Once we have set up a time to go to our Lord through our Lady, if you're having difficulty praying the Rosary, then ask the Lord to give you His Spirit, which is something that He cannot refuse to you, to give you the grace of prayer in unity with Him.
In order to meditate the mysteries, looking at the images that comes in most pamphlets of the Rosary can help. You can imagine that you are there, at that moment and talking to our Lady about it. Also, a little phrase in the middle of each Hail Mary indicating the life of Jesus in relation with the mystery that is being prayed at that moment, can help as well. I will tell you those phrases in the following posts. This helps me a lot in order to concentrate, but remember that above these little tips, this relies in your will.
John 3:27; John 15:5; Matthew 19:26