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About Winwood Leesburg

Parents that send their kids to Winwood Children’s Center, Leesburg enjoy peace of mind knowing their children are receiving quality childcare that develops the body and the mind.

Ascend Curriculum LogoWe take a skill-based approach that balances social, emotional, physical, creative, and cognitive development through our Ascend Curriculum. Our nurturing teachers constantly engage our young students in fun educational activities and build new skills within the following subjects every month: Creative Expression, Kind Child, Literacy, Science & Sensory, Mathematics, Technology, Cultural Understanding, Physical Fitness, and Spanish/Baby Signs.

Childcare & Preschool Programs

Kind Child

Kind Child logoOur staff is dedicated to establishing nurturing relationships with our students and our Kind Child program is a great way to nurture every child’s social skills and feelings of self-worth. We want our students to feel welcome and at home every time they walk through our doors and the goal of Kind Child is to improve the emotional well-being of each child in our care. Each month, we focus on the development of social-emotional skills and valuable character traits such as Responsibility, Respect, Thankfulness, and a Positive Self-Image.

School-to-Home Connection

Preschool children thrive when there is a strong partnership between parents and school. Winwood Leesburg has an open-door policy in which parents can visit at any time and stay for any length of time they feel is necessary. Our teachers maintain constant verbal and written communication so that you’re aware of your child’s day and their progress towards important developmental milestones. We also regularly host family events such as Chili Cook-Offs, Family Movie Nights, and Parents’ Night Out!

Getting to our Childcare Center

Winwood Children’s Center, Leesburg is at the corner of Battlefield Parkway and Miller Drive at 301 Virginia Wildflower Terrace SE, Leesburg, Virginia, 20175. We’re less than a mile from both VA-267 and US-15. For your convenience, we offer transportation to and from six local schools as part of our Before and After School program: Leesburg Elementary School, Evergreen Mill Elementary School, Catoctin Elementary School, Cool Spring Elementary School, Frederick Douglas Elementary, and Sycolin Creek Elementary.

Our Team

Bailey Murphy

Bailey Murphy

Assistant Director

Bailey Murphy joined the Winwood Leesburg family in 2013. She was originally a Lead Teacher in our Toddler Program before taking over the Junior Kindergarten Program in 2014, where her passion for teaching flourished! Bailey completed the Cadence Leadership Training Program in 2015 and trained closely with her management teams before being selected to take over the position of Assistant Director in July of 2017. Her strong knowledge of curriculum and attention to details has made her an important asset to our team. Bailey holds a B.S. in Human Development (emphasis in Child & Family Studies) with a minor in Psychology from Lee University. She is a huge advocate of our Kind Child Curriculum and truly believes that respect and meaningful relationships are the foundations for effective education. On the weekends, Bailey enjoys hiking with her husband, playing in a football league, and loves to cook new recipes.

Becky Lyons

Becky Lyons


Ms. Becky Lyons has been a part of the Winwood family since we first opened in November 2008 – over 10 years! Becky loves working with all ages but has found the Preschool II Program is where she excels. Becky has established a wonderful reputation among our families, having taught many children and siblings throughout her time here. She is encouraging, patient, and committed to helping each child uniquely as they begin their early Preschool journey. Becky’s favorite part of working with this age is watching children discover and learn new things for the first time. In her downtime, Becky enjoys camping, hiking, reading, cleaning and organizing. She is also a proud dog mom to her fur baby, Wicket.

Celeste Gaskins

Celeste Gaskins


Celeste Gaskins has been working with children for over 35 years, 9 of which have been here at Winwood. Celeste’s nurturing, soothing, and dedicated attitude has made her an invaluable member of our Infant I team since she began working at Winwood in 2009. Celeste consistently makes herself available to the families of the children in her care and exemplifies what open communication with parents should be. She is always looking to take the next step to bettering herself and the care she gives to the children. Celeste adores being able to assist infants in reaching their physical and social milestones as they grow and develop. Celeste is universally loved by her coworkers, students, and their families and an absolutely essential member of our Winwood Family.

Kristine Cortez

Kristine Cortez


Kristine Cortez joined our Winwood family in August 2014. She has a Bachelor’s Degree in Management, a certificate in Special Education, and over ten years of experience as a Lead Preschool Teacher. Kristine loves spending time with children and helping them learn through play and fun activities. She loves and encourages each child as if they were her own. Kristine is known for her creativity, and makes every birthday and holiday extra special in her classroom with elaborate decorations and engaging activities. Kristine lives in Leesburg with her husband and two children and loves to travel whenever she can!

Reviews from Parents

5.0 Rating based on 71 Reviews Leave A Review
Jessica Harclerode • Google
Both of my children are Winwood Leesburg graduates. I was initially looking for a place where parents were able to connect with the teachers and a place my children felt safe. What I found was an extension of my family. Teachers who consistently communicated with me, teachers and directors that loved both of my children just as I do, an exceptional and fun learning environment, and a home away from home for my children. When both of my children entered public school for kindergarten they were more than prepared. Both of their teachers said they could tell they were Winwood Pre-K graduates for many reasons. Both were able to operate on a schedule, they had advanced language skills, and enjoyed learning. For these reasons I have recommended Winwood to all of my co-workers and friends. Thank you Winwood for all you have done to prepare my children for school and the world. I am truly grateful.
Heather Chevez • Google
We LOVE Leesburg Winwood! We currently have 2 children enrolled at their school. The staff have been incredible from day one and are truly like family. We are consistently blown away by how amazing all of the teachers are with our kids and our kids LOVE them just as much in return. We are especially grateful for them during this strange time that we are living in right now. We know that the whole staff goes out of their way to make sure are kids are happy, loved and safe on a daily basis. We feel extremely blessed when we learned that they were offering private kindergarten this year. It was an amazing option for our family as an alternative to distance learning with LCPS. Our son is learning so much! I know that he would not have been thriving as much if he were to be doing distance learning. I also know that the growth that we have seen in our daughter is mostly attributed to all of the amazing teachers she has encountered since she started. She absolutely loves Dominique and Chelsea! I feel so blessed that she gets to have such amazing, kind women as examples in her life. Lastly I cannot leave a review about Winwood without mentioning Ms. Joy and Ms. Bailey. They are truly the heart and soul of Winwood. They are so welcoming from the moment you set foot in the door. They go out of their way daily to make sure that our babies feel loved and safe. Thank you from the bottom of my heart for all you have done and continue to do for our family! We look forward to being with you for the years ahead!
Milton Ayala • Google
We heard of Winwood from a family member who thought very highly of it. With my wife returning to work full-time we needed a place that would provide tremendous care of our then 3 month old infant. Winwood head and shoulder stood out above any other childcare center in the area. The staff is super helpful with great teachers and a well thought out curriculum a support staff that go above and beyond to keep children secure and parents at ease. Highly recommend
valorie penn • Google
Over the past 10 years I have had two grandsons at this location and could not be happier. The director , asst director along with all the teachers are wonderful. My current grandson is in toddlers and learning new words, colors and numbers each day. I as a grandparent who can’t stay home with him full time feel so lucky to have a leaning center this reliable, and professional. Valorie Penn

Winwood Children's Center

Leesburg, VA

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Preparing Your Child to THRIVE

Your child is unique, and we are happy to provide an educational, fun and nurturing environment where each child can develop and thrive in order to build a bright future with unlimited possibilities.