Pincushion Hill Montessori School

Employment Opportunities

Open Positions

Elementary Teacher

Pincushion Hill Montessori School seeks a full time Elementary Teacher for the 2022/2023 school year. Established in 1962, Pincushion Hill is a warm and welcoming Montessori community that is committed to creating joyful and enriching outcomes for our students.

Job responsibilities include:

  • Provide learning experiences in English language arts, mathematics, science, social studies, and social emotional learning to students, guided by the Massachusetts Curriculum Frameworks
  • Create hands-on and engaging lessons and activities following the Montessori teaching philosophy
  • Collaborate with an assistant teacher to ensure the safety and well-being of each student while creating an academically enriching classroom environment
  • Prepare an authentic Montessori learning environment for children ranging between the ages of 6 through 12 years old


  • To be considered qualified for the position of Elementary Teacher, candidates must have/be:
  • Montessori Certified or Licensed, or eligible for licensure in Elementary Education
  • Committed to remain current in content knowledge and Montessori teaching approaches
  • Ability to communicate clearly and effectively, both orally and in writing, to children and adults


Pincushion Hill offers a competitive salary with benefits.

Email your resume and a letter that addresses your talents, your experiences, and the reasons you are interested in working at Pincushion Hill Montessori School to Alison Brooks at [email protected].

Interviews will be conducted immediately and until the position is filled.

Floating Assistant Teacher

Pincushion Hill Montessori School in Ashland, MA is seeking a Floating Assistant Teacher to join our team. We are looking for an energetic, open-minded, creative, hardworking individual to work in a nurturing Montessori environment. The Floating Assistant Teacher will work in Children’s House and Elementary classrooms.

Job responsibilities include:

  • Work with children using hands on lessons, activities and ensure a safe environment
  • Prepare an environment in which furnishings, materials, and activities are developmentally appropriate and correspond to the needs of the children
  • Supervise lunch and recess


Experience working in a preschool or elementary classroom
Interested in Montessori philosophy


Monday – Friday 40 hours a week

If you would like an opportunity to work in a school with warm, inviting, child-led classrooms located on a beautiful campus, please email Alison Brooks at [email protected]

Art Teacher

Job responsibilities include:

  • Develop and implement a full range of classroom art activities appropriate to the age and grade level of the students
  • Teach classes with children ages 2.9-10 
  • Teach an after school art enrichment course one afternoon a week
  • Teach in the after school program

Schedule and Compensation:

  • 11:00am – 6:00pm during the school year 
  • This position starts August 22, 2022


  • A Bachelor’s degree in Art or Art Education 
  • Experience teaching preschool and/or elementary children

If you would like an opportunity to work in a school with warm, inviting, child-led classrooms located on a beautiful campus, please email your resume to Alison Brooks at [email protected]