|Location||Crickhollow; Old Forest|
Bumpkin was one of five ponies that Merry had ready for the Hobbits' journey at Crickhollow. At the home of Tom Bombadil, the ponies became friends with Fatty Lumpkin, a pony of Tom's. At the Barrow-downs they became so frightened that they ran off to find Fatty. Tom called them all back with the names he had given them: Sharp-ears, Bumpkin, Wise-nose, Swish-tail, and White-socks. He returned them to the hobbits, along with the baggage they had been carrying.
During their stay at the Prancing Pony the Hobbits' ponies were let out to delay their departure from Bree. They ran out in the Downs to find Fatty. They stayed with Tom for a while, until he had heard news of the events at Bree. He sent the ponies to Barliman Butterbur, and they stayed there working for Barliman, where they were well cared for by Bob.