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With a population of about 37, , the city is the hiking and ski tourism gateway to the mountain and, less prominently, a spa resort. The region around Kyustendil is famous for its fruit trees and has been dubbed "Bulgaria's orchard".
Geographically, the Kyustendil Valley lies on the southern edge of a broader area known as Kraishte - an uneven land of many low mountains and high valleys shared between Bulgaria and Serbia.
One of the major Bulgarian rivers, Struma, flows several kilometers east of the city. Kyustendil's hot springs have attracted people since ancient times. The Thracians established a fortified settlement, which was later conquered and rebuilt by the Romans as Ulpia Pautalia. After it was destroyed by barbarian invasions, a fortress was built in a more defensible position, on the hill south of the city. Like many Bulgarian cities, Kyustendil has a pedestrian main street, Bulgaria Blvd.
It starts from the main square Velbazhd Sqr and runs north-northwest to the small park in front of the train station. The square itself is surrounded by a network of smaller and shorter pedestrian streets. A small river, Banshtitsa, splits the city into a northern and a southern half. About two-thirds of its area is on the territory of Macedonia, while its highest peak, Ruen 2, m 7, ft above sea level , is right on the border line.