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

  • East FallsFest

    East Falls Midvale Avenue & Kelly Drive, Philadelphia, PA

    East FallsFest returns Saturday, October 18 from 11:00 am-5:00 pm with food, brews, live music, family fun, and the festival’s first-ever beer garden. Enjoy free pumpkin decorating, face painting, East Falls Trivia, a full music lineup, free rowing lessons, The Give & Take Jugglers Little Circus, vendors and more—all taking […]

    Free
  • Philadelphia Orchestra Children’s Halloween Spectacular

    Marian Anderson Hall, Kimmel Center 300 S Broad St, Philadelphia, PA 19102, Philadelphia, PA, United States

    This October, join the Philadelphia Orchestra for their Family Discovery Series sat their Halloween Spectacular. This family-friendly concert, conducted by Naomi Woo, features a bewitching mix of classic Halloween tunes and seasonal favorites. Bring your little witches and ghosts in costume for a magical morning filled with music, giggles, and […]

  • The Great Pumpkin Carve

    The Great Pumpkin Carve

    Chadds Ford Historical Society 1736 Creek Road, Chadds Ford, PA, United States

    Witness an incredibly unique Halloween tradition started over 50 years ago by renowned local artist Andrew Wyeth and his son at the Chadds Ford Historical Society.  Over 70 native pumpkins from a Chadds Ford farm, ranging in size from 150 to 400 pounds, are carved by local artists and lit […]

  • Guided Tour: Monsters, Myths, and Legends at the Penn Museum

    Penn Museum 3260 South St, Philadelphia, PA, United States

    Where in the Museum do monsters hide, with demons and guardians lurking inside? With amulet in hand, hunt creatures small and grand! At this special event at the Penn Museum, your expert tour guide will share scholarly insights and rich interpretation beyond the object labels—with a spooky twist. Ask questions, […]

  • Into the Woods

    Into the Woods

    SALT Performing Arts 1645 Art School Road, Chester Springs, PA, United States

    SALT Performing Arts presents Into the Woods, a musical bringing Brothers Grimm fairytale characters together for a show exploring themes of wishes, family, and the consequences of our choices. This thought-provoking modern classic weaves familiar storybook tales into a sophisticated narrative that resonates with audiences of all ages. Please note […]

  • Tombstone Tales: The Untold Tales of Soldiers and Women

    Ranieri Flooring 325 W. Main Street, Trappe

    Take a guided tour through St. Luke’s Cemetery and learn about some of the historical figures resting there. Highlights include the graves of Agnes Ewald, one of Trappe’s earliest female residents, and Civil War soldiers James MacMullin and Abraham Koons, both killed in action. Tours will be given at 2 […]

  • The Art of Animals: A Children’s Illustrator Workshop at Stoneleigh Garden

    Stoneleigh: A Natural Garden 1829 East County Line Road, Villanova, PA, United States

    Learn about a year in the life of a little brown bat named Otis as illustrator Kate Garchinsky reads The Secret Life of the Little Brown Bat, a gorgeous and lyrical picture book. Follow a year in Otis’ life as he learns to be a hunter, escape predators, and find […]

    $20
  • BooPort Halloween Parade & Celebration

    Borough of Bridgeport 63 W. 4th Street, Bridgeport, PA

    Get ready for the spookiest, most spectacular parade in Montgomery County — the BooPort Halloween Parade! This FREE community celebration is packed with Halloween magic for all ages. What to Expect: Colorful floats, marching bands, costumed characters, and community groups A special appearance by the Oscar Mayer Weiner-mobile Candy and […]

  • Conshohocken Halloween Parade

    Mary H. Wood Park 130 East 5th Avenue, Conshohocken, PA, United States

    Join the Borough of Conshohocken for its annual Halloween Parade on Saturday, October 18, at 4:00 pm at Mary Wood Park House!

  • The Great Halloween Festival at Upper Main Line YMCA

    Upper Main Line YMCA 1416 Berwyn Paoli Road, Berwyn, PA, United States

    You're invited to join the UML YMCA for a spooktacular good time at the ultimate family destination for Halloween on the Main Line! Grab a cape, hop on your broom and head over to the Y for a howling good time. Costumes are encouraged! Activities: Treat Trail: Travel through the […]

  • Hayrides to the Witch’s House at Linvilla Orchards

    Linvilla Orchards 137 W Knowlton Road, Media, PA, United States

    Visitors can travel through the woods on a hayride to the house of Linvilla Orchards’ Friendly Witch. Children who stop by the witch’s house will be entertained with stories, jokes, and receive a treat. After the hayride, guests are invited to gather around a campfire to roast marshmallows and enjoy […]

  • Cupola Academy Open House

    Cupola Academy 1701 Yellow Springs Road, Malvern, PA, United States

    Both current and prospective Cupola Academy (CA) families are invited to enjoy an evening of socializing and learning more about the programs at CA at their Open House. Whether you’re a current family looking to gain deeper insight into how your youth spends their days at CA, or a prospective […]

  • Norwood Fontbonne Academy 5K at Fort Washington State Park

    Fort Washington State Park 500 S. Bethlehem Pike, Ft. Washington, PA

    Join Norwood Fontbonne Academy for their 5K at Fort Washington State Park. This annual event features a 5K, 1-Mile Fun Run, and 50-Yard Dash. Learn more and register here. Open to the public!

