Abstract: An overboot is described which is adapted to be worn over a conventional boot or shoe and which is further adapted to connect to a ski (e.g., a cross-country ski) or a showshoe. The overboot includes an elongated, generally flat sole member. Attached to the periphery of the sole member is a flexible, water-resistant upper member which extends upwardly from the sole. The upper member can be opened to allow a boot to be inserted; closure means is adapted to close the upper member around the boot. Strap means are used to urge the boot forwardly in the overboot and to secure the boot to the sole member. The overboot is adapted to fit more than one size of boot. A connection member projects forwardly of the upper member for detachably connecting the overboot to a ski or snowshoe. The sole member can be flexed between the forward and rearward ends.