Rossio Square, officially known as Praça de Dom Pedro IV, stands as the beating heart of Lisbon, a magnificent stage where centuries of Portuguese history have unfolded. This iconic square has witnessed royal proclamations, political revolutions, public executions, and countless everyday moments that define the soul of the Portuguese capital. It’s also where I first stayed in Lisbon and holds a special place in my own heart because of it.
A walk around Rossio and its surrounding historic landmarks takes you on an intimate journey through time – from medieval fortresses to Belle Époque cafés, neoclassical theaters, and even a historic geographical society.
This carefully curated walking tour will guide you through approximately 3-4 hours of discovery (depending on how long you choose to linger) and covers roughly 3-4 kilometers of Lisbon’s most historically significant areas. The route is designed to be leisurely and allow you time to absorb the rich history, enjoy traditional Portuguese cuisine, and experience the timeless atmosphere that makes Rossio one of Lisbon’s most storied places.
Note: We decided not to include addresses in this article. Use Google or Apple Maps to help navigate your way. Also, to be able to do this entire tour, you will need to go between Wednesday-Friday to catch everything open!
1. Starting Point – Rossio Square (Praça de Dom Pedro IV)
Begin your historic journey at the center of Rossio Square itself standing beneath the towering column of Dom Pedro IV. This grand square, paved with distinctive black and white limestone in wave-like patterns, has served as Lisbon’s main square since medieval times. The beautiful calçada portuguesa beneath your feet creates an optical illusion of movement. It represents the waves of the sea that brought Portuguese explorers to distant lands.
The square measures approximately 180 meters by 35 meters and has been the site of countless historical events. During the Inquisition, it hosted public executions and auto-da-fé ceremonies. Ponder that for a moment as you contrast it with the peace of today.
Later, it became the stage for political rallies, celebrations, and the daily commerce that defined Lisbon life. The central column, erected in 1870, honors Dom Pedro IV, who was also Emperor Pedro I of Brazil. This symbolizes the deep connections between Portugal and its former colonies.
Take a moment to observe the surrounding architecture. The north side features the magnificent Dona Maria II National Theater, while the south opens toward the Tagus River and the Lower Town (Baixa). The distinctive yellow buildings with their white trim represent the architectural reconstruction following the devastating 1755 earthquake that destroyed much of medieval Lisbon.
Just a brief 2-minute walk brings us to one of Rossio’s oldest and most atmospheric cafés.
2. Café Nicola
Café Nicola (Praça Dom Pedro IV 24), which opened in 1787, has plenty of literary and political lore. It was a haunt of Ricardo Reis, one of Fernando Pessoa’s heteronyms, and a meeting point for revolutionary intellectuals in the 19th century. Its mint‑green woodwork, gilded mirrors, and vaulted ceiling have witnessed the rise and fall of empires—and remain almost unchanged. Order a bica (strong espresso) here and imagine the secret deals and poetry readings once conducted at your table.
From there, we walk three minutes to a more modest—but no less iconic—establishment.

3. A Ginjinha
“A Ginjinha” (or “Ginjinha Sem Rival”) is the quintessential one-step bar built around a centuries-old cherry‑liquor tradition. Since 1840, locals have lined up to sip ginjinha, a sweet sour cherry liqueur. It is traditionally served in small chocolate-spoon-rimmed glasses. The mismatched stools, tin roof, and handwritten menu recall an old‑world authenticity. The patient servers make this a quick yet memorable stop before we head to the next venue just a two-minute walk away.
4. Teatro Nacional Dona Maria II
Teatro Nacional Dona Maria II crowns the northern side of Rossio with neoclassical grandeur. Built in 1842 on the site of the Royal Custom House, the theatre is fronted by a Doric portico and adorned with statues of the Muses. Inside, a lush horseshoe‑shaped auditorium hosts Portugal’s national drama ensemble. The theatre’s namesake, Queen Maria II, reigned during a turbulent constitutional era and championed the arts. Successive renovations restored war‑damaged frescos and special Art Nouveau touches. This has preserved the interesting blend of 19th and early 20th‑century aesthetics.
Since the mid‑1800s, performers have taken the stage for premieres of major plays, orchestral concerts, and political declarations, which makes the Teatro Nacional a civic symbol as much as a cultural one. The Teatro experienced a devastating fire in 1964 but was later completely restored by 1978.
Note: As of this writing, it is still being refurbished, so you can only take a look from the outside.
Now, let’s walk two minutes to our next stop, Palácio da Independência.

