ZipRecruiter

Log In

1

Trail Work Jobs in Boston, MA (NOW HIRING)

TreeTop Adventures

Trail Monitor

Canton, MA

$18/hr

Trail Monitor - Openings for 2026 season- LOOKING FOR WEEKDAY FALL AVAILABILITY (Aug-Nov) Available ... Should be able to work on their feet for several hours at a time * Ideal candidates will have ...

The Rail Trail Flatbread co.

Line Cook

Milford, MA

$18 - $22/hr

Join the Crew at The Rail Trail Flatbread Co. Love great food? Enjoy working with awesome people? Looking for a place where you can learn, grow, and actually have fun at work? At The Rail Trail ...

The Rail Trail Flatbread co.

Line Cook

Hudson, MA · On-site

$18 - $22/hr

Join the Crew at The Rail Trail Flatbread Co. Love great food? Enjoy working with awesome people? Looking for a place where you can learn, grow, and actually have fun at work? At The Rail Trail ...

next page

Showing results 1-20

All JobsTrail Work JobsTrail Work Jobs in Boston, MA

Trail Work information

See Boston, MA salary details

$22

$25

$26

How much do trail work jobs pay per hour?

As of Aug 27, 2026, the average hourly pay for trail work in Boston, MA is $25.67, according to ZipRecruiter salary data. Most workers in this role earn between $25.05 and $26.39 per hour, depending on experience, location, and employer.

What is trail work?

Trail work involves building, maintaining, and repairing hiking, biking, or multi-use trails in natural or recreational areas. Workers clear debris, repair erosion damage, build structures like bridges or steps, and ensure trails are safe and accessible for the public. This job can be physically demanding and is often performed outdoors, sometimes in remote locations. Trail work is essential for preserving natural habitats and providing safe access for outdoor enthusiasts.

What are the key skills and qualifications needed to thrive in trail work, and why are they important?

To excel in Trail Work, you need physical stamina, basic knowledge of trail maintenance techniques, and often a high school diploma or equivalent. Familiarity with hand tools (like shovels, saws, and loppers), safety gear, and sometimes certifications in first aid or chainsaw operation are typically required. Strong teamwork, adaptability, and effective communication help individuals succeed in varied outdoor conditions and coordinate with crews. These skills ensure trails are built and maintained safely, efficiently, and sustainably for public use.

What are some common challenges faced by trail workers, and how are they typically addressed on the job?

Trail workers frequently encounter challenges such as working in remote locations, exposure to varying weather conditions, and physically demanding tasks like lifting, digging, and carrying heavy materials. To address these, teams are trained in safety protocols, proper use of tools, and wilderness first aid. Collaboration and communication within the crew are essential to ensure tasks are completed safely and efficiently, and many organizations provide ongoing training to help workers adapt to changing trail conditions and equipment.

What is the difference between Trail Work vs Trail Maintenance Worker?

AspectTrail WorkTrail Maintenance Worker
CertificationsOften requires basic safety training, equipment operationSimilar certifications, may include chainsaw safety, first aid
Work EnvironmentOutdoor, forested or mountainous terrainsOutdoor, similar terrains, often in parks or national forests
Employer & IndustryNational parks, forestry agencies, outdoor recreation companiesPublic parks, forestry departments, conservation organizations
Job FocusBuilding, repairing, and constructing trailsMaintaining, repairing, and clearing existing trails

Trail Work and Trail Maintenance Worker roles both involve outdoor work in similar environments and often require comparable certifications. The main difference is that Trail Work focuses on constructing and building new trails, while Trail Maintenance Workers primarily maintain and repair existing trails. Both roles are essential for outdoor recreation and conservation efforts.

What are popular job titles related to Trail Work jobs in Boston, MA?

For Trail Work jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Trail Work jobs in Boston, MA look for?

The top searched job categories for Trail Work jobs in Boston, MA are:

Trail Work jobs near you
Infographic showing various Trail Work job openings in Boston, MA as of August 2026, with employment types broken down into 80% Full Time, and 20% Part Time. Highlights an 100% In-person job distribution, with an average salary of $53,394 per year, or $25.7 per hour.

Trail Monitor

Canton, MA

TreeTop Adventures
See more jobs at TreeTop Adventuresexternal

$18/hr

Part-time

Posted 7 days ago

Job description

Trail Monitor - Openings for 2026 season-
LOOKING FOR WEEKDAY FALL AVAILABILITY (Aug-Nov)

Available shifts include weekday and weekend hours during general admission hours and group visits (Hours vary depending on day of week). Hours will be fewer, and more dependent on group visits in the Spring and Fall. In the Summer, full-time hours are available, and schedules are much more flexible. Multiple positions are available.

Overview:

Trail Monitors are the eyes and ears of the TreeTop Adventures Course. Their primary responsibility is to ensure the safety and well-being of all TreeTop Adventures guests as well as provide assistance on the trails and guidance where needed. It is the duty of the Trail Monitor to ensure that each guest has an enjoyable, memorable, and safe experience. Starting wage is $18/hour.

Trail Monitor Position Details/Duties:

  • Greet guests and provide general Park information and direction
  • Harness guests as well as deliver instructional safety briefings and gear demonstrations
  • Observe and assist guests as they maneuver throughout the Park trails and bridges, ensuring that guests are using equipment properly and safely
  • Provide assistance to guests on the trails as needed
  • Ensure guests are comfortably and competently able to access age/skill appropriate courses
  • Perform daily course inspections and equipment checks
  • Assist with event coordination when needed

Requirements:

  • Must meet the following physical requirements:
  • Must be comfortable working at heights up to 65 feet
  • Must be able to lift 50 pounds
  • Should be able to work on their feet for several hours at a time
  • Ideal candidates will have flexible weekday and weekend availability
  • Must possess a friendly disposition and professional demeanor at all times
  • Should be able to work on their feet for several hours at a time
  • Must have a passion for working outdoors and be able to work effectively in all weather conditions
  • Must be reliable with strong work ethic and personal integrity
  • Must be able to quickly and competently pick up new skill sets both in training and on the job while maintaining the highest quality standards of performance
  • Must have strong communication skills and a kind, patient approach to working with people
  • Must have excellent verbal presentation skills, comfortable with public speaking and providing regular presentations to groups of up to 30 people throughout the day
  • Must be positive person with a good attitude—smiles are a must!
  • Candidates should have some work experience
  • Climbing experience preferred, but not required
  • There is a mandatory paid training session required for all candidates
  • Candidates must be 18 yrs. or older
  • Reliable transportation required; must live within 30 minutes of Canton, MA

Schedule: This is a seasonal position. Candidates should have a flexible schedule with both weekday/evening and weekend availability. We are open 7 days a week from Mid-June through Labor Day. From April-Mid June and Labor Day-Mid November we are open to Groups on Weekdays by Appointment and Open to the General Public on weekends and holidays. Candidates with flexible schedules and a lot of availability will be highly preferred.

Applicants must be able to work at least 2 of 3 Labor Day weekend Days.

We cannot guarantee full-time hours in the Spring & Fall due to Group booking changes, weather, etc. However, we are flexible and encourage applicants to have second jobs, night classes, etc.

Job Type: Part-time


Salary: Starting $18 per hour


Please attach your resume.


If it is your first job or you have limited work experience, please include a cover letter telling us about your involvement in activities, clubs, sports, extra-curricular activities etc.


By applying to this job, you agree to receive periodic text messages from this employer and Homebase about your pending job application. Opt out anytime. Msg & data rates may apply.
Powered by Homebase. Free employee scheduling, time clock and hiring tools.