Below is a step-by-step drawing tutorial.
For the first step, create a semi-circular tube. This tube will also serve as your base.
Next, draw a large trapezoid to cover the roof of the well. Then move onto the third step.
Now, connect the two shapes with supports or arms attached to the roof and well. Add some wood grain details to the pivot and handle that will hold the rope.
The next step is to draw a donut-shaped shape on top of the well. Next, decorate the well with a variety of overgrown flowers such as I did here. You can also create your own decorative well design. After you have drawn the leaves, flowers, and grass, the wire can be attached to the spindle.
The final step is to draw the rocks and bricks. Finally, paint the roof with the shingles. You can use asphalt or wood shingles. You can clean up the drawing once you are done.
When you are done, it looks pretty great. You can now be even more creative and add your own colors. I hope this lesson on drawing a well was helpful.