Roads Less Travelled

Craig Della Pena
  • 5.0 (1)
  • Business
  • Biweekly

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.

  1. 1d ago

    How E-Bike Tours Are Connecting Vermont’s Trail Towns | Yva and Jim Rose

    How can an e-bike tour help more people experience Vermont’s 93-mile Lamoille Valley Rail Trail? Founders Yva and Jim Rose share how they built a bike-tour business around the trail and connected riders with local communities along the way. On Roads Less Travelled, Craig Della Penna, REALTOR®, author, and nationally recognized rail-trail advocate, speaks with Yva and Jim Rose, founders of Lamoille Valley Bike Tours in Johnson, Vermont. They discuss starting with seven e-bikes and a truck and trailer, then growing into a hub for e-bike rentals, guided tours, sales, and trail shuttles. Discover how e-bikes can make trail riding more accessible, why riders should stop to explore the towns along the route, and what local assets and partnerships can mean for a trail-focused small business. 🎙️ Host & Guest Host: Craig Della Penna REALTOR®, author, nationally recognized rail-trail advocate, and host of Roads Less Travelled. Guests: Yva and Jim Rose Founders of Lamoille Valley Bike Tours in Johnson, Vermont. Founded in 2016, they were the first company in Vermont to offer e-bike rentals and tours. Their business has grown from a mobile truck-and-trailer operation into a hub with 50+ bikes, guided tours, e-bike sales, and trail shuttle service along the completed 93-mile Lamoille Valley Rail Trail. 💡 What You’ll Learn Why e-bikes can introduce more people to the Lamoille Valley Rail Trail. The path from a mobile rental setup to a business offering tours, bike sales, and trail shuttles. Local food, historic stations, and village stops riders can discover along the route. The role rentals, tours, and shuttle service play in longer rail-trail adventures. Why local assets, strong partnerships, and patience matter when building a trail-focused business. ❓ Key Questions Answered Q: How did Yva and Jim Rose start Lamoille Valley Bike Tours? A: They began in 2016 with a truck, trailer, and seven e-bikes, offering rentals and tours on the trail’s first 17-mile section. Q: How long is the Lamoille Valley Rail Trail? A: The completed trail is 93 miles long and connects 18 Vermont towns. Q: How can e-bikes make rail-trail riding accessible to more people? A: E-bikes can help people who aren’t regular cyclists enjoy a trail ride, including families riding with visitors of different ages and abilities. Q: What can riders see and do along the Lamoille Valley Rail Trail? A: Riders can explore Vermont villages, local food stops, historic train stations, scenic viewpoints, and other community destinations along the trail. Q: What advice do Yva and Jim offer entrepreneurs starting a rail-trail business? A: Identify the trail’s local assets, find experiences and partners that can attract visitors, and allow time for the business to grow. ⏱️ Chapters (00:00) – Meet Yva and Jim Rose (01:17) – Starting an E-Bike Tour Business (05:06) – Growing With the Rail Trail (08:30) – Connecting Trail Towns (10:48) – Trail Partners and Access (17:49) – E-Biking for More Riders (20:01) – Planning Your Ride (21:52) – Lamoille Valley Route Tips (23:53) – Scenic Stops and Local Food (28:18) – Starting a Trail Business (32:17) – Patience and Partnerships  💼 Connect with Yva and Jim Rose 🔗 Website:https://www.lamoillevalleybiketours.com/ 📸 Instagram: https://www.instagram.com/bikelamoille/ 📘 Facebook: https://www.facebook.com/bikelamoille/  🎧 Follow Craig Della Penna 🌐 Website: https://www.northamptonrealtor.com/ 📘 Facebook: https://www.facebook.com/craig.dellapenna/ 📸 Instagram: https://www.instagram.com/craigdp413/ 🔗 LinkedIn: https://www.linkedin.com/in/craigdp/ 📌 Like, follow, and share Roads Less Travelled for more conversations about real estate, communities, and the places people call home. #RoadsLessTravelled #CraigDellaPenna #YvaAndJimRose #LamoilleValleyRailTrail #VermontEbikeTours #VermontRailTrails #EbikeRentals #VermontTourism #TrailTowns #RailTrailBusiness #VermontCycling #RealEstatePodcast

