Leskovac is a city settlement and administrative center of the Jablanica Administrative District.

The settlement dates back to the Roman Empire. The medieval name of the settlement is Glubočica.

The legend says that under the hill near the present city there was a lake, and when its drying was occurred there was a plant of hazel (hazelnut), after which the city was named more than 700 years ago. The present name of the city as the name of the settlement was first mentioned in 1308 in the Charter of King Milutin.

During the NATO bombing of the FRY in 1999, Leskovac and its surroundings were bombarded almost daily. During a raid on April 12, 1999, a railroad bridge in Grdelicka Gorge hit the passenger train, which was crossing the bridge at that time. In this attack, several dozen civilians were killed.

In Leskovac there is the National Library Radoje Domanovic, which was created from the City Reading Room, founded in 1869. The library was designated in 1961 for the home library of the Jablanica District. The library now has over 80,000 books and other publications distributed in different sectors, among which are the loan and children's department, the foreign book, as well as the local department that was established in 2012 as a legacy and is named after Nikolai Timchenko and has over 15,000 titles.

On May 2, 1948, the National Museum was founded in Leskovac, comprised of three departments - ethnographic-archaeological, national liberation struggle with the workers' movement and the Textile Industry Museum. The museum then moved to a new building on May 10, 1974, which opened the possibility for the development of museum activities, and today it has more departments for archeology, history, art history, ethnology, conservation and souvenir making.

Skopje is the capital and largest city of the Republic of Macedonia. It is the country's political, cultural, economic, and academic center. Skopje is located on the upper course of the Vardar River, and is located on a major north-south Balkan route between Belgrade and Athens. It was known in the Roman period under the name Scupi.

The territory of Skopje has been inhabited since at least 4000 BC; remains of Neolithic settlements have been found within the old Kale Fortress that overlooks the modern city centre. On the eve of the 1st century AD, the settlement was seized by the Romans and became a military camp. When the Roman Empire was divided into eastern and western halves in 395 AD, Scupi came under Byzantine rule from Constantinople.

Being the capital of the Republic of Macedonia, Skopje is home to the largest cultural institutions of the country, such as the National and University Library "St. Kliment of Ohrid", the Macedonian Academy of Sciences and Arts, the National Theatre, the National Philarmonic Orchestra and the Macedonian Opera and Ballet. Among the local institutions are the Brothers Miladinov Library which has more than a million documents, the Cultural Information Centre which manages festivals, exhibitions and concerts, and the House of Culture Kočo Racin which is dedicated to contemporary art and young talents.

The Skopje Jazz Festival has been held annually in October since 1981. It is part of the European Jazz Network and the European Forum of World Wide Festivals. The artists' profiles include fusion, acid jazz, Latin jazz, smooth jazz, and avant-garde jazz. Ray Charles, Tito Puente, Gotan Project, Al Di Meola, Youssou N'Dour, among others, have performed at the festival. Another music festival in Skopje is the Blues and Soul Festival. It is a relatively new event in the Macedonian cultural scene that occurs every summer in early July. Past guests include Larry Coryell, Mick Taylor & the All-Stars Blues Band, Candy Dulfer & Funky Stuff, João Bosco, The Temptations, Tolo Marton Trio, Blues Wire, and Phil Guy.