The Absolute Best Schools in Annapolis [Updated 2025]

From top-notch academics to vibrant extracurriculars, I’ve dug deep into the heart of Annapolis to uncover what makes each school shine. After reviewing 12 standout locations, I’m thrilled to share insights that only a local could provide.

Having navigated the ins and outs of our educational landscape, I know firsthand what families are looking for—places where kids can thrive, teachers are dedicated, and communities are engaged. Whether you're a parent on the hunt or just curious about the options, I’ve got the scoop on the gems of Annapolis that you won’t want to miss!

Germantown Elementary School

Germantown Elementary School is a delightful gem nestled in Annapolis! During my visit, I was immediately struck by the warm, welcoming atmosphere that the staff creates for both students and families. The classrooms buzz with excitement as children engage in dynamic, hands-on learning experiences. I particularly loved how the school emphasizes creativity and critical thinking—traits essential for today’s learners. With a strong sense of community and committed educators, Germantown truly prepares students for future success. Whether through art, music, or STEM, this school cultivates a passion for learning that is commendable. A must-see for any Annapolis family!

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St Mary's School - Elementary School

St. Mary's School in Annapolis is a delightful gem nestled in a vibrant community. With a curriculum that beautifully blends education and faith, children thrive in a supportive environment. The dedicated teachers foster a love for learning, making each day an adventure. I was particularly impressed by their commitment to character development, encouraging students to become compassionate leaders. The engaging extracurricular activities offer students a chance to explore their passions outside the classroom. Overall, St. Mary's creates a warm and inviting atmosphere, making it a top contender for families seeking a holistic education for their little ones. Simply inspiring!

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St. Mary's School - High School

St. Mary’s School - High School in Annapolis is a delightful blend of academic rigor and nurturing spirit. The moment I stepped onto the campus, I was greeted by a vibrant community that truly values character development alongside education. With small class sizes, students receive personalized attention, fostering both critical thinking and creativity. Extracurricular activities range from sports to arts, ensuring every student finds their niche. The faculty's commitment is palpable, creating an environment where learning is celebrated. Overall, St. Mary's stands out as a school where students thrive both intellectually and personally, making it one of the best educational options in the area.

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Chesapeake Montessori School

My visit to Chesapeake Montessori School was truly delightful! Nestled in a vibrant community, this school embodies the essence of Montessori education, emphasizing independence and curiosity. The bright, inviting classrooms buzz with eager learners engaging in hands-on activities. I was particularly impressed by the nurturing staff, who champion every child's unique journey. The emphasis on collaboration, respect, and creativity ensures that students not only excel academically but also develop a love for learning. If you're seeking a school that balances play with purpose, Chesapeake Montessori is a top contender in Annapolis!

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Chesterton Academy of Annapolis

Chesterton Academy of Annapolis truly stands out as a beacon of academic excellence and character formation. Nestled in the heart of Annapolis, this school offers a rigorous curriculum steeped in classical education, fostering a love for learning among its students. The tight-knit community embraces the values of faith, reason, and virtue, which sets it apart. During my visit, I was captivated by the students’ enthusiasm and the engaging classroom environment. It’s a place where creative thinking and moral integrity flourish. For families seeking an enriching, holistic education, Chesterton Academy is a gem worth exploring!

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The Harbour School

At The Harbour School, every corner radiates innovation and care. Nestled in charming Annapolis, this school thrives on nurturing individual strengths, making learning feel less like a task and more like an adventure. The dedicated staff truly tailor education to fit each student's unique needs, fostering both academic excellence and personal growth. I was particularly impressed by their dynamic programs which champion creativity and critical thinking. This isn't just a school; it's a vibrant community that makes every student feel valued. If you’re seeking a nurturing environment that sparks joy in learning, The Harbour School is truly a gem!

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Phoenix Academy - Annapolis

Phoenix Academy - Annapolis truly stands out as a beacon of innovation and inclusivity in education. Nestled in a vibrant community, this school embraces a personalized approach, allowing each student to flourish at their own pace. The dedicated faculty fosters a supportive environment that encourages curiosity and creativity. I was particularly taken by their commitment to developing both academic and social-emotional skills, ensuring well-rounded growth. The spirited community events and extracurricular activities add a delightful touch, making learning fun and engaging. Overall, Phoenix Academy is a fantastic choice for families seeking an inspiring educational journey for their children in Annapolis.

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Annapolis Elementary School

Annapolis Elementary School is a delightful blend of academic rigor and community spirit. Upon entering, I was greeted by cheerful students and passionate educators dedicated to fostering a love for learning. The innovative curriculum, combined with vibrant extracurricular activities, promotes not only intellectual growth but also social development. The school’s commitment to inclusivity and environmental stewardship is truly commendable. I was particularly impressed by their hands-on projects, which ignite curiosity in young minds. Overall, Annapolis Elementary embodies a nurturing environment where every student can thrive, making it a standout choice for families in the area.

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St. Anne's School of Annapolis

Nestled in a picturesque setting, St. Anne's School of Annapolis truly captivates with its welcoming atmosphere and strong sense of community. The moment I stepped onto the campus, I felt a palpable energy—a blend of curiosity and inspiration among students. The dedicated faculty are a standout, nurturing each child’s unique talents while embracing a holistic approach to education. Emphasizing both academic excellence and character development, St. Anne’s fosters a lifelong love of learning. With an array of extracurricular activities, students are encouraged to explore their passions. If you’re seeking a school that combines warmth with rigor, St. Anne’s is undoubtedly a top contender!

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Monarch Academy Annapolis

My recent visit to Monarch Academy Annapolis was a delightful adventure! This school truly embodies the spirit of innovation and inclusivity. The vibrant classrooms buzz with energy and creativity, offering a rich tapestry of learning experiences. Students thrive here, supported by dedicated teachers who foster both academic and social growth. I was particularly impressed by their commitment to project-based learning, which ignites curiosity and critical thinking. The campus feels inviting and nurturing, making every child feel valued. If you’re in search of a foundation where your child can not only learn but also flourish, Monarch Academy is a stellar option!

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Annapolis High School

Annapolis High School is a vibrant hub of learning where academic excellence meets a sense of community. As I wandered through the lively hallways, I was struck by the enthusiastic students and their engaging teachers. The diverse curriculum promotes critical thinking and creativity, ensuring that every student finds their niche. Athletics and arts flourish here, making it a well-rounded environment. Plus, the supportive atmosphere encourages collaboration and personal growth. In short, Annapolis High is not just about grades; it’s about crafting well-rounded individuals ready to tackle the world with confidence. A true gem in the heart of Annapolis!

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Key School

Key School in Annapolis is an enchanting blend of rigorous academics and a warm, nurturing environment. As I wandered through its beautiful campus, I was immediately struck by the engaged students and their enthusiastic pursuit of knowledge. The curriculum is thoughtfully designed to challenge while encouraging creativity. The small class sizes foster incredible connections between teachers and students, promoting a community feel that’s hard to find elsewhere. Extracurricular activities burst with opportunities, from arts to athletics. In essence, Key School not only educates but also inspires its learners, making it a standout choice for families seeking a holistic education.

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