    How E-Bike Tours Are Connecting Vermont’s Trail Towns | Yva and Jim Rose

  2. Oct 23

    Buying a Home in Greater Boston: Costs & Challenges | Bonnie Lai

    Can first-time homebuyers afford a home in Greater Boston? Explore homebuyer assistance, condo costs, and the challenges of buying in Massachusetts. On Roads Less Travelled, host Craig Della Penna, REALTOR®, author, and nationally recognized rail-trail advocate, speaks with Bonnie Lai, founding partner of 1st Knock Realty and the Luxe Home Team, about navigating Greater Boston’s real estate market. As the first U.S. REALTOR® to specialize in homes near rail trails, Craig connects real estate with community development and the places people call home. Discover how buyers can explore assistance programs, evaluate condo ownership costs, understand housing affordability, and consider how public MLS listings support transparency and fair housing. 🎙️ Host & Guest Host: Craig Della Penna REALTOR®, author, nationally recognized rail-trail advocate, and host of Roads Less Travelled. Guest: Bonnie Lai Founding partner of 1st Knock Realty and the Luxe Home Team, serving first-time buyers, international clients, and families across Greater Boston. 💡 What You’ll Learn How to explore Massachusetts homebuyer assistance programs. How condo fees, special assessments, insurance, and financing affect ownership costs. Challenges facing buyers in Greater Boston’s real estate market. Considerations for international buyers and relocating families. How ADUs and multigenerational living relate to housing affordability. Challenges of converting commercial buildings into housing. Why private listings, public MLS access, and fair housing matter. ❓ Key Questions Answered Q: How can first-time homebuyers find financial assistance in Massachusetts? A: Buyers can explore homebuyer education classes and local programs that may offer grants or mortgage benefits. Eligibility and availability vary. Q: What challenges are homebuyers facing in Greater Boston? A: Conditions vary by location and property type. Some homes attract strong competition, while parts of the condo market face affordability and financing pressures. Q: What hidden costs should condo buyers consider? A: Condo fees, special assessments, building repairs, insurance, and lender requirements can affect the total cost of ownership. Q: Why do public MLS listings matter for transparency and fair housing? A: Public MLS listings can broaden access to property information. Bonnie Lai discusses transparency concerns surrounding private listings and their implications for fair housing. ⏱️ Chapters (00:00) – Introducing Bonnie Lai (01:00) – First-Time Homebuyer Programs: ACDC and MAHA (02:19) – Building a Real Estate Career and Team (05:25) – Serving Greater Boston’s Diverse Buyers (07:03) – Navigating a Competitive Market (11:46) – International Buyers and Relocation (13:18) – Condo Financing, Fees, and Insurance (16:22) – Can Commercial Buildings Become Housing? (17:33) – Affordability, Family Housing, and ADUs (19:34) – Grants and Local Homebuyer Resources (21:30) – Private Listings, MLS Access, and Fair Housing (29:14) – Closing Thoughts 💼 Connect with Bonnie Lai 🔗 LinkedIn: https://linkedin.com/in/bonnie-lai-54039513 📸 Instagram: https://www.instagram.com/your_real_estate_quarterback/?hl=en 📘 Facebook: https://www.facebook.com/1stknockrealty 🎧 Follow Craig Della Penna 🌐 Website: https://www.northamptonrealtor.com/ 📘 Facebook: https://www.facebook.com/craig.dellapenna/ 📸 Instagram: https://www.instagram.com/craigdp413/ 🔗 LinkedIn: https://www.linkedin.com/in/craigdp/ 📌 Like, follow, and share Roads Less Travelled for more conversations about real estate, communities, and the places people call home. #RoadsLessTravelled #BonnieLai #GreaterBostonRealEstate #FirstTimeHomeBuyer #AffordableHousing #MassachusettsRealEstate #CondoMarket #HomebuyerPrograms #FairHousing #MLS #RealEstatePodcast

