Sozopol is one of the oldest towns on Bulgarian Thrace's Black Sea Coast. The first settlement on the site dates back to the Bronze Age. Undersea explorations in the region of the port reveal relics of dwellings, ceramic pottery, stone and bone tools from that era. Many anchors from the second and first millennium BC have been discovered in the town's bay, a proof of active shipping since ancient times.
The town, at first called Antheia, was colonized in Thrace on the shore of the Pontus Euxinus, principally on a little island, by Anaximander (born 610-609 BC) at the head of Milesian colonists. The name was soon changed to Apollonia, on account of a temple dedicated to Apollo in the town, containing a famous colossal statue of the god Apollo by Calamis, 30 cubits high, transported later to Rome by Lucullus and placed in the Capitol .. Full info here ... 
Modern town of Sozopol - Map   

 

Sozopol - Old Town

Sozopol is one of the earliest towns on the Bulgarian Black Sea Coast and dates from 2 610 years ago. It is situated upon a picturesque peninsula. The archaeological findings testify to the presence of the Thracians as its first inhabitants. In 620 B.C. immigrants from the rich city of Milet - the largest South Greek centre on the Asia Minor coast - turned the old Thracian settlement into a rich Hellene colony - the independent city-state Apollonia-Pontica.

Full info here...
See also:  http://en.wikipedia.org/wiki/Sozopol

Streets of Sozopol ( The Old Town )

Just several miles south of Sozopol is located one of the finest Bulgarian sea resorts - Dyuni : a modern Holiday Village , comfortable and attractive sea resort situated amidst a fine nature reserve. It has been awarded the international Blue Flag Award for clean and safe environment.

More info and Pictures here......(hotels, activities, etc.)

See also: 

     Old Town of Nessebar

       Nesebar is one of the oldest towns in Europe, well known with its exotic monuments the Antiquity, its fascinating architecture of the Middle Ages and the National Revival period. The town is situated on a small rocky peninsula in the North part of the Bourgas bay.
       In 1956 Nesebar was proclaimed an archaeological and architectural reserve and in 1983 the cultural monuments of the town were included in the list of UNESCO.
      The area of Nesebar is about 25 ha. It is linked with the new part of the town by a narrow 300 metres long strip. The beach, based in the new part, is 4 km long.

More info and Pictures here .. (hotels, activities, etc.)
Info from Wikipedia

   Tryavna, Gabrovo County - Map

     Tryavna is a city which undergoes its bloom during the Bulgarian Renaissance when it is an important economic and cultural centre in the region. In it could be seen many ancient houses, a clock tower, the museum of the wood cutting and the icon paintings, which is located in the old school, as well as two magnificent churches with its remarkable iconostasis and icons.
     From the period of the Bulgarian renaissance in Tryavna is preserved the square.
     In front of the church St Archangel Michael and the square Captain grandfather Nickolai, national Hero. In the other end is the clock tower.

Full info and pictures here...

Arbanasi, Veliko Tarnovo County - Map

Arbanassi is a unique settlement, founded in the end of 15 C. by Christians, who had come from the southwestern parts of the Balkans. In 1582 it was registered as a vakuf of Rustem pasha. The Greek language and literature were a uniting factor for the diverse Christian population. During 17-18 c. the settlement prospered. Its residents were actively involved with foreign trade and kept close contacts with Italy, Austro-Hungary, Russia, Vlashko (part of Romania) and India. They also acted as intermediaries between European cities and Constantinople. The trade of goldsmiths, coppersmiths, blacksmiths, and silk-worm breeders developed. The church played a very significant role in the social life of Arbanassi. There are 5 churches and 2 monasteries from 16 17 c. in the village. Small schools were built later as parts of these churches. Full info, map of the location of Monasteries and Churches... here....

Modern houses in Arbanasi region

Just several miles from Arbanasi is located Veliko Tarnovo-Veliko Turnovo has been capital of the Bulgarian Kingdom for more than 200 years from 1185 until 1393. It is picturesquely situated between the hills of Tsarevets, Trapezitsa, Momina Fortress, Sveta Gora, and along the banks of Yantra River, the beautiful river winding around them. This is the reason why the main city of the Bulgarians used to be described by medieval chroniclers as "the most inaccessible and marvellous of all towns along Hems". Immersed by the splendour and glamour of Turnovgrad, European rulers used to call it "the third Rome and the second Constantinople"... More info and Pictures here ...

Chiprovtsi, Montana County - Map

Chiprovtsi is a very old town, settled in the foot of the Stara planina mountain, 30 km. far from Montana. Through the town flows the Ogosta river, coming from the high parts of the mountain. The name Chiprovtsi comes after the Roman name of copper РІР‚ kuprum. It was named Kiprovets first, then Chiprovtsi (renamed 1956). In Roman times Chiprovtsi was a major mining center. Excavations have uncovered a catholic monastery complex dating back to the 15th-17th centuries - bishop's seat of the Sofia Catholic Eparchy during the time of Petur Solinat, a missionary from the Order of Franciscans who built and established the Catholic Church in Bulgaria. In the 16th-17th centuries the monastery is a cultural and educational centre of the Bulgarian Catholics.

More interesting info here.. ( about carpet industry)
See also:  http://en.wikipedia.org/wiki/Chiprovtsi