Roads Less Travelled

Craig Della Pena

Passionate about real estate, rail trails, and the lifestyle they inspire? Join Craig Della Penna—Realtor and trail advocate—as he shares insights on buying homes near green corridors, bike tourism, and B&B opportunities. With decades of experience turning historic railroads into thriving assets, Craig offers inspiring stories, tips, and insider knowledge. Whether you’re a homebuyer, investor, or trail enthusiast, Roads Less Travelled releases new episodes every two weeks.

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Roads Less Travelled

Episodes (25)

Fri Apr 10th One Step Closer to a Village: Co-Ops, Co-Living & Relearning Human Connection
Fri Apr 3rd Connecting Communities: Hudson Valley's Rail Trail Success - EP 21
Mar 27th An 83-Mile Cycling Route Through New Hampshire You’ve Never Heard Of - EP 20

Roads Less Travelled

Apr 10, 2026
46½ minutes
42 MB

🚀 In this episode, we explore how cooperative living and sustainable business models are reshaping modern communities. Featuring Alex Jarrett and Daniel Trenner, the conversation dives into co-living, intergenerational housing, human-powered transportation, and the future of community-centered living. Learn how these innovative approaches address affordability, reduce environmental impact, and combat social isolation. 🎧 Hosted by: Craig Della Penna 👤 Guest: 🏡 Alex Jarrett – Co-Founder of Pedal People Cooperative & City Council President Alex Jarrett is the co-founder of Pedal People Cooperative, a worker-owned business in Northampton, Massachusetts that hauls trash, recycling, and compost by bicycle with trailers carry...

Roads Less Travelled

One Step Closer to a Village: Co-Ops, Co-Living & Relearning Human Connection

Craig Della Pena

00:00 -45:39