    Buying a Home in Greater Boston: Costs & Challenges | Bonnie Lai

  3. Oct 16

    The Real Cost of Pricing Like It’s 2021 | Bill Skerry

    Still pricing a home like it’s 2021? In today’s market, that mistake can cost sellers time, leverage, and real money. Craig Della Penna, a Realtor specializing in homes near rail trails in Western Massachusetts, brings his local real estate perspective to Roads Less Travelled. In this episode, he speaks with Bill Skerry about mortgage rates, downsizing, seller pricing mistakes, negotiation, home equity, and how parks and rail trails can influence real estate decisions. Host: Craig Della PennaRealtor, author, nationally recognized rail-trail advocate, and the first U.S. Realtor to specialize in homes near rail trails. Guest: Bill SkerryBill brings 40+ years of Greater Boston real estate experience, with 640+ transactions and more than $210M in career sales. He works with first-time buyers, longtime homeowners, and sellers across the Greater Boston suburbs through Keller Williams Realty. Price a home for today’s market instead of relying on COVID-era expectations. Plan where to move before listing a home for downsizing. Understand why lower mortgage rates can create more buyer competition. Protect seller equity through stronger pricing and negotiation. Compete with large real estate teams through relationships and local expertise. Evaluate parks, recreation, transportation, and outdoor amenities when choosing a neighborhood. Q: Should buyers wait for mortgage rates to drop before buying a home?A: Lower mortgage rates can bring more buyers into the market, increasing competition and reducing negotiating leverage. Q: What is the biggest mistake downsizing sellers make?A: Listing before deciding where to move next can leave sellers scrambling for housing if their home sells quickly. Q: Why do sellers overprice homes in today’s market?A: Many sellers still base their expectations on COVID-era prices and sales speed even though the market has changed. Q: How can a real estate agent protect a seller’s home equity?A: Strong pricing and negotiation discipline help protect a seller’s hard-earned equity throughout the transaction. Q: What neighborhood features matter to today’s homebuyers?A: Buyers increasingly consider transportation, parks, recreation, outdoor amenities, and proximity to work when choosing where to live. (00:00) - Intro (00:23) - Meet Bill Skerry (04:56) - How Greater Boston Has Changed (07:34) - Creating a Low-Stress Transaction (10:01) - Biggest Downsizing Mistakes (12:13) - Should Buyers Wait for Lower Rates? (14:29) - Housing Affordability Today (19:35) - Why Sellers Still Price Like COVID (21:05) - Local Agents vs. Big Teams (27:23) - Rail Trails & Buyer Demand (30:38) - Pricing, Valuation & Home Equity (39:05) - Future of Greater Boston Housing (41:13) - Building Long-Term Real Estate Equity  🌐 Website → https://billskerry.com/ 📘 Facebook → https://facebook.com/billskerryrealestate/ 📸 Instagram → https://instagram.com/bill_skerry/ 🔗 LinkedIn → https://linkedin.com/in/bill-skerry-9929b0b 🎧 Connect Craig Della Penna:  🌐 Website → https://www.northamptonrealtor.com/ 📘 Facebook → https://www.facebook.com/craig.dellapenna/ 📸 Instagram → https://www.instagram.com/craigdp413/ 🔗 LinkedIn → https://www.linkedin.com/in/craigdp/ 📌 Don't Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! #GreaterBostonRealEstate #RealEstateMarket #MortgageRates #HomeSellingTips #HomePricing #RealEstateNegotiation #Downsizing 🎙️ Host & Guest💡 What You’ll Learn❓ Key Questions Answered⏱️ Chapters💼 Connect with Bill Skerry:

