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Rhode Island DEM rules mandate that all participants and volunteers at the Run for the Pumpkins Trail Run wear at least 200 square inches of orange. This fall 5K and 10K trail event takes place at Bradford Preserve in Westerly, Rhode Island, with both races starting and ending at the preserve. The route starts with approximately one-third of a mile across an open grass field, allowing runners to spread out before entering the narrower trails. The course then proceeds primarily on dirt trails through Town of Westerly land and a section of Woody Hill Management Area, featuring both double-track and single-track paths. Course markings include flags and signs, complemented by seasonal decorations such as ghosts to enhance the pumpkin-themed atmosphere. While walkers are welcome, they are encouraged to opt for the 5K distance; dogs and strollers are not permitted on the course. Prizes will be awarded to the top overall male and female finishers and to winners in each age group, with food and refreshments provided to all participants post-race.

Grills Trail Run is a fall trail race at Grills Preserve in Westerly, Rhode Island, offering 10-mile and 10-km options. Both races begin and end within the preserve, sharing the initial mile before diverging. This design provides a focused local trail event, distinct from road races merely labeled as trails. Westerly Track & Athletic Club organizes it as part of its fall race series. The event is intentionally straightforward, featuring club timing, no race shirts, and a lower entry fee compared to larger races. The course consists mainly of single-track trails, approximately 80 percent narrow and 20 percent double-track, incorporating riverfront sections and bridge crossings. The 10-mile route extends from Grills Preserve into Grills Wildlife Sanctuary in Hopkinton. Walkers are directed to the 10-km option, as the longer race has a 2 hour 30 minute cutoff. Strollers and dogs are prohibited, aligning with the course's tight trail format. The race contributes to the WTAC Fall Race Series standings, with a discount available for participants registering for multiple series races.