Throughout the year, Rutland hosts a variety of events that celebrate its countryside heritage, local food, outdoor lifestyleand strong community spirit. Despite being England’s smallest county, Rutland has a lively calendar filled with festivals, cultural celebrations, sporting events and seasonal gatherings that attract both locals and visitors. Additionally, just outside the county border, the renowned Burghley Horse Trials adds an extra dimension to the region’s event calendar, attracting equestrian enthusiasts from across the UK and beyond.
One of the most popular annual highlights within Rutland itself is the Rutland County Show, which typically takes place each summer. Held at the Rutland Showground near Oakham, this long-running agricultural show celebrates the county’s rural traditions and farming heritage. Visitors can enjoy livestock competitions, equestrian displays, craft stalls, local food vendors, and family-friendly entertainment. The event is an important showcase for regional agriculture and offers a traditional countryside show experience.
In 2025, Rutland also introduced a new highlight to its events calendar: the Rutland Flower Show. This vibrant event celebrates horticulture and gardening, featuring displays from local florists, competitions, and interactive workshops. Visitors can stroll through beautifully arranged floral exhibits, discover gardening tips, and enjoy themed stalls with plants, garden décor, and seasonal treats. Despite being a new addition, the Rutland Flower Show has quickly gained attention and promises to become a key fixture in the county’s annual schedule, attracting both local residents and visitors from further afield.
Another major event is the Rutland Marathon, a scenic race that takes place around Rutland Water. The marathon route follows lakeside paths and countryside trails, giving runners impressive views of the surrounding landscape. Alongside the full marathon, shorter races such as a half marathon and fun runs are often organised, making the event accessible to participants of all abilities. Spectators also gather along the route to support runners and enjoy the lively atmosphere.
Food and drink are an important part of Rutland’s event calendar. Festivals celebrating local produce frequently take place in towns and villages throughout the year, showcasing regional specialities and independent producers. The Rutland Food and Drink Festival is one of the most notable, bringing together artisan food stalls, cooking demonstrations, and tastings of locally produced goods. Visitors have the chance to sample everything from traditional baked goods to locally brewed beverages while enjoying live entertainment.
Historic market towns across the county also host seasonal celebrations and community events. In Uppingham and Oakham, visitors can find craft markets, art fairs, and festive gatherings throughout the year. During the winter months, Christmas markets and light switch-on events transform these towns into charming seasonal destinations, with decorated streets, independent shops, and local food stalls creating a welcoming atmosphere.
Outdoor activities also play a major role in Rutland’s events, particularly around Rutland Water. Cycling events, sailing competitions, and nature-focused activities regularly take place at the reservoir and surrounding nature reserves. These events often highlight the area’s natural beauty and encourage visitors to explore the countryside through sport and recreation. Just a short distance outside the county border, the Burghley Horse Trials offers world-class equestrian competition with show jumping, cross-country, and dressage events set against the stately backdrop of Burghley House. This event draws large crowds and adds a high-profile sporting highlight for visitors to combine with their Rutland trip.
In addition to large festivals and sporting events, Rutland’s villages frequently organise smaller local gatherings, including summer fetes, garden shows, and charity fundraisers. These community events offer visitors a chance to experience the friendly and welcoming spirit that the county is known for.
Overall, Rutland’s annual events reflect the character of the county itself. They celebrate rural traditions, outdoor living, and local culture while bringing together residents and visitors alike. From the Rutland County Show to the Rutland Marathon, from festive markets to cycling and watersports, the new Rutland Flower Show, and with the Burghley Horse Trials just outside the border, events in Rutland provide memorable experiences throughout every season of the year.







