1. Explore abandoned Linnahall
This huge Soviet style building was completed in 1980 as a venue for the sailing events of the Moscow Olympics. The hall then became an entertainment complex and was finally closed in 2010. Despite recent plans for renovations, the area remains derelict, with grass growing through the concrete steps, graffiti on the walls and an a somewhat eerie feel- although these days it’s quite a popular tourist attraction.
2. View the old city from above
The old town of Tallinn (Vana Tallinn) has a magical fairy-tale feel to it, in part due to the well preserved town wall and castle on Toompea hill. To get the best view of the old town (and to get your bearings for further exploring) head up the tower of St. Olav’s Church or the town hall in Raekoja Plats. Both are 3€ entry and require climbing of over 100 narrow stone steps!
3. Visit the markets in Raekoja Plats
At the center of the old town you’ll find Raekoja Plats– the Town Square. As with many towns, the main square is the heart of the city. Here you’ll find regular weekend markets, plenty of restaurants, cafes and interesting museums.
Since 1441 the old Raekoja Plats has been home to a magical Christmas Market. It’s even been said that the Brotherhood of the Blackheads erected the world’s first Christmas Tree here, although others claim that neighboring Riga holds this title.
4. Wander through Toompea Hill
Positioned above the rest of the old town, Toompea (Cathedral) Hill boasts impressive views of the city, the old castle- which is now the Estonian Parliament building and the stunning Alexander Nevsky Cathedral.
5. Head to Telliskivi
If you want to see a different side of Tallinn then head out of the Old Town time-warp to Telliskivi, an inspiring “creative city for everything new”. Here you’ll find second-hand shops, homeware and arts stores, food and thrift markets and plenty of trendy cafes and bars. My favourite is F-Hoone.