This session presents the benefits and challenges of developing sustainable trail systems on conserved land. Trail development and maintenance can be daunting, but every hour of staff time is multiplied through the fruits of volunteerism and partnerships. Trails are intrinsic to protecting land and connecting people to the land. From partnerships to public engagement, from funding to stewardship, trails serve as both conduit and interface for nature immersion. Just as wildlife needs both core refuges and connective corridors, people need trails to enjoy nature and to serve as land stewards. Trails are recreational assets, but they are equally valuable for monitoring and restoration of terrestrial, riparian and aquatic habitats. Hollow Oak will present examples where greenway planning has prompted conservation projects, partnerships, funding, and organizational growth. Participants will learn how to incorporate greenways and sustainable trail design into existing conservation programs.