Tallinn, Estonia - Europes best kept secret

Overview

Welcome to Tallinn, the charming capital of Estonia, where the Christmas spirit fills the air and medieval streets come alive with festive cheer. Picture yourself wandering through the UNESCO-listed Old Town, where cobblestone streets, historic buildings, and twinkling lights create a magical backdrop for your winter escape.

Over the next five days, you’ll dive into the cozy heart of Tallinn, from strolling through the famous Christmas markets in Raekoja Plats to enjoying hearty, traditional Estonian meals in local restaurants. The aroma of mulled wine fills the air as you wander through snow-dusted streets, discovering hidden gems in the city's narrow alleyways.

Whether you’re after those warm, holiday vibes, a true European Christmas market experience, or just a peaceful winter getaway, this guide will help you find the best of Tallinn. With tips on the top spots for festive shopping and must-try Estonian winter dishes, you'll see why Tallinn is the place to be this Christmas season.

A brief history of Tallinn

Tallinn, the capital of Estonia, boasts a fascinating history that spans over 800 years. Founded in 1248, Tallinn rose to prominence as a key trading hub in the powerful Hanseatic League, a medieval merchant alliance. Its strategic location on the Baltic Sea made it highly coveted, leading to centuries of foreign rule by Denmark, Sweden, the German Teutonic Order, and Russia.

Today, visitors can explore Tallinn’s well-preserved Old Town, a UNESCO World Heritage Site. The city's medieval walls, towers, and cobblestone streets are a testament to its storied past. After centuries of foreign dominance, Estonia gained independence in 1918, briefly lost it during World War II, and regained its freedom in 1991.

Modern Tallinn seamlessly blends its medieval heritage with a vibrant, forward-thinking atmosphere, making it one of Europe’s most dynamic cities. Whether you're drawn to its historic landmarks or its innovative spirit, Tallinn offers a unique blend of old and new, with deep historical roots and a bright future.

What to experience in Tallinn during the festive season

Tallinn Christmas Market – Step into a winter wonderland at the magical Christmas market in Raekoja Plats (Town Hall Square). With twinkling lights, cozy stalls, and the smell of gingerbread and mulled wine (locally known as ‘Glögi’) in the air, it’s impossible not to feel festive! Take the time to browse traditional crafts, warm up with delicious local treats, and soak in the holiday spirit.

Old Town Walking Tour – While we didn’t have time for a walking tour this trip, we highly recommend booking one if you can! Strolling through Tallinn's UNESCO-listed Old Town feels like stepping back in time. Imagine wandering the narrow cobblestone streets, admiring the medieval architecture, and discovering hidden alleyways, all lightly dusted with snow - it’s a fairytale come to life.

Walk the Old Town Walls – For a glimpse into Tallinn’s fascinating history, exploring the old town walls is a must. Climb the medieval towers, wander the underground bastion tunnels, and imagine the centuries of history that unfolded here. Plus, you’ll be rewarded with breathtaking views over the Old Town and the port of Tallinn - totally worth it!

Visit Authentic Restaurants – One of the best ways to experience Tallinn is through its food. Cozy up in a local restaurant and dive into hearty Estonian dishes like black bread, sauerkraut, and even elk stew. It’s a true taste of the region’s history and culture - comfort food at its finest!

Visit the Estonian Open Air Museum – For a charming step back in time, visit the Estonian Open Air Museum. It’s a living snapshot of rural Estonian life, with traditional farmhouses decked out for Christmas. You can even take a sleigh ride and enjoy festive activities - a perfect holiday escape.

Handicraft Shopping – Tallinn is a treasure trove of locally-made handicrafts. Stroll through the markets and shops for beautiful woolen scarves, handcrafted wooden toys, and unique artisan souvenirs. It’s the perfect way to bring a little piece of Estonia home with you.

Skating on Harju Street Ice Rink – For a magical winter moment, lace up your skates and glide under the festive lights at the Harju Street Ice Rink. With the stunning backdrop of Toompea Castle and the Old Town’s medieval walls, it’s like skating in a postcard! We were so happy to have heavy snowfall while we skated, which really added to the whole winter ambience perfectly.

Visit the Maritime Museum – Dive into Estonia’s rich seafaring history at the Tallinn Maritime Museum. From fascinating exhibits on maritime exploration and shipbuilding to naval defense, this museum—set in cool spots like the Seaplane Harbour and Fat Margaret Tower - brings Estonia’s nautical past to life in a way that’s both fun and educational.

Where to stay

When visiting Tallinn, staying in the heart of the city provides easy access to its charming medieval streets and vibrant cultural scene. For a memorable experience, we recommend booking a stay at Nunne Boutique Hotel, a stylish and comfortable option that offers a cozy atmosphere right in the Old Town. While the hotel provides excellent accommodation, we'd suggest exploring the many delightful breakfast spots and cafés scattered throughout the Old and New Town.

Where to Eat

When visiting Tallinn, Estonia, you’ll find a vibrant food and coffee scene that’s full of unique spots to explore. Coffee lovers should check out RØST, known for its freshly baked pastries and artisan coffee, or visit Red Brick, a local coffee roastery offering some of the city’s finest brews. DOT provides a sleek, modern café experience, while Varav is a hidden gem— a small, cozy coffee shop perfect for those who prefer a more intimate vibe. For unforgettable dining, Rataskaevu 16 Restaurant and RADO are top choices, serving up creative takes on authentic Estonian cuisine. If you’re after a truly unique experience, Olde Hansa immerses you in a medieval dining adventure, while FARM offers a modern twist on traditional Estonian flavors. For Thai food lovers, NOK NOK brings bold, exotic flavors to the heart of Tallinn. Don’t forget to indulge your sweet tooth at Karu Talu Šokolaad, a vegan chocolate biscuit shop famous for its massive, head-sized biscuits. Whether you're seeking great coffee or an exceptional meal, Tallinn’s food scene is not to be missed.

Conclusion

Tallinn is a city that will capture your heart no matter the season. Whether you’re exploring its medieval charm under a blanket of snow in the winter, or wandering its cobblestone streets during the long, sun-filled days in the summer, this city offers something special year-round. From the warm, cozy cafes and rich history to the vibrant local culture and food scene, there’s an authenticity here that makes you feel connected to both its past and its people.

Tallinn isn’t just a destination—it’s an experience that stays with you. So, whenever you decide to go, you’ll be welcomed by this beautiful city’s warmth, charm, and rich history. Trust us, it’s a trip you won’t forget!

 
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