National Pick Strawberries Day: Celebrate with fresh, affordable, and fun u-pick farms Editor’s note: May 20 is a bit early for strawberries, especially this year, but I hope this article reminds you to watch for u-pick opportunities in our area. Get ready to pick some juicy, ripe strawberries! National Pick Strawberries Day is May 20, and it’s the perfect opportunity to enjoy some fresh air, sunshine and delicious fruit.