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Address: 280 Ocean Drive East, Stamford, CT 06902
Website: https://www.shippantrot.com/
For almost 20 years, the Shippan Turkey Trot has raised money for Pacific House, formally known as the Stamford Shelter for the Homeless with 100% of the money raised going directly to Pacific House.
The race is 2.4 miles long and has a long-standing tradition of trotters running in Halloween and Thanksgiving-themed costumes. Registration is free, but donations are encouraged.