Does praying the rosary brings you closer to God?

[Padre Pio]

If yes, then how?

 

[Mungo]

If yes, then how?

The rosary is basically a meditation on the life of Christ.

"the Roman Pontiffs have repeatedly exhorted the faithful to the frequent recitation of this biblically inspired prayer which is centred on contemplation of the salvific events of Christ's life, and their close association with the his Virgin Mother. The value and efficacy of this prayer have often been attested by saintly Bishops and those advanced in holiness of life"

The Rosary is essentially a contemplative prayer, which requires "tranquillity of rhythm or even a mental lingering which encourages the faithful to meditate on the mysteries of the Lord's life"
From the DIRECTORY ON POPULAR PIETY AND THE LITURGY

The part in quotes from the second quote comes from PAUL VI, Apostolic Exhortation Marialis Cultus, 62