Seasonly

Hiking and Trail Jobs

Get paid to be on the trail. These openings involve hiking, trail work, backpacking, wilderness trips or guiding, based on each job’s title and category.

Updated October 2026

Create your free profileExplore all jobs
Open now
9
Housing confirmed
1
States
5
Cost to apply
Free

Open hiking and trail jobs right now

Overland Summers · Williamstown, MA · trips worldwide

Trip Leader · Summer 2027

Lead small groups of students on outdoor adventures. Training begins June 13, 2027 in Williamstown; leaders depart August 9.

Sanborn Western Camps · Florissant, CO

Backcountry Trip Leader · Summer 2027

Lead or assist backcountry trips while caring for campers at a residential Colorado summer camp.

Sanborn Western Camps · Florissant, CO

Backpacking Specialist · Summer 2027

Teach backpacking and support campers at a residential summer camp in Colorado.

Sanborn Western Camps · Florissant, CO

Hiking Specialist · Summer 2027

Teach hiking and support campers at a residential summer camp in Colorado.

South Shore YMCA Camp Burgess & Hayward · Sandwich, MA · Housing

Adventure Trip Leader · Summer 2026

Lead teenagers on biking, surfing, and hiking trips across New England.

Kieve Wavus Education · Nobleboro, ME

Wilderness Trip Leader · Summer 2026

Lead multi-day wilderness expeditions through the Maine and New Hampshire backcountry.

Jay Peak Resort · Jay, VT

Climbing Wall Guide · Summer 2026

Guide guests through climbing wall activities at a premier Vermont resort.

Apogee Adventures · Trips worldwide

Outdoor Trip Leader · Summer 2027

Lead small groups of students on outdoor adventure trips worldwide.

National Park Service · West Glacier, MT

Park Ranger (Wilderness Volunteer Coordinator) · Summer 2027

Coordinate wilderness volunteer programs at Glacier National Park.

Where these jobs are

About hiking and trail jobs

Hiking and trail jobs pay you to be on the trail: trail crew, backpacking trip leaders, wilderness guides and naturalists who lead interpretive hikes.

Jobs appear here based on confirmed titles and categories, like “trail,” “backpacking,” “wilderness” or guide roles in outdoor adventure.

What the work involves

  • Build and maintain trails
  • Lead day hikes or multi-day backpacking trips
  • Teach Leave No Trace and navigation
  • Manage group safety and first aid
  • Carry tools, food and gear

Common requirements

  • Wilderness First Aid or WFR for guiding roles
  • Strong physical fitness
  • Backcountry or group leadership experience for trip leaders
  • Comfort camping for days at a time

General guidance. Each listing shows the employer’s own requirements.

How to get hired

  1. 1Log trips you’ve taken and any groups you’ve led.
  2. 2Earn Wilderness First Aid if you don’t have it.
  3. 3Look at camps, outfitters and conservation corps.
  4. 4Apply in winter for summer trail seasons.
  5. 5Ask about hitches, days off and gear provided.

Tips before you apply

Wilderness First Aid

WFA or WFR is often required or preferred for guiding and backcountry roles.

Trail crew work is physical

Expect long days, carrying tools and gear, and working in all weather.

Show your experience

List trips you’ve led or taken, Leave No Trace knowledge and any group leadership.

Common questions

Trail crew, trip leader, guide and naturalist roles all pay you to spend time on trails.

Wilderness First Aid (WFA) or Wilderness First Responder (WFR) is often required or preferred.

Yes. Expect long, physical days with tools and heavy packs, in all weather.

Related jobs