The Trails School For Early Learning is a child daycare & preschools daycare located at 1207 North Cleveland Ave, Chicago, Illinois IL. Find contact info, location details, and similar daycares nearby.
What Parents Say
The Trails School for Early Learning receives universal praise from parents, who consistently highlight the warmth, care, and genuine involvement of staff and ownership. Parents emphasize the nurturing environment, strong sense of community, thoughtful curriculum approach, and the owner's active presence as distinguishing factors that make the school feel like a second home.
we can't say enough good things about Trails. as first-time parents, finding a daycare in the city felt like a massive decision. we toured a lot of places, but Trails quickly became our favorite place that we truly trusted and appreciated bringing our baby to every day. the staff and teachers are incredible people. our son absolutely adored his teachers and it meant the world to us that we knew he was safe, happy, and surrounded by people who really cared about him. we'll always be grateful for the support and love they showed us. THANK YOU for everything! we'll miss you all
Trails was such a great childcare center for our son who was 8 months when he started! The amount of warmth and care that Jessica, the Owner, Michelle, the Director and all of the Teachers show is unmatched to any other childcare facility. It truly felt like such a nurturing place where the staff actually cares about the kids and grows to love and appreciate each child for who they actually are. In a childcare center, it is extremely unique to have the owner there all of the time and truly involved in the center and the kids. Jessica is definitely involved! She knows the families and all of the kids. It is just such a special and unique place!
Our family has had a truly wonderful experience at Trails. From the moment we joined, we felt welcomed into a warm, friendly, and supportive community. The teachers are incredibly caring and attentive to each child, creating a nurturing environment where kids feel safe, seen, and encouraged to grow. There’s a genuine attention to detail in every aspect of the school — from the light-filled classrooms and thoughtful aesthetics, to the high-quality, flavorful, and nutritious meals. The daily outdoor time, focus on creativity, and diverse student body all add to the richness of the experience. We had to wait six months for a spot when we first applied, and I can honestly say it was absolutely worth it. I would recommend Trails to any family looking for an early childhood program that truly honors the joy and individuality of each child.
From the moment we first walked through the doors of The Trails School, we knew we had found something special. There's a warmth that greets you—not just from the staff, but from the atmosphere itself. It's the kind of place where every child is known by name, where smiles are genuine, and where the sense of community is both diverse and deeply connected. One of the things we’ve come to cherish most is how The Trails School celebrates diversity. Our son is growing up surrounded by a rich mix of cultures and perspectives, and it’s clear that inclusion is not just a value or a daily practice- it’s woven into the very fabric of the school’s identity. Being surrounded by peers and educators from all backgrounds, it’s clear that Trails is a place where every child feels seen and valued, heard and celebrated. Every one that enters the school is supported, safe, loved. As a daycare through junior kindergarten with a Montessori-based approach, The Trails School strikes a beautiful balance between structure and independence. The learning environment is thoughtfully designed to encourage curiosity, exploration, and a true love of learning. At Trails they don’t just teach—they ignite curiosity and confidence. Our son is thriving—not just academically, but socially and emotionally. The teachers are deeply attentive and nurturing, guiding each child according to their individual needs and strengths. We feel incredibly fortunate to be part of The Trails School community. It’s more than just a school—it’s a place where children are known, deeply cared for, and given the foundation to grow with confidence and joy. The Trails School has become more than just a school for our family—it’s a second home. We are so grateful to be part of this incredible community and would recommend it wholeheartedly to any family looking for a place where their child can truly thrive. We couldn’t imagine a better start to our child’s educational journey.
I cannot express how much we love Trails. Our daughter thrived there from day one—her teachers are incredibly dedicated, kind, patient, creative, and loving. We always felt safe and at home, and the strong sense of community made a lasting impact on our family. We formed deep friendships with other families that we’ll cherish for years to come. From the thoughtfully designed classroom spaces to the delicious meals and the Reggio-inspired approach, Trails is truly exceptional. We couldn’t recommend it more highly.