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.

📬 Make the most of family life around the Main Line with your weekly HIGH FIVE for the best weekend events, tips, and local stories— delivered to your inbox every Thursday.

🗓️ Have an event to share? Join Main Line Parent as a Member to receive priority coverage! Click the banner above to submit a family-friendly event for consideration.

Main Line Parent Community Calendar

  • Road to LionCage – Young Entrepreneurs

    Downingtown S.T.E.M. Academy 335 Manor Avenue, Downingtown, PA

    Road to LionCage is a series of six small, intimate pitch competitions that lead to the LionCage Pitch Competition in the fall of 2025. The September 30 session is specifically focused on high school student entrepreneurs. If you are you a student entrepreneur from a high school located across the […]

  • Apricity Gardens Fall Festival

    Apricity Gardens 1697 Pottstown Pike, Glenmoore, PA

    Join Apricity Gardens on October 4th for a festive day filled with fun, flavor, and fall favorites! Their Fall Festival is the perfect way to welcome the season—with something for everyone to enjoy. What to Expect: • Delicious food • Family-friendly games and activities • Seasonal sales on garden and […]

    Free
  • Downingtown Fall Fest

    Green Street & East Pennsylvania Avenue Green Street and East Pennsylvania Avenue, Downingtown, PA

    Downingtown Fall Fest is a festive, fall community event bringing thousands of visitors seeking great food, crafts and of course, the Victory Beer Garden to the heart of Downingtown. This event is extremely family-friendly and kids can enjoy a number of free activities such as obstacle courses, sports, pumpkin decorating, […]

  • Chester County Turkey Trot

    Downingtown West High School 445 Manor Ave., Downingtown, PA

    The Chester County Turkey Trot has become a great holiday tradition for locals and their holiday guests. There's nothing better than spending time with friends and family on Thanksgiving Day. The Chester County community will once again come together for a fun social event and a great cause! Get a […]

  • Downingtown Good Neighbor Christmas Tree Lighting

    Kerr Park Park Lane, Downingtown, PA

    Join Downingtown's Good Neighbor organization for the annual Christmas Tree lighting on November 29th at 6 pm. The event will be held in Kerr Park in the field between the Gazebo and the Log House. Enjoy games and crafts, music, face painting, refreshments and letters to Santa. Then, the tree […]

  • Homeschool Hangout: Holidays Around the World-Learn About and Celebrate Hanukkah!

    Downingtown Library 122 Wallace Avenue, Downingtown, PA, United States

    Join Miss Rebecca and fellow homeschool and non-traditional schooled friends for a holiday craft hour! Learn about Hanukkah and make a themed craft to celebrate the holiday. This homeschool hangout program is for ages 7+. Little ones may stay in the room, but they must be accompanied by an adult […]

  • Downingtown Good Neighbor Christmas Parade

    Beaver Creek Elementary School 601 W. Pennsylvania Ave., Downingtown, PA

    Join friends and neighbors for Downingtown's hometown Christmas parade featuring local bands, floats, businesses, scouts, dance troupes, and Santa! The parade follows a 1.7 mile route along Lancaster Avenue through the heart of Downingtown. The parade starts at Gable Ave., turning left on Lancaster Ave. and proceeding to the finish […]

  • PTP Winter Soccer Clinic with CJ Olney

    United Sports 1426 Marshallton-Thorndale Road, Downingtown, PA

    Join PTP for an incredible pre-Christmas Soccer Clinic featuring CJ Olney at United Sports. With small player-to-coach ratios, high-level station-based drills, and small-sided games, your player is sure to go in to winter break with some new skills to show off. For ages 7-14.

  • New Year’s Eve Parents’ Night Out at United Sports

    United Sports 1426 Marshallton-Thorndale Road, Downingtown, PA

    This fun alternative to babysitting makes it easy for you to have the enjoyable afternoon or evening you deserve while knowing your child is safe, supervised, and having a blast! During Parents' Days and Nights Out, the kids will be busy playing games and participating in a variety of activities […]

  • Pajama Day Drop-In Family Story Time

    Downingtown Library 122 Wallace Avenue, Downingtown, PA, United States

    Join Miss Rebecca for a FUN DROP-IN Family Story time at the Downingtown Library! All ages are invited to attend! Enjoy reading, dancing, and singing! Each story time will be an adventure! Please come in your favorite pjs! Story time will take place in the open area next to the […]

  • Homeschool Hangout: Holidays Around the World- Celebrate Lunar New Year

    Downingtown Library 122 Wallace Avenue, Downingtown, PA, United States

    Join Miss Rebecca and your fellow homeschool and non-traditional schooled friends for a Lunar New Year themed story time and craft. Read a story (or two!), and then complete a themed craft. This homeschool hangout program is for ages 2+. *Ages 2-6 must have adults remain in the room for […]

  • Summer Fun Open House at YMCA of Greater Brandywine (all branches)

    All YMCA of Greater Brandywine branches

    Join the YMCA of Greater Brandywine for an Open House—a free, family-friendly event designed to help you stay active now and lock in the biggest savings of the year. The open house will feature: Free trial group exercise classes Hands-on family activities Summer camp previews and staff meet-and-greets Program samplers […]

  • Storytime with Miss Rebecca: Happy St. Patrick’s Day!

    Downingtown Library 122 Wallace Avenue, Downingtown, PA, United States

    Join Miss Rebecca for a drop-in story time celebrating St. Patrick's Day. All ages are invited to attend, but this story time is geared towards ages 0-6. Enjoy reading, dancing, and singing! Each story time will be an adventure! Story time will take place in the open area next to […]

  • Kid-Friendly Painting Event

    Sofia Rose Party by Design 123 E Lancaster Ave, Downingtown, PA, United States

    Join on Friday, April 24 from 5:30-7:30PM for a creative kid's night out!