    The Real Cost of Pricing Like It’s 2021 | Bill Skerry

  4. Oct 9

    Bike Tourism and the Business of a Trail Town | Alison Leathers

    How does a town of just over 700 residents generate more than $3 million a year in overnight lodging revenue? On the Roads Less Travelled podcast, Craig Della Penna—the first U.S. REALTOR to specialize in homes near rail trails—talks with Alison Leathers, manager of Cottage House Inn in Lanesboro, Minnesota. Alison shares how bike tourism, rail trails, arts, outdoor recreation, and local businesses working together helped Lanesboro grow from an extremely quiet town into a thriving visitor destination. The conversation covers B&B cash flow, seasonal hospitality, cyclist-friendly amenities, local collaboration, and why successful trail advocacy often starts at the grassroots level. 🎤 Host & Guest Host: Craig Della Penna Craig Della Penna is the host of Roads Less Travelled, a rail-trail advocate, author, and the first U.S. REALTOR to specialize in properties near rail trails. Guest: Alison Leathers Alison Leathers manages her family’s Cottage House Inn in Lanesboro, Minnesota. She is the third generation involved in the family lodging business and also serves on local boards and committees focused on her rural community. 💡 What You’ll Learn How bike tourism can support lodging and small businesses in a trail town. How to evaluate B&B cash flow, seasonality, and room revenue before investing. How secure bike storage, e-bike charging, parking, and flexible check-in improve the cyclist guest experience. How hospitality businesses can plan staffing and cash reserves around peak tourism months. How local innkeepers can share resources and solve guest problems together. How arts, trails, and outdoor recreation give visitors more reasons to stay longer. Why successful trail advocacy often begins with local community demand. ❓ Key Questions Answered Q: What should you check before buying a B&B in a trail town?A: Alison Leathers recommends reviewing cash flow, seasonal demand, and whether room revenue can cover expenses while still allowing the owner to maintain and reinvest in the property. Q: What amenities are useful for bike tourists staying at an inn?A: Cottage House Inn offers secure bike storage, e-bike charging, off-street parking, shared spaces, and flexible self-check-in with electronic keypad access. Q: How can a small town grow tourism around a rail trail?A: Lanesboro combines rail trails with lodging, arts, outdoor recreation, events, and collaboration among businesses, city government, the chamber, and local organizations. Interested in bike tourism, trail-connected communities, or hospitality near rail trails? Follow Roads Less Travelled for more conversations with the people building stronger communities around great paths. ⏱️ Chapters (00:00) - Intro (00:35) - Meet Alison Leathers (01:20) - From Yellowstone to the Family Inn (03:39) - Root River Trails & Local Inns (05:57) - How Rail Trails Revived Lanesboro (08:48) - Creating a Better Guest Experience (12:03) - Amenities for Bike Tourists (13:46) - Investing in a Trail-Town B&B (16:33) - Managing Seasonal Cash Flow (17:42) - Arts Tourism & Commonweal Theatre (19:29) - Small-Town Leadership & Collaboration (23:27) - Trail Tourism & Local Business (25:00) - Arts, Trails & the Rural Economy (26:53) - Why “It Takes a Village” (28:10) - Leadership Lessons from Agriculture (29:21) - Grassroots Trail Expansion  💼 Connect with Alison Leathers: 🌐 Website → https://www.cottagehouseinn.com/ 🎧 Follow Craig Della Penna:  🌐 Website → https://www.northamptonrealtor.com/ 📘 Facebook → https://www.facebook.com/craig.dellapenna/ 📸 Instagram → https://www.instagram.com/craigdp413/ 🔗 LinkedIn → https://www.linkedin.com/in/craigdp/ 📌 Don't Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! #RoadsLessTravelled #CraigDellaPenna #RailTrailRealEstate #NorthamptonRealtor #PioneerValley #BikeTrailHomes #GreenwaySolutions #NewEnglandRealEstate #RailTrails #SugarMapleInn

