This park honors John Hamilton Gillespie, first mayor of Sarasota. It has two basketball courts, a off-leash dog park, shaded picnic tables, playground, Police sub-station, fitness trail, three tennis courts, outside fitness areas and a pond. Leashed pets allowed outside of dog park. Canine Club at Gillespie Park: Located on the corner of North Osprey Ave & 10th Street. This dog park provides two fenced areas. Unleash and enjoy the day!