5. Palácio da Independência
Directly behind the Teatro Nacional Dona Maria II stands Palácio da Independência. Built in 1870 as the headquarters of the Portuguese Supreme Court, its façade combines neoclassical symmetry and Second Empire flair, crowned by allegorical statues of Justice. Located on the same site as the former Convent of Nossa Senhora da Conceição, parts of which date back to the 16th century, the palace has had many a legal debate that shaped constitutional law within its walls – from the First Portuguese Republic to the Estado Novo dictatorship and into today’s democratic era.
Now, the inside of the building is a bit run down and the area to explore is small, but the part that this palace has played in history is undeniable.
The palace is open from 10:00 AM-6:00 PM from Monday-Friday.
From here, it’s a 4-minute walk to one of Lisbon’s most historic hotels.
6. Hotel Mundial
Heading southeast toward Martim Moniz, we reach the Hotel Mundial, which opened in 1958 and became Lisbon’s tallest building at the time. Though modern in appearance, the hotel incorporates Moorish‑inspired arches and tiled decoration on its lower levels—an homage to Portugal’s Islamic heritage. The rooftop bar also offers one of the city’s best 360° views.
The hotel has hosted musicians, diplomats, and writers. It may not looks so fancy today compared to the wealth of boutique hotels constructed over the last 30 years, but it’s worth a peek in or a drink on the roof to appreciate its history.
Now, it’s a 5-minute walk to one of our most beautiful stops today.
7. Casa do Alentejo
Just a few blocks away is the hidden gem Casa do Alentejo, a palace‑turned‑cultural institution celebrating the traditions of Portugal’s Alentejo region. In 1930, Alentejo immigrants in Lisbon acquired a neglected early‑20th‑century mansion in the Moorish Revival style. Today, visitors cross into an opulent courtyard lined with horseshoe arches, intricate azulejos (tiles), carved woodwork, and a courtyard restaurant occasionally accompanied by fado. The upstairs halls host exhibitions, lectures, and regional wine tastings, which pays tribute to the rich land that gave this “Casa” its name. I once attended a birthday party here in the grand ballroom on the second floor and it truly felt like we had stepped back into a 19th century novel.
It’s worth having lunch or dinner here in the restaurant inside the Casa do Alentejo. The restaurant is open every day from 12:00 PM-4:00 PM and 7:00 PM-11:00 PM.
Walk just one minute down the road to the Geographic Society of Lisbon (Sociedade de Geografia de Lisboa)

8. Museum of the Geographical Society of Lisbon
A very short walk brings you to the Museum of the Geographical Society of Lisbon (Sociedade de Geografia de Lisboa), which was founded in 1875 and is closely linked to Portugal’s Age of Empire and its discoveries. The society was akin to the London or French geographic societies and served as a meeting point for explorers, colonists, and academics. You wouldn’t know that this place is anything is special from the outside, but, once you’re inside, you will find ornate wood-paneled halls, framed maps, antique globes, and explorers’ journals – along with a classic library. A small exhibition illustrates Portugal’s role in mapping Angola, Mozambique, Timor, and Brazil.
Though Portugal’s empire has faded, the Society maintains archives, lectures, and student outreach.
The museum is open from 9:30 AM-5:00 PM from Monday-Friday.
Walk one minute behind the Geographic Society of Lisbon and you can see the Coliseu dos Recreios.