    Bike Tourism and the Business of a Trail Town | Alison Leathers

  5. Sep 25

    How Rail Trail Cyclists Drive 25% of This Inn’s Revenue | Pecco Beaufays

    Pecco Beaufays, owner of Highland Lake Inn and Andover Barn, explains how cyclists using New Hampshire’s Northern Rail Trail now account for about 25% of the inn’s revenue. With host Craig Della Penna, Pecco shares practical lessons on cyclist-friendly hospitality, luggage logistics, flexible cancellations, e-bike charging, and the business opportunities created by rail-trail tourism. 🎙️ Host / Guest Host: Craig Della Penna — Realtor and rail-trail advocate. Guest: Pecco Beaufays owns Highland Lake Inn and Andover Barn in East Andover, New Hampshire. His hospitality career began with a cooking apprenticeship at Hotel Sacher in Vienna and later included work with Kempinski in North and South America. 💡 What You’ll Learn How cyclists generate about 25% of the inn’s revenue What bike tourists need from cyclist-friendly lodging How luggage shipping improves long-distance rides Why weather can change cancellation policies How rail-trail partnerships support local tourism What to consider before buying a B&B ❓ Key Questions Answered Q: How important is bike tourism to Highland Lake Inn?A: Pecco says cyclists using the Northern Rail Trail generate about 25% of the inn’s revenue. Q: What services do touring cyclists need from an inn?A: Pecco highlights flexible cancellations, meal coordination, transportation, luggage shipping, bike support, and other services that make long-distance cycling easier. Q: Why does Pecco make exceptions to his cancellation policy for cyclists?A: Cycling trips depend heavily on weather, so Pecco allows more flexibility when rain makes a planned ride impractical. Buying an inn or investing near a trail? Follow Roads Less Travelled on Spotify for more conversations about trail-connected communities. 🎧 Considering a trailside property? Follow Roads Less Travelled for the conversations behind the purchase. 🔗 Resources Full episode: [YouTube episode URL]Highland Lake Inn and Andover Barn: [Guest website URL]Connect with Craig: [Host website URL] ⏱️ Chapters (00:00) - Cold Open: Service Comes First (00:35) - Meet Pecco Beaufays (01:49) - Buying Highland Lake Inn (04:14) - The Barn: 13 Bedrooms, Events for 180, a Meadow for Horses (05:46) - Why He Chose This Inn: Gutted and Rebuilt in the 90s (06:43) - Growing With the Northern Rail Trail (08:24) - Flexible Cancellations for Cyclists (09:30) - Expanding the Rail Trail Network (10:50) - The 100-Mile Trail & Lodging Vision (13:41) - What Touring Cyclists Need (16:39) - The Legacy of Highland Lake Inn (18:11) - Closing Remarks  💼 Connect with Pecco Beaufays: 🌐 Website → https://www.highlandlakeinn.com/ 🌐 Website → https://www.greenwaysolutions.org/nyt-bb-story-1 🎧 Follow Craig Della Penna:  🌐 Website → https://www.northamptonrealtor.com/ 📘 Facebook → https://www.facebook.com/craig.dellapenna/ 📸 Instagram → https://www.instagram.com/craigdp413/ 🔗 LinkedIn → https://www.linkedin.com/in/craigdp/ 📌 Don't Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! #RoadsLessTravelled #PeccoBeaufays #CraigDellaPenna #NorthernRailTrail #BikeTourism #RailTrails #Hospitality #NewHampshire

