Tallinn’s Medieval Old Town Is One of Europe’s Best-preserved — and Its Cobblestone Streets Feel Like a Fairytale
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One of the best things to do in Tallinn is to step into a real-life fairy tale by exploring its UNESCO-listed Old Town, one of the best-preserved medieval city centers in Europe. With its cobblestone streets, Gothic churches, and centuries-old merchant houses, Tallinn attracts over 4 million visitors annually.
Stand in the heart of Town Hall Square, surrounded by colorful Hanseatic-era buildings, or wander down Katariina Käik, a medieval alleyway lined with artisan workshops. Climb Toompea Hill to see Toompea Castle before enjoying a panoramic view of the city from the TV Tower.
To curate this list of 12 must-visit attractions, we analyzed historical significance, traveler reviews, expert insights, and local recommendations.
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Highlights at a Glance
Explore Toompea Castle

Toompea Castle is one of the most historic tourist attractions in Tallinn. Located on Toompea Hill in central Tallinn, this dramatic structure has a rich history dating back to the 13th and 14th centuries. The castle we see today was built on the foundations of a medieval fortress.
The castle’s Gothic, Baroque, and Renaissance architectural styles beautifully reflect the city’s history. It features a bright pink facade, tall towers, grand halls, and vibrant orange roofs. The castle also has the Governor’s Garden, with lush gardens and scenic walking trails.
Interestingly, Toompea Castle now houses the Estonian parliament. You can explore the castle on a free guided tour, which operates Monday through Thursday between 10:00 and 15:00 and Fridays from 10:00 to 13:00.
Read also: Historic European Castles
Visit Tallinn Town Hall

Visiting Tallinn Town Hall is one of the most popular things to do in Tallinn. Constructed in 1322, this medieval structure is considered Northern Europe’s oldest surviving town hall. It has a stunning Gothic architectural style with a tilted roof, a 200-foot (64-meter) stone tower, archways, and small windows.
The town hall is decorated with vibrant tapestries, paintings, and grand fixtures and fittings, including chandeliers. In the summer, the town hall is open daily from 11:00 to 18:00 for visitors to explore. Tickets cost €7 ($7.30) for adults and €5 ($5.22) for children.
Once inside, you can admire the building’s beautiful interior and climb the 115 steps to the top of the tower for impressive city views.
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Walk Katariina Käik

Katariina Käik, also known as St. Catherine’s Passage, is one of Tallinn’s most beautiful tourist attractions. This charming cobblestone street is believed to date back to the 14th century, making it several centuries old. It winds its way from Vene Street to Müürivahe Street.
As you can likely imagine, Katariina Käik is an excellent place to step back in time. Walking along the street, you’ll get a sense of what life was once like in the Estonian capital. You’ll pass a quaint row of handicraft workshops along the alley.
Here, you can watch local artisans make hats, glassware, ceramics, textiles, and more. Don’t forget to photograph the 700+-year-old St. Catherine’s Church either.
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Go On a Food Tour

One of the best things food enthusiasts can do in Tallinn is go on a food tour. Estonian cuisine is substantially based on meat, fish, and potatoes. However, it is also influenced by various cuisines and traditions from nearby countries, including Finland, Sweden, and Germany.
Many restaurants offer Estonian cuisine in Tallinn, but a food tour is a fun way to experience the nation’s food. You can try a great range of dishes and learn from a local food expert. This Estonian food, drink, and history tour is a top choice.
You’ll sample three to four local snacks and beverages in a selection of historical cafes and restaurants. Food tastings are seasonal, but you can expect to be served rye bread, berry chips, and homemade Schnapps.
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Admire the Views From the TV Tower

For the best views in Tallinn, head to the TV Tower. This 1,030-foot (314-meter) tall communications tower is home to Northern Europe’s highest open viewing platform. The tower’s 360-degree observation deck is located at 574 feet (175 meters) on the 21st floor.
From the observation deck, travelers are treated to magnificent city and landscape views. The viewing platform has telescopes you can use for even better views. If you’re brave enough, you can even stand on the tower’s edge in the Edgewalk experience.
Tickets for the observation deck cost €16 ($16.60) for adults and €11 ($11.40) for children. It might also be worth noting that Tallinn TV Tower has a family-friendly cafe-restaurant serving classic Vastlakukkel.
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Meet the Resident Animals at Tallinn Zoo

