Portugal – Historic Centre of Guimarães

Monsaraz

Nestled against the Portuguese-Spanish border, Monsaraz is a charming hilltop village that retains a quaint medieval atmosphere. You’ll find whitewashed houses that were built between the 16th and 17th century, while miles of beautiful countryside with rolling hillsides, olive groves and the river Guadiana awaits further exploration. Like an open-air museum, its ancient archways and stunning views over the Alentejo plains and Alqueva reservoir offers a tranquil escape from the big city bustle. Explore the walled village and discover the castle, shops and art galleries that dot the area, then visit a local restaurant to sample Alentejan cuisine and wines.

Sintra

A fairytale city with a rich history, Sintra is a popular day trip from Lisbon. You’ll find a picturesque landscape nestled on the foothills of the Sintra mountains, where steep cliffs drop down to the Atlantic Ocean. You’ll find an array of castles and palaces to explore, including the grand Pena National Palace and its colorful architecture and unique blend of Neo-Gothic, Neo-Renaissance and Neo-Islamic styles.

Source: 11 Most Beautiful Small Towns in Portugal