Tallinn, a medieval city on the Baltic Sea, is fascinating with its well-preserved Gothic architecture, cobblestone streets and rich historical atmosphere. It is not only the political and cultural center of Estonia, but also a living history museum. Walking in the narrow alleys of the old town, it feels like being in a major European trade center centuries ago. The towering church spires, mottled city walls, and wooden window frames of old shops all reveal a rich cultural heritage.
For travelers who love to explore the culture of ancient cities, accommodation should not only be a resting point during the journey, but also a window to deeply understand the soul of a city. Choosing an old hotel with a sense of age to stay in can not only enjoy a comfortable experience that combines modern and classical styles, but also an immersive time travel.
From wooden beam ceilings to stone cellars, from vintage furniture to historical document displays, every detail may tell a story about this city. This kind of accommodation allows people to live in history and feel the unique urban rhythm and spiritual temperament of Tallinn.
1. The Three Sisters Hotel: The Legend of the Three Sisters
Hotel History and Overview
The Three Sisters Hotel is one of Tallinn’s most prestigious boutique heritage hotels, located in three Hanseatic-style merchant houses built in the 14th century. The hotel is named “Three Sisters” because these three side-by-side buildings originally belonged to three sisters from the same merchant family. When it was converted into a hotel in 2003, the original wooden beams, ancient walls and cellar structures were retained, while modern comfort facilities were added, showing Tallinn’s example of combining history with the contemporary.
The hotel has 23 rooms and suites with different styles, each with unique historical elements, some even have secret doors, original murals or ancient wells.

Location and transportation conditions
Located on the north side of Tallinn Old Town, it is only a 10-minute walk from Tallinn Port and about 400 meters from Town Hall Square. It is extremely convenient to visit Castle Hill, Old Town attractions on foot, or take public transportation to Kadriorg Park.
Cost
The price of a standard double room ranges from 200 to 350 euros depending on the season. The price is higher in the peak season (June to September). It is recommended to book in advance to get a better price.
Surrounding attractions
Tallinn Town Hall, St. Olaf Church, Estonian History Museum, Port Night Market
Booking platform
It is recommended to use Booking.com, Expedia and Tablet Hotels to book this hotel. The above platforms all provide detailed room types, real guest reviews and optional additional services.
Suitable for people
Especially recommended for couples, history and culture enthusiasts and honeymooners. The hotel is quiet and elegant, with a very romantic atmosphere, suitable for spending in-depth travel time here.
2. Hotel Telegraaf: Time Travel in the Post Office Building
Hotel History and Overview
Formerly the Estonian National Telegraph Office Building built in 1893, Hotel Telegraaf transformed the former public telecommunications space into a luxurious five-star hotel. The architectural style is Art Nouveau, with a decorative art gallery and historical furnishings inside, and the old town skyline can be seen through the glass skylight.
The hotel has 83 rooms, equipped with a spa, swimming pool and the famous Tchaikovsky restaurant, and is considered to be the most modern historical hotel representative in Tallinn.
Location and Transportation Conditions
Located in the heart of the old town, only 200 meters away from the Town Hall Square, there are abundant businesses and restaurants around. You can take tram No. 4 from the airport to the vicinity of the hotel, and the transportation is extremely convenient.
Expenses
Rates range from 180 to 400 euros, including breakfast. High-end suites can reach more than 500 euros, and there are often long-term discounts.
Nearby attractions
Town Hall Square, City Wall Tower, Holy Spirit Church, Rataskaeu Observatory
Booking Platform
It is recommended to book through Agoda, Hotels.com or Booking.com, which often have seasonal discounts and free cancellation policies.
Suitable for people
Business travelers, high-end tourists and family travelers with high requirements for facilities are frequent guests of this hotel, and it is also suitable for private weddings or conferences.
3. Schlössle Hotel: The legacy of medieval nobility
Hotel history and overview

