Rising above the modern skyline of Thessaloniki, the district of Ano Poli, or the 'Upper Town,' feels like a journey back through the centuries. This self-guided walk invites you to explore the only part of the city that largely survived the Great Fire of 1917, preserving a labyrinth of narrow cobblestone alleys, traditional Ottoman-style timber houses, and some of the most significant Byzantine monuments in the world. As you begin your self-guided adventure, you will leave the bustling port behind for a vertical ascent toward the fortress heights. This neighborhood stroll is not just a lesson in history; it is a sensory experience where the scent of jasmine mingles with the sound of local life in quiet courtyards. The route focuses on the spiritual and military backbone of Thessaloniki, from hidden monasteries tucked into hillsides to the massive stone bastions that once protected the city from invaders. Highlights include the UNESCO-listed mosaics of Hosios David and the sweeping panoramic views from the Trigonion Tower, where the Thermaic Gulf stretches out toward Mount Olympus. This walking route Thessaloniki offers is physically demanding but deeply rewarding for those who wish to see the city as it was centuries ago. By exploring independently, you can take the time to appreciate the intricate frescoes of Saint Nicholas Orphanos or sit in the mystical, ruin-filled Pasha’s Gardens without the rush of a schedule. This audio walk provides the historical context needed to understand how Thessaloniki transitioned from a Byzantine stronghold to an Ottoman capital and finally to the vibrant Greek metropolis it is today. Discover the 'Seven Towers' of the Heptapyrgion and the stories of the prisoners who once looked out from its walls, all while enjoying the cool breeze that only reaches these historic heights.

Numbers indicate the order of stops on the tour
Tucked away in the winding streets of Ano Poli, this small, unassuming church holds one of the most remarkable treasures of the Byzantine world. Originally the chapel of the Latomos Monastery, it dates back to the late 5th century. The highlight here is the stunning mosaic in the apse, depicting a vision of Christ as a young, beardless man—a rare iconographic style. Legend says the mosaic was covered with calfskin and plaster to protect it during the iconoclastic period and was only rediscovered centuries later. The church’s humble size and peaceful courtyard provide a perfect, quiet start to your climb through history.
As you continue your ascent, you reach the Vlatadon Monastery, the only Byzantine monastery in Thessaloniki that has remained continuously active since its founding in the 14th century. Established by the brothers Dorotheus and Mark Vlatis, it is built on the spot where tradition says the Apostle Paul preached during his visit to the city. Beyond its historical significance, the monastery is famous for its resident peacocks and its terrace, which offers one of the most famous views of Thessaloniki. Look out over the rooftops toward the sea; on a clear day, the peaks of Mount Olympus are visible on the horizon.
Standing at the northeastern corner of the city walls, the Trigonion (or Chain) Tower is a masterpiece of late 15th-century military architecture. Built by the Ottomans to reinforce the existing Byzantine fortifications, it served as a primary defensive bastion against naval and land attacks. Its circular shape and thick walls were designed to withstand the artillery of the era. This spot marks the transition between the residential neighborhood and the fortress heights. It is the most popular viewpoint in the city, especially as the sun begins to dip below the horizon, casting a golden glow over the old city walls.
Just outside the eastern walls lies one of Thessaloniki's most enigmatic sites. Built in 1904, these gardens are filled with stone structures that look like something out of a dream—or a Gaudi masterpiece. With their organic shapes and mysterious symbols, the gardens have long been the subject of local legends involving secret societies and mystical energies. While much of the original park was destroyed, the remaining ruins offer a hauntingly beautiful place to wander. It is a sharp contrast to the rigid military lines of the nearby fortress, providing a touch of early 20th-century romanticism and mystery to your walk.
Descending slightly back into the greenery of the lower Ano Poli, you find the Church of Saint Nicholas Orphanos. This 14th-century gem is known for having some of the most well-preserved and detailed Byzantine frescoes in Greece. The interior is a riot of color, depicting scenes from the life of Saint Nicholas and the liturgical calendar. The 'Orphan' in its name likely refers to a founder from the Orphanos family or the church’s role in caring for orphans. Its secluded garden, filled with trees and flowers, makes it feel like a secret sanctuary far removed from the modern city below.
Your journey concludes at the highest point of the city: the Heptapyrgion, or 'Fortress of the Seven Towers.' While its name suggests seven towers, it actually features ten. Originally a Byzantine citadel, it was later converted by the Ottomans into a fortress and, eventually, into a notorious prison that operated until 1989. The history here is heavy; it was a place of exile and suffering for many political prisoners throughout the 20th century. Today, you can explore the courtyards and walk along the ramparts, reflecting on the layers of military and social history that have shaped Thessaloniki from this commanding height.
Download Zigway to experience "The Byzantine Fortress Heights of Ano Poli" with AI-powered audio narration. Walk at your own pace while stories unfold around you.
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