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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 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 68 Reviews Leave A Review
Jacqueline Philbin McCallen • Google
The best daycare. Kind and attentive teachers. I trust completely in the school’s safety and nurturing environment. Cannot recommend more strongly.
Tammy Crupper • Google
My grandson is thriving at Winwood. He is always talking about his teachers and his friends. He has learned so much and loves "his school".
Lucia Schrock • Facebook
We had our two year old son at the start of the pandemic. To say that dropping him off at daycare for the first time in the height of the pandemic was nerve wrecking Is an understatement. Leesburg Winwood, is filled with a group of wonderful teachers and professionals who not only ensure that your children are safe and taken care of, but that the parents and caretakers feel comfortable as well. I always know that my son is in a loving, healthy, safe and learning filled environment where he enjoys being dropped off every day. Not to mention the special care that Winwood has taken throughout the entire pandemic to be responsive and forward thinking with the care of all the children. We could not be happier with our choice, and will always recommend them with flying colors!
Jane Murphy • Google
Facility and staff are great!

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.