| Date | 01 August 1999 - 05 August 1999 |
|---|---|
| Category | 2.4 |
| Start | Valladolid |
| Finish | Grajera |
| Distance | 861.4 km |
| Website | www.vueltacastillayleon.com |
| Stage | Date | Start | Finish |
|---|---|---|---|
| 1 | 01.08 | Valladolid | Riaño |
| 2 | 02.08 | Riaño | Bembibre |
| 3 | 03.08 | Bembibre | San Andrés del Rabanedo |
| 4 | 04.08 | San Andrés del Rabanedo | Valladolid |
| 5 | 05.08 | Valladolid | Grajera |
| 1999 | Leonardo Piepoli |
| 1998 | Aitor Garmendia Arbilla |
| 1997 | Angel Luis Casero Moreno |
| 1996 | Andrea Peron (1) |