The invention provides an umbrella for attachment to a stroller that is large enough to protect the caregiver wheeling the stroller, carriage, or wheelchair from rain, wind and precipitation. The umbrella is wind proof, and attaches to the stroller by clamping its central shaft to the stroller. A counterweight is attached to the handle end of the central shaft. The umbrella has a double layered canopy that allows wind to pass through without inverting the umbrella, and may have a telescoping shaft to permit it to be stored compactly.