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The first step in the admissions process is to submit our Online Inquiry Form. You will then receive an email with an invitation to register for a visit.
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You will receive an email from the Admissions Office inviting you to choose to visit for either a Weekday Tour or our annual Open House.
Weekday Tours – Adults only – Invitation sent via email
CMS offers weekday tours throughout the school year. Advanced registration is required. Tours are in-person at our Main Campus in Annapolis. Weekday tours will showcase the authentic Montessori principles that we practice each day at CMS. *Out-of-state families should contact the Enrollment Director for alternative plans.
- Young Children’s Communities, Primary Communities, Elementary Communities – 18 months – 12 years
- Guided by the Enrollment Director, visitors will tour each classroom on Main Campus, see the 7.5 acres that are available to the children each day, and participate in Q&A about Montessori. These tours are for adults only, start at 9:00am, take place at our Main Campus, and last approximately 90 minutes.
- Adolescent Program – 7th & 8th grade
- Visitors will hear from the Adolescent Program Director, Erin Foley, to understand more about why we utilize a land and project-based model to guide the adolescents’ journey toward adulthood. Topics include: the idea of the farm and the adults as the materials in a Montessori Adolescent Program; why Montessori is as relevant as ever in a changing world; and how CMS prepares students for high school. These tours are for adults only, start at 9:00am at our Main Campus, last 2 hours, and finish at Upper Campus.
Open House – Families welcome (ages 18 months – 12 years) – Invitation sent via email OR register below
Our annual Open House will take place at our Main Campus on Sunday, November 8, 2026. Families will tour our grounds and classrooms, meet our Head of School and members of our faculty, learn about the authentic Montessori that we practice at CMS, and speak with current CMS parents. You are welcome to attend with or without your child(ren).
Only our Main Campus is open for Open House.
- Young Children’s Communities, Primary Communities, Elementary Communities – 18 months – 12 years
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The admissions office will email with the link to our online admissions application after your visit. There is a non-refundable $55 fee due at the time of submission. Applications are submitted online via MyChesapeake, our online admissions portal.
Applications for the 2027-2028 school year open on October 15, 2026. After attending a tour or open house, you will be invited to submit an application for your child. To be considered in our first round of admissions decisions, applications must be submitted by the second Monday in January. Applications received after this date will be reviewed based on a rolling basis, depending on availability per level.
Application Details & Requirements
Young Children’s Community (YCC)
Submit the application. There is no additional documentation required.Primary Community
Submit the application. If applicable, submit all previous school records and any recent developmental evaluations and/or assessments.Elementary Community and Adolescent Program
We require submission of ALL of the following:
1) the most recent progress report or report card;
2) if applicable, the previous two year’s progress reports or report cards;
3) a teacher recommendation from the current teacher; and
4) any recent developmental evaluations and/or assessments.The teacher recommendation form and a records request form (to submit to the current school) must be downloaded from MyChesapeake. Teacher recommendation forms and student records MUST be received directly from the school or the teacher (not the parent).
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If you submit an application to the Young Child Community, Primary, or Elementary Program, the admissions office may contact you to schedule classroom observations. Classroom observations help parents to understand if your family is well-matched with our program. Observations are for parents only and typically last one hour.
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Young Children’s Community
There are no visits for children during the application process.Primary Community
Applicants, ages 4 years and older, may be requested to attend for a classroom visit. The admissions office will arrange these visits, which last approximately 1 hour. These visits allow CMS staff to observe your child’s disposition.Elementary Community & Adolescent Program
Applications will be reviewed and applicants may be invited to shadow a current student for a day. Typically, applicant shadows are scheduled in January. Shadows are required for admittance to our Elementary and Adolescent Programs but are not offered to all applicants each year. -
The first round of admissions notifications for the 2027-2028 academic year will be communicated via our online admissions portal, MyChesapeake, on or around February 19, 2027 (according to Association of Independent Maryland School guidelines).
If your child is offered enrollment, you will receive a link to submit an electronic enrollment contract. Your child’s enrollment will be confirmed upon return of the signed electronic enrollment contract and the non-refundable $1,800 tuition deposit.
If your child is offered a space in our waiting pool of applicants, which updates each school year, you will be notified via MyChesapeake. If you would like to accept a place in the waiting pool, you must respond to the notification.
Admission to CMS is offered with the understanding that our AMI trained teachers will educate all children within the bounds of the Montessori pedagogy.
Chesapeake Montessori School admits students of any race, color, national, or ethnic origin to all of the rights, privileges, programs, and activities generally accorded or made available to students at CMS. CMS does not discriminate on the basis of race, color, national or ethnic origin in the administration of our education policies, admission policies, tuition assistance policies, and other school-administered programs.
"Free the child's potential and you will transform him into the world" Maria Montessori