Upland Hills Trail Run

Upland Hills Trail Run

The Upland Hills Trail Runs take place on May 16, 2026 at Upland Hills Farm and the Upland Hills School campus, with courses that also access Bald Mountain State Recreation Area. The event features multiple trail distances and is organized in part by Upland Hills School students in grades K to 8. It serves as one of the school's largest annual fundraisers.

Distances

• 1 Mile for ages 0+
• 5K for ages 5+
• 10K for ages 10+

Registration opens February 1, 2026 and closes April 4, 2026. Registered entry fees listed are $35 for the 1 Mile and 5K, and $48 for the 10K. T shirts have limited availability.

Eastside Racing Company provides timing services and live results. Each participant receives a student made medal and a commemorative t shirt. Raffle tickets are included with registration: two tickets for child registrations and three tickets for adult registrations. Additional raffle tickets are available for purchase at registration for $10 each. Bibs, T shirts and raffle tickets are distributed at the registration tables on the east side of the Picnic Shelter.

Event amenities include free parking, restrooms, snacks and water on site. Groups of ten or more earn a free entry for one person plus discounted group pricing. The community donates a range of raffle items such as gift cards, certificates, plant kits, baskets, lessons, a book set, and a school snack and lunch package. Visit the organization's website for the most recent information.