Schlössle Hotel is located in two noble mansions from the 13th and 14th centuries. Its heavy stone walls, ancient fireplaces and wooden beams are still well preserved. It is one of the most “medieval-style” high-end accommodations in the old town of Tallinn. The hotel belongs to Small Luxury Hotels of the World, providing personal butler service and extremely high privacy protection.
There are only 23 rooms in the hotel, which are low-key but very exquisite. From furniture to bedding, they are all hand-made and customized, reflecting the aristocratic temperament everywhere.
Location and transportation conditions
The hotel is located in a quiet alley in the old town, 300 meters from Tallinn Town Hall Square and about 15 minutes’ walk from Tallinn Railway Station. Because it is located in an alley, it is recommended to use the hotel shuttle service after arrival.
Cost
Starting from 250 euros per night in the off-season, the price in the peak season is about 350 to 450 euros. Breakfast and welcome champagne are often included, and free SPA experience is available for booking a superior suite.
Surrounding attractions
Cathedral of Our Lady (Toomkirik), Danish King’s Garden, Spire Art Gallery, North Gate of the Old City Wall
Booking platform
It is recommended to use the Booking.com platform for booking to get additional benefits.
Suitable for people
It is very suitable for couples celebrating anniversaries, high-end travel enthusiasts and cultural travelers who want to experience the authentic medieval atmosphere of Tallinn.
4. Hotel St. Petersbourg: The first hotel in the old town
Hotel history and overview
Built in a merchant’s house in the Middle Ages, it was officially converted into the first registered hotel in Tallinn in the 19th century. Hotel St. Petersbourg is based on the classical Russian palace style, combined with modern design, and equipped with a historical retrospective exhibition hall, allowing guests to experience the “history of change” of the hotel itself.
The hotel has 27 rooms, each with a different design and Estonian handicraft decoration details.
Location and transportation conditions
Located on the west side of the Town Hall Square, only 100 meters away, it is one of the best bases for exploring the old town. The hotel provides free parking services, suitable for self-driving travelers.
Cost
The price range is from 160 to 300 euros, and booking a suite usually includes a dinner for two or a SPA experience.
Surrounding attractions
Town Hall, Rakoy Square Tavern Street, medieval-style restaurant Olde Hansa, observation deck Kohtuotsa
Booking platform
It is recommended to use Expedia or Booking.com to get more guest reviews and booking options.
Suitable for people
Suitable for tourists who are visiting Tallinn for the first time, travelers who want to experience local culture and food, and mid-to-high-end free travel enthusiasts.
5. Meriton Old Town Garden Hotel: A fusion of history and nature
Hotel history and overview

This hotel was built in the 14th century and is an old building connecting two main streets. Although Meriton Old Town Garden Hotel is not as luxurious as the previous three, it is better in layout and garden design, combining stone-walled houses with green plants to provide travelers with a unique and warm medieval accommodation experience.
The hotel has 50 rooms, a mini museum, a small wine cellar restaurant and a rooftop viewing point.
Location and transportation conditions
Located on Pikk Street, the main artery in the center of the old town, close to the town hall and the city wall, it has an excellent geographical location. Take the tram from Tallinn Airport to Virukeskus Station, which is only a 5-minute walk away.
Cost
The price of a standard double room is between 80 and 150 euros, which is suitable for budget tourists. Some room types are equipped with kitchen facilities and are suitable for long-term stay.
Surrounding attractions
Medieval defense tower, Katerin Monastery, Market Square, Old Town Restaurant Corridor
Booking platform
It is recommended to use Booking.com, Airbnb (some room types can be booked) and Trip.com for booking. Some platforms offer long-term discounts.
Suitable for people
Suitable for backpackers, couples and family travelers, and also very suitable for tourists who love history and pay attention to cost-effectiveness.
Tallinn is unforgettable not only because of its well-preserved old town districts, but also because of the stories that live in the blood of the city. Choosing to stay in these hotels with hundreds of years of history is not just a stay, but more like a cultural experience across centuries.
Whether you are a backpacker with a limited budget, a couple who desires to enjoy the ultimate romance, or a literary youth fascinated by medieval culture, Tallinn’s ancient hotels can find the right place for you. And booking through platforms such as Booking.com, Expedia, Agoda, etc., you can also easily get high-quality services and more exclusive offers.
May your trip to Tallinn start a time adventure that belongs to you from the moment you live in history.