Halloween dog parades, where pooches get to strut around in fun costumes, are a fairly common occurrence during this time of the year. However, very few compare to New York City's Tompkins Square Halloween Dog Parade, the largest and most popular gathering of its kind. The annual event attracts over 300 pooches and their proud owners, who often dress in coordinated outfits to help their furry, four-legged friends win the coveted Best in Show title.