like this, and it would be a shame to miss out on something so genuine that is on your path. We have no doubt you will be as captivated as we were.
© 2023 Wanderers Compass All Rights Reserved
Check out the Official Tourism site for Monteriggioni Italy
Our Castello Monteriggioni Italy Photo Gallery
Check out our most recent blog posts
Travel like a Pro – Strategies to Travel with Ease
“To venture causes anxiety, but not to venture is to lose one’s self…. And…
December 5, 2023
Siena Italy: A Medieval Wonderment
“Italy is a dream that keeps returning for the rest of your life.” anna…
December 4, 2023
Tavira Portugal: Suberb Mix of Tradition & Nature
“Any Portuguese town looks like bride’s finery – something old, something new, something borrowed,…
November 28, 2023
Hearty Turkey Frame Soup
It’s not leftovers that are wasteful, but those who either don’t know what to…
November 26, 2023
Setenil de las Bodegas: An Andalucia Wonder
A Visitor Guide “Setenil de las Bodegas,where the sky is rock….. “ Gerardo Diego…
November 25, 2023
Croatia: The Enchanting Gem of the Mediterranean
Croatia is the hidden gem of Europe on the gorgeous Adriatic Sea. Discover this…
November 15, 2023
The Best Travel Apps for the Savvy Traveler
We have come to rely on the apps below for planning and while on…
November 15, 2023
Travel Through History at Bunratty Castle & Folk Park
May you never forget what is worth remembering, nor ever remember what is best…
September 13, 2023
Essential Medications for Long Flights: A Nurses Guide
“Spectacular achievement is always preceded by unspectacular preparation.” Robert H. Schuller It is all…
September 11, 2023Want to learn about Wanderers Compass?
Our Top Recommended Travel Products and Resources
Squaremouth.com
Our favorite travel insurance site!
If you book a trip, don’t forget to get travel insurance within 14 days of your first booking. We could not be stronger advocates of being well-insured. Not just for the little stuff but the big things like medical emergencies. We never leave home without it. Over the years, we have used many sites but have now found our go-to place. Squaremouth.com does a fantastic job; it has a user-friendly interface, uses top-rated and reputable insurance carriers, and most policies cover COVID-19 medical issues and cancellations. They also mediate on your behalf if you have problems with your policy.
To empower you as a consumer, we suggest you read our blog post on the importance of travel insurance and how to get the best coverage from top-rated companies for an affordable price.
MedjetAssist
Medical transport back home from anywhere in the world
They are the premier global air medical transport. One caveat to travel insurance is that medical evacuation usually gets you to the closest facility to care for you. Medjet gets you back to the U.S. to the hospital of your choice once you are stable enough to fly. They cover COVID-related transport as well.
Medjet carries its own policies. The policy is only for transport and no other aspects of travel insurance. They have individual trip policies starting at $99 and annual policies for around $300. Most of their policies limit the age to 74 and younger. Prices are not based on age below that.
To learn more about how Medical Evacuation membership with Medjet Assist works, check out our blog post for a more detailed review.
Expedia.com
Hotels, home rentals, BNBs, flights, and other transportation & tours
Expedia is a US-based company whose mission is to power global travel for everyone and everywhere. Whether planning a family vacation, booking for business, or organizing the trip of a lifetime, they are a fantastic resource. Wanderers Compass focuses on independent travel, and using sites like Expedia makes that possible. Every aspect of travel you need, from airfare, accommodations, rental car, and cruises to activities to do at your destination, can be booked on Expedia.
Booking.com
Hotels, Home rentals, BNBs, Flights, and other Transportation & Tours
Booking.com connects millions of travelers to memorable experiences, various transportation options, and incredible places to stay – from homes to hotels and much more. It is one of the world’s largest travel marketplaces for established brands and entrepreneurs of all sizes.
We always check Expedia and Booking.com to verify prices. At times, one is sold out of rooms while another at the same place has rooms. As well we often find some European hotels, especially smaller ones, on Booking.com but not on Expedia. It could be they are a Europe-based company. Try both before booking accommodations.
Vacation Rental By Owner (VRBO)
Are you traveling with a family or having an extended stay at your destination?
With over 2 million bookable vacation rentals, VRBO connects homeowners with families and vacationers looking for something more than a hotel for their trip. The VRBO community offers families or groups various rental property types such as condos, cabins, lake rentals, beach houses, etc.
VRBO is under the Expedia group ownership now, which many were worried about, but it hasn’t panned out to be a concern. It is a massive network with access to all lodging forms should issues arise. Joelle has used VRBO for many years with her family with no problems.
Viator
As the leading marketplace for travel experiences, Viator believes that making memories is what travel is all about. And with 300,000+ experiences to explore—everything from simple tours to extreme adventures (and all the niche, interesting stuff in between)—making memories that will last a lifetime has never been easier.
With industry-leading flexibility and last-minute availability, it’s never too late to make any day extraordinary. This one site has it all and has experiences throughout the world. We use them often during our travels, especially for food tours. We especially take the time to read the reviews provided.
Amazon.com
An excellent source for travel essentials and guides
We now have our own Amazon Storefront with all our favorite travel accessories and gear in one place. Check out our travel store at the link below.
Wanderers Compass Amazon Storefront
Amazon is one of the most comprehensive online shopping sources in the world. On behalf of their customers, teams worldwide provide lower prices, better selection, and rapid delivery. They offer a vast inventory, and their 1.7 million small and medium businesses worldwide selling on Amazon.com offer extensive options to customers.
We buy most of our travel books, accessories, and luggage from Amazon. We have ordered up to two days before travel and get what we need.
Welcome Pick-ups
(Airport and sightseeing service)
A global leader in ground transportation for travelers. They help hundreds of companies worldwide enhance their services and boost their revenue with our 5-star ride experiences and hassle-free automation.
Founded in 2015 in Athens, Greece, Welcome Pick-ups goes above and beyond the standard transfer service as the first company to deliver a holistic, in-destination travel experience. From the moment a traveler arrives at a new destination until they return home, Welcome accommodates all their travel needs (transfers, travel products, things to do, information) as the easiest, friendliest, and most personalized solution.
PhotoAiD
Do you feel like you are wasting time visiting an on-site photographer only to be embarrassed by the photo? Would you like control of the final product? Get the perfect VISA or passport photo online with PhotoAID.
When traveling, you often need to apply for official documents such as a passport, ID, and different kinds of licenses or cards. Those applications require a picture that must meet specific conditions to be accepted, depending on the country. Now, it is possible to take this picture at home without the help of a professional photographer. PhotoAiD allows you to take the perfect biometric photo that will be approved by you without leaving your home.
This article contains affiliate links. If you use these links to buy something, we may earn a small commission at no additional cost to you. Thank you!
No Comments