9. Coliseu dos Recreios
Literally around the corner stands the Coliseu dos Recreios, inaugurated in 1890 as Lisbon’s premier indoor arena. Designed by architect José Luís Monteiro, who also created Rossio Station (our next stop), the Coliseu combines iron‑frame engineering with Neoclassical façades. Over its 130‑year life, it has hosted bullfights, boxing matches, operas, circuses, and rock concerts. Notable artists from Maria Callas to the Rolling Stones have appeared on its stage.
Its democratic atmosphere with cheap bleacher tickets available along with VIP balconies demonstrates Lisbon’s ability to host both high culture and popular spectacle under the same roof.
Walk five minutes back towards where we started today and you will reach one of the most impressive buildings of our tour today – Rossio Station.
10. Rossio Station
And now for Lisbon’s most gorgeous train station! Rossio Station was built between 1886 and 1890 and represents the height of Portuguese Romantic architecture.
The station’s neo-Manueline façade, inspired by Portugal’s 16th-century architectural style, creates a dramatic contrast with the Pombaline architecture surrounding Rossio Square. The elaborate stonework, which features maritime motifs, twisted columns, and ornate portals, celebrates Portugal’s Age of Discovery and maritime history.
Designed by architect José Luís Monteiro, the station demonstrates how late 19th-century Portuguese architects drew inspiration from their nation’s golden age while incorporating modern engineering for railway transport. The building’s twin horseshoe arches create a Moorish influence that acknowledges Portugal’s complex cultural heritage.
Inside, the station maintains its period character while also being a modern train station. Its most popular route is the connection to Sintra, one of Portugal’s most romantic and historically significant towns. The 40-minute train journey to Sintra passes through landscapes that have inspired poets, artists, and royalty for centuries. Be ready to get your seat because this is VERY popular with tourists and fills up fast.
One of our biggest walks today will be the 15-minute up a few sets of stairs to a beautiful view and a café break (we promise you, the view is worth it!).

11. Café da Garagem
We are now going to go up a steep hill and some big sets of stairs, but we promise you it’s going to be worth it. Here, hidden in a former garage, is Café da Garagem (Costa do Castelo 75), a bohemian rooftop retreat and cultural club. Housed in a concrete‑walled space with scrap‑metal décor, Café da Garagem hosts alternative music, film screenings, poetry readings, and art exhibitions. A shimmering view of the castle and city below makes it a favorite among locals (and now tourists as well, as there is often a line outside waiting for a seat). You will need to go downstairs past the theater’s reception to reach the café and that beautiful view. If there is a line, it will start outside, but if there is no line, head straight downstairs to enjoy. We recommend the chocolate cake!
The museum is open from 10:30 AM-9:00 PM from Wednesday-Sunday.
Note: this is not the best place for a sunset view.
Now that you’ve had a nice little break, it’s time for the ultimate view from Lisbon’s highest hill, a 10‑minute uphill climb to Sao Jorge Castle.
12. São Jorge Castle
São Jorge Castle, set majestically on Lisbon’s highest hill, offers perhaps the most spectacular panoramic views of the city and the Tagus River. This ancient fortress has served as a royal palace, military barracks, and now as a museum and viewpoint that attracts over one million visitors annually.
The castle’s history stretches back over 1,000 years. Archaeological evidence suggests a fortified settlement existed here during the Iron Age, around the 6th century BC. The Moors expanded and reinforced the fortifications in the 11th century, which created much of the basic structure visible today. When Portuguese forces, led by King Afonso Henriques, conquered Lisbon in 1147 during the Second Crusade, the castle became the royal residence and remained so until the 16th century.
The castle grounds cover approximately 6,000 square meters and include eleven towers, defensive walls, and the ruins of the former royal palace. The most impressive section is the citadel (alcáçova), where the royal family lived during the medieval period. The Tower of Ulysses houses a camera obscura that provides a unique 360-degree view of the city through a system of lenses and mirrors.
Walking along the castle walls offers multiple perspectives of Lisbon’s geography and urban development. To the south, the Tagus River spreads wide toward the Atlantic and showcases the natural harbor that made Lisbon a crucial port for centuries. To the north and west, the seven hills of Lisbon create a dramatic cityscape of red-tiled roofs, church spires, and modern buildings.
The castle’s peacocks, descendants of birds kept here since the mid-20th century, add an unexpected touch of exotic beauty to the medieval setting. These magnificent birds roam freely throughout the grounds.

Pro Tip: Skip the Line Before making this climb, purchase your São Jorge Castle tickets online. This simple step will save you significant time, as the castle is one of Lisbon’s most popular attractions and the line for tickets can take over an hour, especially during peak tourist seasons.
The castle is open every day from 9:00 AM-9:00 PM.
Conclusion
We hope you enjoyed this historic walk through Lisbon’s cafés, train stations, castles, palaces, and theaters, all within a relatively small area!
The walk’s total distance of approximately 3-4 kilometers and 3-4 hours of exploration provides an intimate understanding of how different historical periods layer upon each other in this remarkable city. Each landmark tells part of Lisbon’s story, but together they create a comprehensive portrait of a city that has experienced triumph, disaster, conquest, and revolution.
As you complete this walk at the top of São Jorge Castle, you’ll have experienced the full spectrum of Lisbon’s historical development.