Positively minuscule and yet utterly delightful, Montefioralle, Chianti just might be the smallest town we’ve ever visited in Tuscany, which is truly saying something.
Still enclosed in its medieval walls and home to somewhere in the neighborhood of 60-100 people, thoroughly visiting Montefioralle, Italy doesn’t take long–but it’s well worth the effort.
While Montefioralle’s recorded history dates back to 1085, the village is probably much older.
Today, Montefioralle is a fantastic side trip in the Chianti region, whisking you away from the bulk of the wine region’s crowds into a quiet and beautiful corner of the country.
Here’s what to know about visiting this tiny Tuscan gem, including the best things to do in Montefioralle!
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Where is Montefioralle, Italy?
Montefioralle lies solidly in Tuscany’s legendary Chianti region.
It’s about 2.3 kilometers (or a 5-minute drive) west of the famous village of Greve in Chianti, and about 30 kilometers (or a 45-minute drive) south of Florence.
The Best Things to Do in Montefioralle
Given its tiny size, there are very few attractions of note in Montefioralle–but there are a few things you should be sure to do while there!

Enjoy a meal with a view.
Montefioralle has only a few restaurants to choose from. Luckily, they all get excellent reviews and feature beautiful views of the Tuscan countryside!
Hours are limited, and competition for seating can get fierce during meal times in the high season, so it is recommended to make a reservation if possible.
We absolutely loved our time at Il Guerrino, where we munched on pappardelle with wild boar sauce and sipped Tuscan wine while we admired an absolutely sublime view. It was one of the most picturesque meals we’ve ever experienced!
Alberto’s (or Tana del Lupo, or Tre Tavolini) also comes highly recommended. This restaurant is run by a retired chef who operates it as a hobby, so hours are intermittent, but reviews are excellent!
Just outside the walls of Montefioralle, a short walk from the parking lot, you’ll find the popular La Castellana.

Check out the Montefioralle Winery.
Within the town, you’ll often find yourself admiring views of the Montefioralle Winery–but from the Montefioralle Winery, you can admire views of the village itself!
Signing up for a wine tour and tasting is a fantastic way to extend your visit to Montefioralle and enjoy a whole new perspective on the area.

Wander through the fortified town.
The village of Montefioralle as we know it today started life as a fortified castle, and it still features beautiful walls and archways along its edge.
Add in gorgeous stone buildings in the typical Tuscan style and wonderful views around nearly every corner, and you have the makings of a delightful place to savor each step.
And, savor them you should: when we walked the full circle around Montefioralle and ended up back at the car park, I was startled to find just how quickly we had made our way through.

Visit the Church of San Stefano.
You’ll need to ascend a staircase to reach Montefioralle’s Church of San Stefano, but it’s worth the short climb: the views, as to be expected, are wonderful from up here as well.
The church itself has a basic white facade, but it is said to have a beautiful interior that was rebuilt in the 17th and 18th centuries.
It was closed when we visited, but we’ll simply add that to the list of reasons to re-visit Montefioralle in the future.
Admire spectacular views of Chianti.
No adjective could be a hyperbole when describing the beauty of the Chianti countryside as seen from above on a beautiful day.
Add in an excellent viewpoint in Montefioralle, and you have all the makings of a view that’s difficult to tear yourself away from.

How to Get to Montefioralle in Chianti, Tuscany
There are 3 main options for getting to Montefioralle: drive, join a tour, or navigate the journey by bus and foot.
Here’s what know about each option!
Visiting Montefioralle By Car
By far the easiest way to visit Montefioralle is to drive there!
This is how we visited, and I highly recommend it.

Whether you’re planning to rent a car for the day to visit a few villages or planning a full Tuscany road trip, if you’d like to drive to Montefioralle, we recommend renting a small car through Discover Cars.
This will allow you to easily compare prices and inclusions of multiple companies and choose the best car for you from there.
Parking is available just outside the fortified walls.

Visiting Montefioralle With a Tour
Occasionally, tours of the Chianti region include a stop in Montefioralle as well. They’re harder to find than tours that include, say, Greve in Chianti or popular Tuscan towns like San Gimignano and Montepulciano, but they do exist.
Tours generally won’t spend too long Montefioralle, but then again, it is a very small town, and joining a tour also means you will be able to visit nearby wineries without worrying about a designated driver.
This well-reviewed day trip from Florence includes a visit to Montefioralle in its itinerary for exploring the Chianti region!

Visiting Montefioralle By Public Transport
To visit Montefioralle by public transportation, you’ll first want to navigate to the village of Greve in Chianti by bus.
From Greve, it is about a 30-minute walk, give or take, along the road up to the village of Montefioralle.
However, it is an uphill walk when heading toward Montefioralle.

How Long to Spend in Montefioralle
I cannot overstate how small Montefioralle is: this is not a place where you need to worry about being rushed!
With 2-3 hours, you can thoroughly explore all of the best things to do in Montefioralle, including enjoying a leisurely lunch or wine tasting.
Of course, the atmosphere is so delightful that you can certainly settle into a spot with a beautiful view of the countryside and savor the town for even longer.

Read More About Visiting Tuscany
Excited to keep planning your trip to Tuscany?
Whether you’re researching for your first trip to Italy or your 10th, we’d love to continue to be part of the process here at Our Escape Clause!
You can browse our nearly 150 Italy blog posts here, or check out these guides:
- How to Enjoy 3 Days in Tuscany: Itinerary Ideas With or Without a Car!
- Secret Florence: 17 Hidden Gems + Off the Beaten Path Spots
- Is Climbing the Leaning Tower of Pisa Actually Worth It?
- Spring in Tuscany: Things to Do + What to Expect When Visiting!
- How to Take a Flawless Florence to Siena Day Trip

About Kate Storm
Kate is the founder and primary author of Our Escape Clause. Since 2016, she has been following her curiosity across the globe and turning her experiences into detailed trip planning advice for you. Her travels have taken her to 50+ countries, most regions of Italy, and most US states. After 4+ years of full-time travel, she enjoyed chapters calling Lisbon, New York City, and Texas home before deciding to base herself in North Carolina (between trips). She lives with her husband and business partner, Jeremy, their son, and their fluffy sidekick, Ranger.