I grew up in a house on a well with poor water pressure. When my parents built a new house (also on a well) they did a few things to improve the water pressure:

• Buy a better, more powerful pump for your well. Obviously, this is an expensive option for an existing well.

• Take the "water efficient" screens and flow constrictors out of your shower heads. You don't always need to buy new shower heads to get better water pressure. I had a pressure problem and called a plumber who came to my house, popped the shower head off and pulled out a couple of little rubber pieces then put the shower head back on. Voila better pressure! (I still had to pay the plumber $70 for his advice though.) He said that new shower heads have these energy efficient flow constrictors that slow the water rate down. The flow constrictors have tiny holes and the holes can get blocked with mineral deposits, which further reduces water pressure (he said that was why my pressure had diminished over time.) This site has examples of removing flow constrictors.

I have seen shower heads that are designed to provide more pressure. I have never used one myself but it might be an option for you.

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Could be the pressure tank isn't keeping pressure or the pressure switch needs adjusting.

There's some good information on this here:

http://www.catskillhouse.us/blog/well-pump-pressure-switch/

In many cases, this is because your bladder tank (typically looks something like a blue propane tank in your basement somewhere) is old and needs replacement. Once we replaced ours, with the same size as the original, the pressure was much better.