Medieval castle ride in Italy – Castello di Santa Cristina
Live La Dolce Vita at a unique riding holiday based at a medieval castle, exploring ancient trails, vineyards, medieval villages and the beautiful Italian countryside
Countryside and Vineyard Riding Holidays
Explore Beautiful Landscapes from the Saddle
Some of the best horse riding holidays are simply about getting out into beautiful countryside and seeing a destination from a completely different perspective. Follow quiet country lanes, ride across rolling hills, canter through open fields or explore forests, valleys and mountain landscapes, all from the saddle.
Our countryside riding holidays take you everywhere from the rolling hills and historic villages of the English countryside to the wild landscapes of the Scottish Highlands. Further south, you can ride through the vineyards and olive groves of Tuscany, exploring beautiful landscapes while enjoying the food, wine and culture that make each destination so special.
These holidays are about more than how many hours you spend in the saddle. They offer the chance to slow down and enjoy the journey, stopping to take in the views, visit local villages or enjoy a long lunch and a glass of something good along the way.
Depending on where you choose to ride, your days might combine scenic trail riding with wine tasting, cultural visits, historic sites and exceptional local food. Some offer faster canters across open countryside, while others are more relaxed and suited to riders who want to enjoy the scenery at a gentler pace.
Whether you are looking for a classic English riding holiday, a wild adventure through the Scottish Highlands or a week exploring Tuscany’s vineyards on horseback, we can help you find the perfect countryside escape.
Explore Countryside and Vineyard Riding Holidays
Luxury France – Loire Valley Castles Ride
Ride through the Loire Valley’s grand castles, forests and vineyards, enjoying gourmet dining and elegant château stays.
Loire Castle – France on Horseback
Explore the Loire Valley on horseback, passing magnificent châteaux and beautiful French countryside.
Short riding holiday in Italy – Castello di Santa Cristina
Spend four nights in a medieval castle, riding ancient trails through the Italian countryside and soaking up the magic of rural Lazio.
Ribera del Duero – Spanish Wine Trail
Ride through the vineyards and historic landscapes of Spain’s Ribera del Duero, combining exhilarating riding with exceptional wine and local culture.
Segovia Escapes – Spain on horseback
Ride and canter through the historic landscapes of Castilla y León, from royal gardens and pine forests to Segovia’s ancient walls.
History At A Canter – Riding in Spain
Ride through historic villages, medieval castles and beautiful Castilian countryside on an exhilarating horseback journey through Segovia.
Slovenia Lakes, Mountains & Sea Horse Riding Holiday
Ride from the lakes and peaks of the Julian Alps to the Adriatic, through the birthplace of the Lipizzaner horse.
FAQs for Countryside and Vineyard Riding Holidays
Our countryside riding holidays take you through a variety of beautiful landscapes, including the English countryside, the Scottish Highlands and the vineyards and rolling hills of Tuscany. Each destination offers a different riding experience, from open moorland and mountain scenery to quiet country lanes and vineyard trails.
Some do. Vineyard riding holidays, particularly in destinations such as Tuscany, may combine riding with wine tasting, local food and visits to vineyards or historic towns. The exact experiences vary depending on the holiday.
Some countryside and vineyard riding holidays are suitable for less experienced riders, while others involve longer days, faster riding or more challenging terrain. We can recommend the right option based on your current riding ability.
This varies considerably between holidays. Some offer shorter, flexible rides, while others involve several hours in the saddle each day. The individual holiday page will give you more detail, and we can help you choose a riding programme that suits you.
Yes, many of these holidays are particularly well suited to non-riders. With opportunities for wine tasting, walking, sightseeing, cultural visits and enjoying great food, there is often plenty to do beyond the saddle.
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COUNTRYSIDE AND VINEYARD RIDING HOLIDAYS