Street-level imagery holds a significant potential to scale-up in-situ data collection. This is enabled by combining the use of cheap high quality cameras with recent advances in deep learning compute solutions to derive relevant thematic information. We present a framework to collect and extract crop type and phenological information from street level imagery using computer vision. During the 2018 growing season, high definition pictures were captured with side-looking action cameras in the Flevoland province of the Netherlands. Each month from March to October, a fixed 200-km route was surveyed collecting one picture per second resulting in a total of 400,000 geo-tagged pictures. At 220 specific parcel locations detailed on the spot crop phenology observations were recorded for 17 crop types. Furthermore, the time span included specific pre-emergence parcel stages, such as differently cultivated bare soil for spring and summer crops as well as post-harvest cultivation practices, e.g. green manuring and catch crops. Classification was done using TensorFlow with a well-known image recognition model, based on transfer learning with convolutional neural networks (MobileNet). A hypertuning methodology was developed to obtain the best performing model among 160 models. This best model was applied on an independent inference set discriminating crop type with a Macro F1 score of 88.1% and main phenological stage at 86.9% at the parcel level. Potential and caveats of the approach along with practical considerations for implementation and improvement are discussed. The proposed framework speeds up high quality in-situ data collection and suggests avenues for massive data collection via automated classification using computer vision.