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Medieval Castle Trail

If you are looking for a horse riding holiday set deep in the Italian countryside between Tuscany and Umbria and you like the idea of staying in castles please read on. You will be riding along ancient tracks and will overnight in two different medieval castles and a fortress. This riding break is suitable for intermediate to advanced riders.

What's Included:

  • 6 nts accommodation
  • 6 breakfasts
  • 5 lunches
  • 6 dinners. Welcome drink
  • Tour of the castle
  • 5 full riding days
  • Guide
  • Luggage transfers
  • Support vehicle

Price: from £1725pp

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Sample Itinerary and prices – scroll down for more details


Arrive in to either of Rome’s airports and you will be transferred to the picturesque castle location. You will be staying in converted buildings around the Castle, taking breakfast each morning in the Castle itself. You will stay here for the first three nights of your holiday. After checking in you will be served with a welcome drink and then receive a briefing from your guide/instructor who will be looking after you throughout the week. This evening you will be served dinner at the castle.


After breakfast this morning you will be heading out along ancient tracks and through chestnut woodland towards the picturesque Lake Bolsena. This is a fantastic spot with breathtaking views of the area stretching from the beautiful crater of Lake Bolsena on one side, to the hills surrounding Lake Mezzano on the other side. After a short ride along the border of the lake we will reach the beach and have a canter. Lunch will be served right on the terrace of a typical trattoria right on the beach. If it is warm enough, you can have a swim before heading off for the afternoons ride.  As we head back towards the castle we will pass through the archeological area of Pianezze and through vineyards and back to the top of the crater which provides a spectacular view and a wonderful opportunity to take some photographs. This evening dinner will be served at the castle.


Today you will be riding to Lake Mezzano; this is an area of great interest both historically and naturally. The lake was formed in a volcanic crater and is now a historical site with traces of human settlements dating back to the pre-etruscan era. We will be riding through the beautiful countryside and up into the wooded hills which surround Onano. Here you will have the opportunity to canter along a wonderful track surrounded by trees. At the top of this plateau you will have the chance to take in the spectacular scenery before carrying on past local farms and into chestnut woods on the hillsides that surround the lake. On top of the hill overlooking the lake we will stop for lunch at a small rural restaurant where the horses can enjoy a rest in their shady corral whilst we eat, relax and maybe enjoy a refreshing swim. In the afternoon we will ride back following the old Brigands trail, taking in a few historical sights along the way. This evening you will enjoy dinner at the castle.


After breakfast this morning we will be riding from the castle to Sorano. With the Tuscan mountains in the background we will be riding along level tracks allowing for a steady trot and some cantering. Lunch will be in a fantastic historical spot next to the ruins of a medieval castle called Vitozza. A picnic will be laid out with tables and chairs on a lawn on top of the hill. After lunch a gentle track will lead you towards Sorano, where you will be staying this evening in a unique hotel which is situated inside the medieval Orsini fortress of Sorano. The position is incredible, on the side of a gorge overlooking the ancient village. Tonight, dinner will be served in a restaurant next to the fortress.


After breakfast this morning we will be departing Sorano and heading towards the castle of Proceno. We will be riding through the rocky hills and into the valley of the river Lente which has magnificient views. A picnic lunch will be served near Castellottieri. After lunch we will be riding uphill in the afternoon sun to Proceno, where we will be staying tonight. Proceno is a stunning 11th century castle at the centre of the village. It used to be the last stronghold of the pope before Tuscan enemy territory strategically positioned itself above the old roman road.


This morming we will be riding down into the river Stridolone valley and up the other side through the hilly woodland that takes us to an 18th century ex-convent. After a lunch stop our ride takes us through the most unspoiled of Tuscan countryside, crossing the Montorio game reserve where you may spot pheasant, fallow-deer and wild boars.We will reach the outskirts of the village of Onano and the 16th century country church of Madonna delle Grazie from where we will have a beautiful view of the medieval village walls. Soon we will return to our home base where we will celebrate with a farewell dinner and enjoy a last night at the castle.


Sadly today it is time to bid farewell to your castle home, but if you can’t bear to go home just yet we can organise an additional night or two for you in Rome.

Click here to view more images - 2016 pictures


Airport transfers - Transfers from both Rome airports (Fiumicino & Ciampina) are available on request between 10am-7pm. You will be met by your driver in arrivals, they will have a sign with your name on. 1 person = €200. 2-3 people = €230. 4 people = €250. All transfers are payable directly to the castle on arrival.

Train station transfers - Transfers from Orvieto train station are available on request. There are good train connections from Rome to Orvieto which take approximately 1.5 hours. 1 person = €90. 2-3 people = €120. 4 people = €140. All transfers are payable directly to the castle on arrival.

Although the above transfers are offered by the castle we highly recommend hiring a car for this holiday.

Equestrian Escapes are happy to reserve your transfers for you however, as payment for this service is made directly to the transfer provider this service does not form part of our contract with you. As such, we are unable to accept responsibility for any delays, missed transfers etc.

2018 dates:

May 5-11

June 16-22

June 30 - July 06

September 15-21

October 13-19


The horses are a mixture of mix of thoroughbred and warm blood crosses, anglo-arabian and ponies. The tack is English tack. There are two outdoor arenas and lessons are available
for all ages and levels in both dressage and jumping. The maximum weight allowed is 100kg
and the numbers of riders on each excursion are between 1 and 5. Riding helmets are mandatory - no helmets = no riding. The castle has a veriety of helmets but it is always advisable to bring your own.

Additional Info

There is a single room supplement charge of £250

Optional activities at the castle include:
• Swimming pool (01st June - 30th September)
• Tennis court (€15 per hour)
• Mountain bikes (€20 per person per day)
• Mini football Pitch
• Volleyball
• Ping pong
• Billiards

ATTENTION: The excursions can be changed according to weather, horses and riders conditions by the riding management of the castle.

To read Equestrian Escapes reviews click on the link

Equestrian Escapes also specialises in horse riding holidays in Spain. Our riding holidays in Andalucia are suitable for all ages and cater for all different riding experiences.

If you are interested in riding in Spain you may like to look at some other holidays that we offer a few of which can be found below.

Trail Riding Holidays Spain

Epona Trail and Train Riding Holiday

Beach & Desert Riding

For our full range of horse riding holidays and short breaks please click here. Please note that all of these riding holidays are tailor-made for you so you can choose your accommodation, the amount of riding you want to do and the places you want to visit. Please also take some time to view Friends of Equestrian Escapes.

Our horse riding holidays will have something for everyone.

We inspect all the horses in our horse riding holidays to ensure the best quality holiday for you.

How To Book

  • Flexible start/finish date
  • 6 night stay
  • 30% deposit to book
  • Final balance 8 weeks out
  • Fill in booking form below
  • Pay deposit via WorldPay

Optional Extras

  • Single supp. £250
  • Airfares
  • Transfers available from 10am-7pm (see itinerary for more info)