Pastor Paul Tautages thinks we should (and I agree). He gives 3 Benefits to Thinking about Hell:
Thinking about the terrors of hell causes us to fly to Christ. Arthur Dent’s fictional pastor Theologus encourages those who grieve over their sin “to believe that ‘Christ is for you,’ and that they must ‘apply Christ, and all the promises of the gospel’ to themselves, ‘for we have not other remedy or refuge but only his merits and righteousness—he is our city of refuge, whither we must fly, and where we must take sanctuary—he is the balm of Gilead, whereby our souls are cured.’”
Thinking about the terrors of hell guards our hearts from a false sense of security. How many professing Christians lack a burning desire to turn away from their sin because of a false security regarding their salvation? “In seeking to motivate us to fear God more than men and to awaken ‘drowsy consciences,’ Love focuses on the power of God to subject men to eternal torment, which ought to ‘work an awful fear of God’ in our hearts. Hearing of such torments should ‘startle’ our consciences out of a false sense of security, strip away ungrounded hopes of glory, and drive us away from wallowing in sin.” By seeking to give preaching on hell a bad name the devil “seeks to ‘nuzzle men in security in their sins’….Satan will do all that he can to keep the thoughts of hell from men so that they go on in their sins with ‘no fear of death, and judgment to come.’”
Thinking about the terrors of hell motivates us to continually turn away from our sins. Christopher Love argued that this was one reason God does not tell us in His Word the exact physical location of hell: “That God has chosen not to give us the exact location may be to ‘prevent Curiosity’ and unrest in our hearts, to keep us from fearing hell more than the sin that leads us to it.” In another place, “Love testifies that hearing a sermon on hell is good if it causes you to tremble and keeps you from feeling hell itself and turns you from the sins that lead you there.”
Brothers and sisters, it is a good for us to think about hell. Thinking about hell not only is biblical counsel that will aid our sanctification, but it also motivates us to hold out Christ to our lost friends and relatives as the one and only Savior. “Therefore, knowing the fear of the Lord [and the terrors of hell], we persuade men” (2 Cor 5:11).
By the way, Paul also encourages us to think often about heaven as well.