5 Things to See in Tallinn’s Old Town

Estonia, Europe, Tallinn

The historic center of Tallinn – Vanalinn – was once a fully fortified area, today a UNESCO World Heritage Site.

Tallinn’s medieval village is known for its narrow cobbled streets and red pointed roofs. Here are the main attractions of this city where time seems to have stood still.

I had long dreamed of visiting Tallinn to see its characteristic Old Town. Despite the snow and cold, the city welcomed me like a warm embrace.

The people are friendly and easy to talk to. Even if they speak Estonian or Russian, you won’t have trouble communicating. English is widely spoken.

You’ll return from Tallinn with wonder in your eyes. Everything in the Old Town seems bathed in a magical atmosphere. Here are the top five attractions you shouldn’t miss.

1
RAEKOJA PLATS

Raekoja Plats is the main square of Tallinn’s Old Town. The square hosts lively markets throughout the year, but it truly shines at Christmas with festive decorations and a gigantic Christmas tree.

Did you know…
Legend has it that the world’s first decorated Christmas tree was placed in this square in 1441. However, Riga tells a very similar story…

Raekoja Plats is an intimate square surrounded by pastel-colored historic buildings. Among them, the Raeapteek, the Old Town Pharmacy from the 1400s, is worth noting.

Another highlight is the Town Hall. Built in 1404, this Gothic building allows visitors to climb the tower for a panoramic view during the warmer months.

Vana Toomas

On top of the Town Hall spire sits a curious weather vane. Vana Toomas – literally “Old Thomas” – is one of the protective symbols of Tallinn.

Many restaurants around Raekoja Plats feature waiters in costume and old-fashioned settings. Though touristy, the food quality is good.

In general, Tallinn is full of beautiful little places slightly off the beaten path, which I personally find much more rewarding. It’s up to you to choose!

2
ST. OLAF’S CHURCH

Oleviste Kirik, as Estonians call it, is a white church with a contrasting black spire. The church dates back to the 12th century, though additions were made in the 16th century.

St. Olaf’s was once the tallest building in the world. It remains the highest point in Tallinn and one of the best spots to admire the city from above.

During the war, the Soviets used the church’s spire to block Finnish radio transmissions.

3
TOOMPEA AND TALLINN CASTLE

Toompea is the hill of Tallinn’s Old Town. The name comes from the word “toom,” meaning cathedral. Indeed, the Tallinn Cathedral stands here.

You can reach Toompea via two main streets. Pikk Jalg – literally “long leg” – is the grander entrance. Lühike Jalg – or “short leg” – is a staircase starting in the historic center.

Though only 400 meters high, the hill offers beautiful views over the red rooftops and the sea.

Tallinn Castle can be visited through guided tours, including some underground passages.

Riigikogu Palace is now the seat of the Estonian Parliament. The fortress was transformed into a baroque palace by Empress Catherine the Great of Russia.

4
ALEXANDER NEVSKY CATHEDRAL

The Alexander Nevsky Cathedral is a Russian Orthodox church. Its onion-shaped domes are vibrantly decorated and striking.

The church dates back to the 1200s and stands opposite Toompea Castle, a symbol of the Soviet desire to Russify Tallinn.

This is still a very sacred place. Please be respectful, and remember that photography inside the church is not allowed.

5
ST. MARY’S CATHEDRAL

Dome Church is Tallinn’s oldest church, dating back to around 1219. In 1240, it was consecrated as the Cathedral of the Virgin Mary by Dominican friars. Later, in 1561, it became part of the Lutheran Church.

The cathedral features whitewashed walls and a Gothic style. The spire was added later, on top of the existing tower.

As with St. Olaf’s, you can also climb the tower here for a stunning view of the city.

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AND THEN?

If that’s not enough, why not get lost in the Old Town’s charming streets, wandering through alleys and historic buildings?

The historic center is small, and you’ll likely pass the same streets multiple times. Don’t miss the most iconic ones, though.

Pikk Tänav is the street where merchant guilds were located. Among them are the Great Guild, St. Olaf’s Guild, the House of the Blackheads, and the complex known as the Three Sisters.

Vene Street is famous for the Catherine Passage, a medieval alleyway covered with archways.

If you feel Tallinn still has more to offer… you’re absolutely right. Outside the Old Town, you’ll find a modern city hiding secrets from the Soviet era, post-modern architecture, stylish spots, and enchanting maritime vibes…