Plain answer
Tell someone the route and expected return when appropriate, carry what the conditions require, know the exits, and divide the distance into decisions smaller than the full run.
Design exits into the route
Loops, staffed paths, transport options, and known water points reduce the cost of a bad change in weather, health, or equipment.
Make the middle ordinary
Break the distance at turns, aid points, or time intervals. The mind handles the next section better than an undifferentiated total.
Keep contact practical
Share useful information with a trusted person, but do not publish a live routine or exact isolated route to everyone.