    How Rail Trail Cyclists Drive 25% of This Inn’s Revenue | Pecco Beaufays

  6. Sep 18

    Bike Tourism: The Service Behind the Stay | Pecco Beaufays

    What turns a rail-trail stop into an overnight stay? At Highland Lake Inn, Pecco Beaufays says cyclists generate 25% of revenue. Craig Della Penna hosts Roads Less Travelled to explore how trails connect communities and local businesses. As the first U.S. REALTOR to specialize in homes near rail trails and the author of five books on greenway development, Craig brings a rail trail real estate perspective to Pecco’s experience serving Northern Rail Trail visitors. Learn how bike tourism shapes guest services, premium hospitality, and the daily demands of running an inn along New England rail trails. 🎙️ Host / Guest Host: Craig Della Penna — Realtor and rail-trail advocate. Guest: Pecco Beaufays owns Highland Lake Inn and Andover Barn in East Andover, New Hampshire. His hospitality career began with a cooking apprenticeship at Hotel Sacher in Vienna and later included work with Kempinski in North and South America. 💡 What You’ll Learn Assess bike tourism’s business potential: Pecco says cyclists generate 25% of Highland Lake Inn’s revenue. Make one-way cycling trips easier with trailhead transport and access to guests’ cars. Support premium rates with quality bedding, breakfast ingredients, and personal service. Prepare for guest emergencies through Pecco’s account of four EMS calls in two days. Build trail awareness through collaboration with New Hampshire’s tourism office. Decide whether running a B&B fits your life and willingness to care for guests. ❓ Key Questions Answered Q: How does bike tourism differ from resort tourism? A: Craig Della Penna describes bicycle touring as journey tourism, with visitors traveling along a route. Resort tourism centers on one destination. Q: How does Highland Lake Inn handle e-bike charging? A: Pecco describes an outdoor charging area away from the building, following local fire department advice, and discussing battery condition with guests. Buying an inn or investing near a trail? Follow Roads Less Travelled on Spotify for more conversations about trail-connected communities. 🎧 Considering a trailside property? Follow Roads Less Travelled for the conversations behind the purchase. ⏱️ Chapters (00:00) - Intro (01:39) - From Luxury Hotels to Highland Lake Inn (06:20) - Alex Bernhard and the Northern Rail Trail (13:05) - What Cyclists Need From an Inn (18:52) - Bike Tourism and Local Economies (23:14) - Guest Services and E-Bike Charging (27:49) - Before You Buy a Bed and Breakfast (30:56) - Premium Rates and Personal Service (34:22) - Four EMS Calls in Two Days (36:06) - Cyclists and 25% of Inn Revenue (37:54) - Working With Tourism Partners (40:27) - Addressing Rail-Trail Opposition (43:21) - What Makes Innkeeping Rewarding (48:36) - Closing Remarks 💼 Connect with Pecco Beaufays: 🌐 Website → https://www.highlandlakeinn.com/ 🌐 Website → https://www.greenwaysolutions.org/nyt-bb-story-1 🎧 Follow Craig Della Penna: 🌐 Website → https://www.northamptonrealtor.com/ 📘 Facebook → https://www.facebook.com/craig.dellapenna/ 📸 Instagram → https://www.instagram.com/craigdp413/ 🔗 LinkedIn → https://www.linkedin.com/in/craigdp/ 📌 Don't Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below! #RoadsLessTravelled #CraigDellaPenna #RailTrailRealEstate #NorthamptonRealtor #PioneerValley #BikeTrailHomes #GreenwaySolutions #NewEnglandRealEstate #RailTrails #SugarMapleInn

