Prilep is the fourth largest city in North Macedonia. It has a population of 66,246 and is known as "the city under Marko's Towers" because of its proximity to the towers of Prince Marko.

The name of the city comes from the Macedonian word "Прилеп" (meaning "sticky") and it showcases how the buildings were first built there, being near one another next to the Marko's Towers.

The main square in Prilep is called "Alexandria", in honor of Alexander the Great. The reconstruction of the square began in 2005 and it was completed in 2006. The reconstruction cost 700.000 Euros and its investor was the city of Prilep. During the reconstruction the monument of Alexander the Great was erected, among the other things.

The most important ancient monument is the old city of Styberra situated on Bedem hill near Čepigovo, in the central region of Pelagonia. As early as the time of the Roman–Macedonian wars, this city was known as a base from which the Macedonian king Perseus of Macedon set out to conquer the Penestian cities. An important site in the area is Bela Crkva, 6 km (4 mi) west of Styberra, where the town of Alkomenai was probably located. It was a stronghold of the Macedonian kings after it was rebuilt in the early Roman period and was at the Pelagonian entrance to a pass leading to Illyria. Part of the city wall, a gate, and a few buildings of the Roman period were uncovered here in excavations. All recent finds from these sites are in the Museum of the City of Prilep.

Bitola is a city in the southwestern part of North Macedonia. It is located in the southern part of the Pelagonia valley, surrounded by the Baba, Nidže and Kajmakčalan mountain ranges, 14 kilometres north of the Medžitlija-Níki border crossing with Greece. The city stands at an important junction connecting the south of the Adriatic Sea region with the Aegean Sea and Central Europe, and is an administrative, cultural, industrial, commercial, and educational centre. It has been known since the Ottoman period as "The City of The Consuls", since many European countries had consulates in Bitola.

Bitola, known during the Ottoman Empire as Manastir/Monastir, is one of the oldest cities in North Macedonia. It was founded as Heraclea Lyncestis in the middle of the 4th century BC by Philip II of Macedon. The city was the last capital of Ottoman Rumelia, from 1836 to 1867. According to the 2002 census, Bitola is the second-largest city in the country.

Bitola is the economic and industrial center of southwestern North Macedonia. Many of the largest companies in the country are based in the city. The Pelagonia agricultural combine is the largest producer of food in the country. The Streževo water system is the largest in North Macedonia and has the best technological facilities. The three thermoelectric power stations of REK Bitola produce nearly 80% of electricity in the state. The Frinko refrigerate factory was a leading electrical and metal company. Bitola also has significant capacity in the textile and food industries.

Bitola has been part of the UNESCO Creative Cities Network since December 2015.