Seasonal Trail Steward - Western, MA
Job Details
Notchview - Windsor, MA
High School
Up to 50%

The Opportunity.

Focusing primarily on sustainable recreational trail reconstruction and maintenance projects, the Trail Steward works as part of a regional team, focused in Western MA, to protect, restore, and enhance our trail resources and systems, the environment, and visitor experience through high quality trail work.


The Trail Steward is knowledgeable on the use and maintenance of tools, and basic trail work skills.


In This Role You Wil:

  • Performs both basic and advanced trail work to a high standard of quality

  • Performs heavy reconstructive trail work including, but not limited to: trail relocations, tread hardening, culvert installation, rock construction (waterbars and staircases), timber structures (bog bridges and waterbars), and new trail construction.

  • Performs routine monitoring and maintenance of trail systems, including updating wayfinding signage and blazing, removal of encroaching vegetation, clearing trails and entrances of hazard or downed trees, cleaning drainages, and checking trail conditions.

  • Assists with baseline standards assessments of trails and entrances.

  • Works within appropriate techniques and BMPs related to trail design, layout, building, maintenance, restoration, and preservation for sustainability and desired visitor experience

  • Works collaboratively as part of the Trails Team, with other staff across the organization, and with volunteers.

  • Uses and maintains vehicles, tools, and equipment to the highest safety standards.

  • Other duties as assigned with or without accommodation

Other Information


  • Minimum of one year or season of professional experience associated with the responsibilities of the position

  • Proven ability to work independently or collaboratively as a team member.

  • Proven ability to complete assigned projects and tasks, meet deadlines and manage multiple tasks.

  • Basic knowledge of trail problems and work, and tool use to address them.

  • UTV operation, and power tool use training, preferred.

  • Wilderness First Aid certification or Basic First Aid/CPR, preferred.

  • Commitment to natural resource protection.

  • Strong commitment to the mission of The Trustees.



  • Must be able to carry up to 50 pounds of gear and tools.

  • Valid driver’s license required for driving Trustees’ vehicles, must pass a driving background check per Trustees’ Driving Policy.

  • CORI check required

  • Experience working with volunteer groups preferred.


Working Conditions:

  • Variable outdoor weather conditions. 

  • Ability to lift 50 pounds of gear and tools required.


Compensation and Benefits:

This is a seasonal, non-exempt, hourly paid position, with an optimal start date in May and running through October. This position is based in Windsor or Ashfield, but will travel throughout Western MA.



About The Trustees 

The Trustees is one of Massachusetts’ largest non-profits and the nation’s first conservation and preservation organization. Today, the places we care about are going fast, and the forces undermining them, including climate change, are moving faster. Our passion is to protect and share with everyone the irreplaceable natural and cultural treasures under our care. We are funded and supported entirely by our visitors, supporters, volunteers, and more than 60,000 member households. 


The Trustees has been featured in the Top 100 Women-Led Organizations in Massachusetts for six consecutive years. 


In addition to being an Equal Opportunity Employer, The Trustees aims to create a thriving, inclusive workplace that values each member of its team. We aspire to reflect and effectively serve the residents and communities of Massachusetts who are at the core of our mission. 


The Trustees is a signer of the Boston Women’s Workforce Council and a Member of the Boston College Center for Work and Family. 


We kindly request that you do not call to inquire about the status of your application. Those candidates chosen for interviews will be contacted.