Title: Monteriggioni Castle in Monteriggioni - Tours and Activities | Expedia.ca

[Monteriggioni Castle Hotels](https://expedia.ca/Monteriggioni-Castle-Hotels.0-l6258231-0.Travel-Guide-Filter-Hotels)[Flights to Monteriggioni](https://expedia.ca/Cheap-Flights-To-Monteriggioni.d5722.Travel-Guide-Flights)[Things to do in Monteriggioni](https://expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities)[Monteriggioni Castle Car Rentals](https://expedia.ca/Car-Rentals-In-Monteriggioni-Castle.d6258231.Car-Rental-Guide)[Monteriggioni Vacation Packages](https://expedia.ca/Monteriggioni.d5722.Destination-Travel-Guides)

# Monteriggioni Castle Tours and Activities

![The main square of the fortress of Monteriggioni](https://images.trvl-media.com/place/5722/f8680b93-c9b1-45ae-9604-19481c36504b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![The main square of the fortress of Monteriggioni](https://images.trvl-media.com/place/5722/f8680b93-c9b1-45ae-9604-19481c36504b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![#TroveOn
Monteriggioni is a medieval walled town, located on a natural hillock, built by the Sienese in 1214-1219 as a front line in their wars against Florence,[3] by assuming command of the Via Cassia running through the Val d'Elsa and Val Staggia to the west.

During the conflicts between Siena and Florence in the Middle Ages, the city was strategically placed as a defensive fortification. It also withstood many attacks from both the Florentines and the forces of the Bishop of Volterra. In 1554 the Sienese were able to place control of the town's garrison to Giovannino Zeti, who had been exiled from Florence. In 1554, in an act of reconciliation with the Medicis, Zeti simply handed the keys of the town over to the Medicean forces - considered a "great betrayal" by the town's people.

----------------------------------------------------------

The Via Francigena is the common name of an ancient road and pilgrim route running from France to Rome, though it is usually considered to have its starting point much further away, in the English cathedral city of Canterbury. As such, the route passes through England, France, Switzerland and Italy. The route was known in Italy as the "Via Francigena" ("the road that comes from France") or the "Via Romea Francigena" ("the road to Rome that comes from France"). In mediaeval times it was an important road and pilgrimage route for those wishing to visit the Holy See and the tombs of the apostles Peter and Paul.

](https://images.trvl-media.com/place/5722/a408de7a-052c-438a-bcaf-f7572c8eaacf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![The Medieval Festival of Monteriggioni. Here we are in the 24th year of what has become one of the most popular events on the Tuscan scene, which this year will allow you to savour the atmosphere of the  “Delle Armi e degli Amori”. Info at: http://www.monteriggionimedievale.com/en/](https://images.trvl-media.com/place/5722/2c856b7a-10ea-4422-8b04-869c21c1c263.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![The Medieval Festival of Monteriggioni. Here we are in the 24th year of what has become one of the most popular events on the Tuscan scene, which this year will allow you to savour the atmosphere of the  “Delle Armi e degli Amori”. Info at: http://www.monteriggionimedievale.com/en/](https://images.trvl-media.com/place/5722/a096b5f4-01be-4269-a4b7-ea5994ddf30e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Monteriggioni Castle

Activities

[Monteriggioni travel guide](https://expedia.ca/Monteriggioni.dx5722)

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## Plan a trip to see Monteriggioni Castle

Price found within the past 48 hours. Click for updated prices.

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/10f2f159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

CA $2,381

per person

May 19 - May 25

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

8.6/10 Excellent! (476 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/9b3b942d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

CA $2,902

per person

May 19 - May 25

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

8.8/10 Excellent! (939 reviews)

Great staff. Helpful. Clean

Reviewed on Feb 13, 2026

![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Grand Hotel Cavour

Historic Centre of Florence

CA $3,127

per person

May 14 - May 20

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Florence (FLR)

9.2/10 Wonderful! (1,002 reviews)

Everyone is so nice and helpful! It was also in a great location with an amazing rooftop picturing the entire city.

Reviewed on Feb 20, 2026

### Popular places to visit

![Cascate del Diborrato - Parco fluviale dell'Elsa

Inside the residential area of Colle Val d'Elsa is a historic and natural landscape of enormous value thanks to the Elsa River which crosses the Val d'Elsa creating a unique territory. The river creates enchanting corners for hiking and observing: the engineering works for gathering water, the artifical canal system for carrying the water to the city, the caves. A particularly suggestive point is the Diborrato water falls, a 15m jump which is more than 10m deep, a sort of small lake where the locals used to go to cool off. Other places not to miss are the Grotta dell'Orso, the Conchina, the Masso Bianco, the Nicchia and the Spianata dei Falchi, each with its own particularities. This natural richness has been recognized with the institution of a protected area in the River Park of the Upper Val d'Elsa which includes the path of the river from the city of Colle Val d'Elsa which stretches from Ponte Santa Giulia to Ponte di Spugna and includes the Caldane, thermal springs which were known to the Etruscans and Romans.
](https://images.trvl-media.com/place/3000027885/3d52072f-6a1e-4294-8491-e30bc0d78a8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Alta Val d'Elsa River Park

Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this relaxing area. 