Tallinn Zoo is one of the best family attractions in Tallinn. Founded in 1939, this is the only zoo in Estonia, so you can expect great things. Located in western Tallinn, this exciting zoo houses over 10,000 animals from an impressive 350+ species.
The zoo also hosts a variety of exciting exhibits, including the Southeast Asian Rainforest exhibit that transports visitors into a realistic tropical rainforest. Tallinn Zoo offers guided tours, but we recommend exploring on your own.
That way, you can guarantee you’ll see your favorite animals. Make sure you meet the African savannah elephants, polar bears, and Amur tigers.
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Opening times vary, so check the official website for more information. A family ticket costs €21 ($21.70).
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Stroll Through Kadriorg Park

Kadriorg Park is one of the nicest places to walk in Tallinn. Located a 30-minute walk from the city center, this picturesque park spans 170 acres (70 hectares). Therefore, you won’t struggle to find somewhere to escape the crowds and enjoy some fresh air.
Kadriorg Park features beautifully landscaped gardens, lush lawns, and well-maintained walking paths. Interestingly, it’s also home to several fascinating attractions, including the Office of the President of the Republic of Estonia and Kadriorg Palace. You could participate in this two-hour walking tour if you’d like to learn more about the park and its surroundings.
Alternatively, simply buy food, walk around the park, and find a tranquil spot to enjoy a picnic.
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Take Photographs of Alexander Nevsky Cathedral

Photographing Alexander Nevsky Cathedral is a must in Tallinn. Opened in 1900, this breathtaking Orthodox church was built when Estonia was part of the former Russian Empire. Its gorgeous design is best recognized for its onion-domed roof.
Interestingly, many people say the cathedral resembles the Kremlin in Moscow. The cathedral’s vibrant facade also features mosaics that depict various religious figures and biblical stories. To capture the best photograph of the cathedral, we recommend standing in the archway directly across from the building.
This archway will help you frame your photograph perfectly. It’s also possible to go inside the cathedral. Entrance is free, but donations are welcome. The cathedral is open daily from 8:00 until 18:00.
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Visit Freedom Square

Freedom Square is one of the most interesting places to explore in Tallinn. This lively square is worth visiting for several reasons. First, it’s one of the city’s most historic locations. Located next to the Old Town, this square is dedicated to the freedom of Estonia and all those who gave their lives for its independence.
Therefore, one of the major highlights of the square is the monument to the War of Independence. The square is also home to the vibrant St. John’s Church. Freedom Square regularly hosts events like live music and military parades.
The square is also an excellent place to people-watch, especially in the evening. You could sit in one of the square’s cafes or restaurants and watch the world go by for a while.
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Walk Through Viru Gate

Walking through Viru Gate is a rite of passage in the Estonian capital. This fairytale-esque gateway serves as the main entrance to Tallinn Old Town. It was built in the 14th century as part of the city’s defenses.
Today, it’s a popular photography spot and one of Tallinn’s most iconic sights. Viru Gate is best recognized for its two stone towers with orange roofs and curtain walls. Although several towers once stood there, only two remain.
Throughout the year, these towers are covered in ivy. The gate itself is magnificent, but the street leading up to it is also beautiful. The cobblestone street is lined with colorful and fragrant florist stalls, cafes, and restaurants.
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Explore the Lennusadam Maritime Museum

Exploring the Lennusadam Maritime Museum is one of the most exciting things to do in Tallinn. Often considered to be Estonia’s most popular museum, this harborfront museum is dedicated to Estonian maritime history. One of the best things about the museum is how it offers something for every traveler.
Adults can learn more about Estonian maritime history from expert guides, while children can have fun in the interactive exhibits and play areas. The Lennusadam Maritime Museum’s main highlight is the Lembit submarine, built in England in 1937.
The submarine can be found inside the Seaplane Harbour exhibition, which also contains a Short 184 seaplane and the wreck of the Maasilinn ship, Estonia’s oldest shipwreck. Tickets for the maritime museum cost €30 ($31.30) for adults and €15 ($15.60) for children.
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Go On a Day Trip to Helsinki, Finland

One of the most unique things to do in Tallinn involves leaving the city and heading to Finland for the day. Tallinn presents travelers with the unique opportunity of visiting two capital cities in one trip. This is because Helsinki, the capital of Finland, is only a two-hour ferry ride from Tallinn.
You can get to Helsinki from Tallinn on the Tallink Silja ferries. Return tickets cost approximately €42 ($43.80). As for travel times, ferries depart Tallinn as early as 7:30 and Helsinki as late as 22:30.
Therefore, you can plan a trip that leaves you with 10+ hours to explore Helsinki. Noteworthy attractions in Helsinki include Helsinki Cathedral, Suomenlinna, and the Old Market Hall.
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