    Bike Tourism: The Service Behind the Stay | Pecco Beaufays

  7. Sep 11

    Affordable Housing Starts with Cooperative Living | Craig Della Penna

    What if the people who used to feel like strangers could become the family you choose? Craig Della Penna talks with Alex Jarrett (Petal People Cooperative) and Daniel Trenner (a 17-year intentional co-living household) about cooperative business, shared living, and the insurance and policy challenges still standing in the way. 🎧 Hosted by: Craig Della Penna 👤 Guest: 🏡 Alex Jarrett - Co-Founder, Petal People Cooperative Alex Jarrett co-founded Petal People Cooperative (founded 2002), hauling trash and recycling by bicycle in Northampton, MA every day since 2007, and serves as President of the Northampton City Council. 🏡 Daniel Trenner - Professional Dancer & Co-Liv Daniel Trenner is a professional dancer who converted his Florence, MA home into an intentional, intergenerational household that has hosted more than 100 residents over 17 years. ing Pioneer💡 What You'll Learn: ✔️ How Petal People hauls trash and recycling entirely by bicycle ✔️ Why Daniel converted a five-bedroom house into a nine-bedroom intentional household ✔️ Cooperative living vs. co-housing vs. co-living, explained ✔️ Why insurance and lending are still unsolved problems for co-living ✔️ How group living reshaped the pandemic experience for both guests 🎧 Listen now for a fresh, practical look at alternative ways to live and build community. 💼 Connect with Alex Jarrett: 📘 Facebook → https://www.facebook.com/pedalpeople (company) 📸 Instagram → https://www.instagram.com/pedal_people_coop/ (company) 💼 Connect with Daniel Trenner: 🔗 Website → https://www.alexjarrett.com/campaign/ 🏢 Company → https://www.pedalpeople.coop/ 📘 Facebook → https://www.facebook.com/DanielTrennerTango/ 📸 Instagram → https://www.instagram.com/trennerstangoarchive/ 🔗 Website → https://danieltrenner.com/ 🎧 Follow Craig Della Penna:  🌐 Website → https://www.northamptonrealtor.com/ 📘 Facebook → https://www.facebook.com/craig.dellapenna/ 📸 Instagram → https://www.instagram.com/craigdp413/ 🔗 LinkedIn → https://www.linkedin.com/in/craigdp/ #CoLiving #Cooperative #Sustainability #RealEstate #Northampton #IntentionalCommunity #RoadsLessTraveled

    Affordable Housing Starts with Cooperative Living | Craig Della Penna

  8. Sep 4

    Rail Trail Adventures & Cycling Tourism in New Hampshire with Marianne Borowski

    Marianne Borowski joins Craig Della Penna on Roads Less Travelled to discuss the creation and expansion of the 83-mile Cross New Hampshire Adventure Trail. Learn how historic rail corridors, multi-use collaborations, and local business partnerships are transforming rural tourism. 🎧 Listen to the full episode of Roads Less Travelled now. 🎙 What you'll learn: The layout and geography of the 83-mile Cross New Hampshire Adventure Trail. How combining rail trails with dirt back roads creates multi-day cycling journeys. The importance of community collaboration with local chambers and businesses. Managing multi-use trails alongside snowmobiles, ATVs, and walkers. Technical insights on trail surfacing, crushed stone mixes, and maintenance. Why cycle tourism drives sustainable economic growth in small mountain towns. 🎧 HOSTED BY: Craig Della Penna 👤 GUEST: Marianne Borowski – Trail Developer & Outdoor Recreation Advocate Marianne Borowski is the President and Founder of the Cross New Hampshire Adventure Trail and Vice President of the New Hampshire Rail Trails Coalition. A former protein biochemist during the early years of biotech, she shifted careers after moving to Mt. Washington Valley in 2003, becoming a cross-country ski instructor, later director of the Jackson Ski Touring Foundation ski school, and now a member of its Board of Directors. Today, she focuses on restoring, maintaining, and connecting rail trails across New Hampshire. An avid cyclist, Marianne has also biked across the U.S. 👉🏻 CONNECT WITH MARIANNE BOROWSKI Facebook: https://facebook.com/crossnewhampshire  Instagram: https://instagram.com/crossnewhampshire  👉🏻 CONNECT WITH CRAIG DELLA PENNA – ROADS LESS TRAVELLED Website: https://www.greenwaysolutions.org/ Website: https://www.northamptonrealtor.com/ Website: https://www.sugar-maple-inn.com/  Instagram: https://www.instagram.com/craigdp413/  LinkedIn: https://www.linkedin.com/in/craigdp/

    Rail Trail Adventures & Cycling Tourism in New Hampshire with Marianne Borowski
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About

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.

Information

  • Creator
    Craig Della Pena
  • Years Active
    2025 - 2026
  • Episodes
    50
  • Rating
    Clean
  • Copyright
    © Craig Della Pena
  • Show Website
    Roads Less Travelled

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