[](https://expedia.ca/Alta-Val-DElsa-River-Park-Colle-di-Val-dElsa.d794864780380164096.Vacation-Attraction)

#### The Rock of Staggia

Learn about the local history of Staggia with a stop at The Rock of Staggia. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[](https://expedia.ca/The-Rock-Of-Staggia-Poggibonsi.d6318569.Vacation-Attraction)

#### Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. 

[](https://expedia.ca/Lilliano-Estate-Winery-Castellina-in-Chianti.d873863669629562880.Vacation-Attraction)

#### Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area. 

[](https://expedia.ca/Casina-Di-Cornia-Winery-Castellina-in-Chianti.d873855187677331456.Vacation-Attraction)

#### Le Caldane Thermal Baths

Commune with nature and explore the great outdoors at Le Caldane Thermal Baths during your travels in Colle di Val d'Elsa. Find some time to visit the spas or temples in this quaint area. 

[](https://expedia.ca/Le-Caldane-Thermal-Baths-Colle-di-Val-dElsa.d794863324960514048.Vacation-Attraction)

#### San Leonardo al Lago

Learn about the local history of Monteriggioni when you spend time at San Leonardo al Lago. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[](https://expedia.ca/San-Leonardo-Al-Lago-Monteriggioni.d6287293.Vacation-Attraction)

---

## Best Lodging Options Near Monteriggioni Castle

## Check availability on hotels close to Monteriggioni Castle

[Tonight

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=2026-02-28&endDate=2026-03-01)[Feb 28 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=2026-02-28&endDate=2026-03-01)

[Tomorrow night

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=2026-03-01&endDate=2026-02-02)[Mar 1 - Mar 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=2026-03-01&endDate=2026-02-02)

[Next weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)[Mar 6 - Mar 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6258231&startDate=06%2F03%2F2026&endDate=08%2F03%2F2026)

![Hotel Il Piccolo Castello](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Il Piccolo Castello

Strada Provinciale Colligiana, 8 Monteriggioni SI

[](https://expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information)

![Farmhouse in old mill nestled in the beautiful Chianti hills](https://images.trvl-media.com/lodging/19000000/18980000/18972300/18972262/7e851925_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Farmhouse in old mill nestled in the beautiful Chianti hills

 Monteriggioni Toscana

[](https://expedia.ca/Monteriggioni-Hotels-Farmhouse-In-Old-Mill-Nestled-In-The-Beautiful-Chianti-Hills.h18972262.Hotel-Information)

![Fattoria Petraglia by Interhome](https://images.trvl-media.com/lodging/114000000/113900000/113898800/113898714/691ea56d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fattoria Petraglia by Interhome

 Monteriggioni 

[](https://expedia.ca/Monteriggioni-Hotels-Fattoria-Petraglia-By-Interhome.h113898714.Hotel-Information)

![Hotel Ristorante La Dama nella Vigna ](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/cfbb3c37_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Ristorante La Dama nella Vigna 

Via Cassia Nord, 75 Monteriggioni SI

[](https://expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

![Il Colombaio Winery and Rooms](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524569/7903348f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Il Colombaio Winery and Rooms

Loc. Abbadia Isola Monteriggioni SI

[](https://expedia.ca/Monteriggioni-Hotels-Fattoria-Agriturismo-Il-Colombaio.h2524569.Hotel-Information)

![Agriturismo Novelleto](https://images.trvl-media.com/lodging/15000000/14620000/14615700/14615633/6656c194_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Agriturismo Novelleto

Strada di Bracciano, 1 Monteriggioni SI

[](https://expedia.ca/Monteriggioni-Hotels-Agriturismo-Novelleto.h14615633.Hotel-Information)

![Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. ](https://images.trvl-media.com/lodging/35000000/34300000/34296300/34296251/a91a5c3e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence. 

 Monteriggioni SIENA Toscana

[](https://expedia.ca/Monteriggioni-Hotels-Beautiful-Rustic-Villa-In-Tuscany-In-Monteriggioni.h34296251.Hotel-Information)

![Villa "Le Vallecchie" overlooking Siena and with private swimming pool](https://images.trvl-media.com/lodging/35000000/34150000/34147700/34147616/98bdf7e1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

 Siena Tuscany

[](https://expedia.ca/Monteriggioni-Hotels-Villa-Le-Vallecchie-Overlooking-Siena-And-With-Private-Swimming-Pool.h34147616.Hotel-Information)

![Castel Pietraio](https://images.trvl-media.com/lodging/23000000/22790000/22783800/22783779/b53c321c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castel Pietraio

Strada di Strove, 33 Monteriggioni SI

[](https://expedia.ca/Monteriggioni-Hotels-Castel-Pietraio.h22783779.Hotel-Information)

[See all 3,440 properties in Monteriggioni Castle](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6258231)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_6258231)

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