| February | High Plains Snow Goose and Birding Festival Annual event held in February. Exact time and location determined by the migratory snow geese. |
| April | Southeast Colorado Arts Council Art Show |
| April | Grand Old Opry, Holly Style |
| May | Wild West BBQ Cook-off |
| May | Colorado State High School Finals Rodeo |
| May | Girls in the Middle Conference A one-day event to introduce middle school girls to careers in Science, Math, Technology and Healthcare. |
| June | Holly Bluegrass Festival Annual three day event held the second weekend in June. |
| June | Granada Pride Days |
| June | Wiley Hay Days |
| August | Babe Ruth Softball World Series, 16 and under |
| August | Prowers County Sand and Sage Rodeo |
| September | Holly Gateway Fair Last weekend of September at Gateway Park. |
| Sept-Oct | Lamar Community College Antelope Stampede Rodeo |
| October | Lamar Community College Foundation Golf Tournament |
| October | Oktoberfest – Booths, Food & Dance |
| November | Lamar Community College Art, Craft & Food Festival |
| November | Arkansas Valley Wind & Percussion Ensemble Christmas Concert |
| December | Taste of Holly |
| December | Candy Cane Festival and Parade of Lights |



