The Best Things To Do Around The Main Line with Kids

Discover the best family-friendly things to do in and around the Main Line with kids, including events, festivals, attractions, and free activities through our curated calendar. Find what’s happening in Chester, Delaware, and Montgomery Counties today and plan your next family adventure!

💞 Check out our sister Community Calendars too: Philadelphia Family and Bucks County Parent.

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Main Line Parent Community Calendar

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Lights Up! Holiday Weekends in West Chester

    Lights Up! Holiday Weekends in West Chester
    Downtown West Chester N. High and Gay Street, West Chester, PA

    Experience hometown holiday magic in West Chester, Chester County, PA! Voted one of USA Today’s Top Places to See Santa Claus, more than 80,000 lights glow as you enjoy the 7th Annual Christkindlmarkt, free photos with Santa in front of our 28-foot-tall Christmas tree, holiday performances from top local talent, Santa on a Classic Fire Truck, and nearly 150 unique shops and restaurants throughout Chester County Hospital Lights Up Holiday Weekends in West Chester, presented by the Greater West Chester Chamber of Commerce.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Villa Maria Academy Lower School Open House (Preschool – 8th Grade)

    Villa Maria Academy Lower School 280 IHM Drive, Malvern, PA, United States

    Parents and students are invited to join us for one of our upcoming Open House sessions. Sessions will be hosted by Villa’s Admissions Office. Prospective students and their families can connect with staff, admissions, current parents and students, and tour the school to learn more about how a Villa education can empower your daughter. We look forward to meeting with you! Space is limited!

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Dedicated Kids-Run Market at the Philly Home & Garden Show

    Greater Philadelphia Expo Center 100 Station Avenue, Oaks, PA, United States

    At the 2027 Philly Home & Garden Show Kids Market, young entrepreneurs ages 5–17 get the opportunity to turn their creativity into a real business!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Make Some Space: A One-Day Women’s Retreat

    Inn at Twin Linden 2092 Main St, Narvon, PA

    Join life coach, author, and retreat leader Melissa Bloom for Make Some Space, a one-day women's retreat at the beautiful Inn at Twin Linden in Lancaster County, PA.

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Winter Children’s Music Circle

    Winter Children’s Music Circle
    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Join PlayIn Time Productions for a weekly, interactive musical program geared toward children ages 0-5 and their parents or caregivers. Instructor Virginia will guide you and your child through warming up their bodies with movement, practicing listening skills using activities like freeze dances, and jamming to classic and new tunes. PlayIn Time’s Music Circles build musical connection and community through shared fun. Get ready to dance, jam, and learn!

  • Villa Maria Academy Lower School Open House (Preschool – 8th Grade)

    Villa Maria Academy Lower School 280 IHM Drive, Malvern, PA, United States

    Parents and students are invited to join us for one of our upcoming Open House sessions. Sessions will be hosted by Villa’s Admissions Office. Prospective students and their families can connect with staff, admissions, current parents and students, and tour the school to learn more about how a Villa education can empower your daughter. We look forward to meeting with you! Space is limited!

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Kid’s Gym

    Kid’s Gym
    Kaiserman JCC 45 Haverford Road, Wynnewood, PA, United States

    Come warm up in the JCC gym and let your child burn off energy with some fun-filled free play! The Indoor Kid’s Gym provides a safe and engaging environment every Sunday during the Fall and Winter from 8:30-10am.
    Kid’s Gym is perfect for crawlers through age 6 to explore, climb, and enjoy some unstructured playtime. Make friends, burn off some energy, and get some exercise in these cold winter months.

  • Makin’ Music at Villa

    Makin’ Music at Villa
    Villa Maria Academy Lower School 280 IHM Drive, Malvern, PA, United States

    Parents and children up to 5 years of age are welcome to join us for our FREE event, as Makin Music performer Miss Jen visits Villa Maria Academy for a 45-minute performances of music and fun. Session begins at 10:00 AM and will meet in the gymnasium. Park in the main lot across from the playground.