Seasonal Trail Steward

Join our dynamic and experienced professional trail team as we work to deliver best in class outdoor experiences on our trails across the state. A combination of hard work and fresh air will leave you feeling a sense of accomplishment at the end of each day, all while enjoying the scenery of one of our many western MA properties.

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.

Pay Rate: $16.00-$17.00 per hour

In This Role You Will:

Essential Functions:

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.

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.


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.

Other Requirements:

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

CORI check required

Work environment - Variable outdoor weather conditions. Duties largely performed outside, but may include indoor (shop) based projects. Will be working with or near heavy equipment, carpentry tools, and small engine power tools (chainsaws, brush saws, etc.)

Physical demands—the physical demands of the job, including bending, sitting, lifting, and driving.

Duties will require bending, lifting, and navigating uneven terrain. Ability to lift 50 pounds of gear and tools required. Driving or riding in a vehicle for up to 120 minutes per day may be required.

Position type and expected hours of work— Full Time, typically 8AM-4PM

The Trustees offers competitive compensation and the opportunity to be part of a dedicated team across the Commonwealth who love the outdoors, who love the distinctive charms of New England, and who believe in celebrating and protecting our special places, for everyone, forever.

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