Discover the heart of the Dolenjska region on this scenic road cycling loop, combining rolling vineyard hills, historic towns and beautiful views of the Krka River. The route begins at Otočec Castle, one of Slovenia's most iconic castles, before climbing towards Trška Gora, a renowned wine-growing area famous for its vineyards, traditional wine cottages and panoramic views across the surrounding countryside. From Trška Gora, the route continues through Gorenje Kamenje along picturesque country roads that showcase the authentic landscape of Dolenjska. A rewarding descent then leads into Novo Mesto, the historic capital of the region. Set within a bend of the Krka River, the town is known for its charming old centre, rich cultural heritage and vibrant atmosphere, making it an ideal place for a short break. Leaving Novo Mesto behind, the route heads towards Šentjernej before continuing to Kostanjevica na Krki, Slovenia's smallest town. Often referred to as the "Venice of Dolenjska", it sits on a river island and is home to the renowned Božidar Jakac Art Museum, while the nearby Krakovo Forest is one of the largest lowland oak forests in the country. The final section follows the opposite side of the Krka River, offering a different perspective of the surrounding landscape before returning to Otočec Castle. This route combines the very best of road cycling in Slovenia, featuring scenic vineyard roads, cultural landmarks, historic towns and the unique character of the Dolenjska region, making it an unforgettable ride for cyclists looking to explore one of Slovenia's most authentic cycling destinations.

Curated by:Grega CudermanAdminLast updated:8. 8. 2026