Tallinn proves itself unique at every turn, so it’s no wonder that the historic city is actually home to one of Europe’s coolest trail races. The Tallinn City Trail Half Marathon, usually held in late May, is a half marathon over the city’s natural surfaces culminating with a sunset view of the bay from the limestone cliffs at Sugarhill. These trails are Tallinn’s best kept secrets — most of them don’t even show up on a conventional map. The route starts out at the Pirita Sports Center near the mouth of the Pirita River, encircles the Maarjamae neighborhood, then crosses over the river where it makes use of the Pirita Terviserada forest trails. These trails are great for hillwork, but have a nice even grade, so no need to worry much about tripping over sticks and stones — just enjoy the scenery and stride towards your next personal best. Some years, the race organizers hold an 8 km version and a night version of the City Trail.
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Essentials
- 21 km (13 miles)
- Pirita Sports Center
- Rummukõrtsi Bus Stop
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Tallinn, EE
7:10 pm,
Jun 12, 2026
16°C
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H: 16°
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Other Routes in Tallinn, Estonia
The run to Pirita, the neighborhood to the northeast of Tallinn, is notable for its great views of the Tallinn Bay from the 4 km (one-way) waterfront path.
A 4 km loop around beautiful Old Town Tallinn, with its cobblestone streets, Gothic spires, and rich architecture — one of the best preserved medieval cities in Europe.
At over 70 hectares, Kadrioru is one of the most prominent parks in Tallinn, with miles of paved sidewalks and easy access from downtown. Beautifully landscaped, with a special promenade to the president's palace. Our 6 km route starts downtown.
In 2011, this former railway embankment was converted into the 2.5 km Kultuurikilomeeter, a pedestrian and bike lane for commuting across the city. Numerous museums and other sites are along the way.
On the marshy west side of the Tallinn Bay, the Pelguranna Path is a paved and dirt 6 km one-way from Meeruse Sadam to Võrgukuuride kivi.
The Kakumae area is one of the safest and most runnable neighborhoods in Tallinn, with greenery, gardens, nice sidewalks and ritzy private housing. Create your own route or use our 7 km loop along the area's main streets.
Trail runners will delight in this 8 km loop in the Harku Forest, a network of paths through forests, marshes, and mires, just southwest of the city center.
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