  • Berwyn Farmers’ Market

    Berwyn Farmers’ Market

    The Berwyn Farmer's Market is back and better than ever with expanded hours and vendors, new charity partners, live music every first Sunday, a kids' zone, food trucks, and special theme days. The market will be open weekly on Sundays from May 18 through December 21, 2025, with brief breaks […]

  • Brandywine Conservancy Community Waterside Gathering

    Anson B. Nixon Park 405 N. Walnut Rd, Kennett Square, PA

    Join the Brandywine Conservancy for a day of family-friendly fun at their Community Waterside Gathering at Anson B. Nixon Park. Come out to learn about fishing in a pond, lake and other bodies of water in the region with Legacy, Land and Water Partners/Mid Atlantic Youth Anglers & Outdoors Partners. […]

  • Clover Market – Kennett Square

    Kennett Square 600 S. Broad St., Kennett Square, PA

    The award-winning Clover Market will close out the fall season in Kennett Square on Sunday, October 19 from 10 am to 4 pm. The popup event will feature 95 carefully curated vendors offering a diverse selection of handmade and vintage goods, a large lineup of food trucks, beer and wine, […]

  • Northern Star Farm – Fall Fest

    Northern Star Farm Fall Fest

    Northern Star Farm 112 East Third Avenue, Trappe, PA, United States

    Welcome to Northern Star Farm's 18th Annual Fall Fest! Visit the farm every Saturday and Sunday from 10 am–5 pm for pumpkin picking, hay rides, a 7-acre corn maze, pony rides, giant apple sling shots, the Little Farmer Playbarn, paint ball, Giant air cannon, farm animals, and free lawn and […]

  • U.S. Open Squash Championships & Open House

    Arlen Specter US Squash Center 25 N 33rd Street, Philadelphia, PA, United States

    Attend the U.S. Open Squash Championships for FREE and attend the second annual Open House at the Specter Center. The U.S. Open Squash Championships are the most prestigious squash event in the nation, welcoming top players from all over the world. On Sunday, October 19, people of all ages are […]

  • Family Sundays at Suburban Square

    Family Sundays at Suburban Square

    Suburban Square Anderson & Coulter Avenue, Ardmore, PA

    Family Sundays are back! Come out to the Suburban Square Lawn for music, games, and kid-friendly activities with Go With Yoyo from 11:00 am-1:00 pm every Sunday in May though October. If inclement weather arises, please visit Suburban Square's Instagram page for the most up to date event information.

  • Hauntless House at KidsPark Main Line

    KidsPark Main Line 519 W Lancaster Ave, Haverford, PA, United States

    Join KidsPark Main Line for a spook-tacular day at their Hauntless House on Sunday, October 19th from 11 am – 1 pm. It will be a safe, fun, and not-too-spooky celebration full of hands-on stations for kids: - Spooky Science with the Witch - Decorate Your Own Pumpkin - Cauldron […]

  • The Grange Estate Haunted Family Halloween Event

    The Grange Estate 143 Myrtle Avenue, Havertown, PA

    The Grange Estate is ready to welcome little Grangers (and their parents!) for some Halloween fun! On Sunday, October 19th from 12:00–2:00 pm, the mansion will be transformed with spooky, theatrical décor—perfect for photos and memories. Enjoy a ghoulish story time, show off your best costume in the parade, and end […]

  • Guided Tour: Monsters, Myths, and Legends at the Penn Museum

    Penn Museum 3260 South St, Philadelphia, PA, United States

    Where in the Museum do monsters hide, with demons and guardians lurking inside? With amulet in hand, hunt creatures small and grand! At this special event at the Penn Museum, your expert tour guide will share scholarly insights and rich interpretation beyond the object labels—with a spooky twist. Ask questions, […]

  • Trunk or Treat & Family Swim at Goldfish Swim School – Fort Washington

    Goldfish Swim Schoo, Fort Washington 185 Commerce Dr., Ft. Washington, PA

    It’s time for Trunk or Treat! Come enjoy Goldfish Swim School Fort Washington's front parking lot transformed with decorated trunks, snacks, and a chance to splash around in family swim! Register in advance to reserve your spot!

  • Into the Woods

    Into the Woods

    SALT Performing Arts 1645 Art School Road, Chester Springs, PA, United States

    SALT Performing Arts presents Into the Woods, a musical bringing Brothers Grimm fairytale characters together for a show exploring themes of wishes, family, and the consequences of our choices. This thought-provoking modern classic weaves familiar storybook tales into a sophisticated narrative that resonates with audiences of all ages. Please note […]

  • Montgomery County Chorale & Orchestra Presents: A Symphonic Spectacular

    Trinity Lutheran Church 1000 W. Main St., Lansdale, United States

    The Montgomery County Chorale & Orchestra opens its exciting 28th season with works for solo flute and solo trumpet. You will not want to miss their exciting season opener as the MCCO orchestra performs works for solo flute and solo trumpet, as well as two world premieres and works by […]

  • Echoes of the Night: McKaig Bat Viewing Event

    McKaig Nature Education Center 889 Croton Road, Wayne, PA, United States

    Join McKaig Nature Education Center and Dr. Brandi C., Research Scientist from Bat Conservation International, for a fascinating evening exploring the secret life of bats. This unique educational program will begin with a short classroom discussion at the historic Old Roberts Schoolhouse, where you'll learn about Pennsylvania's native bat species […]

  • Bookworms to Backpacks PreK and Kindergarten Readiness at the Tredyffrin Library

    Tredyffrin Library 582 Upper Gulph Road, Strafford, PA

    Join your preschool friends for age-appropriate activities in a fun and safe environment. Each Bookworms to Backpacks session will have different centers set up to work on fine and gross motor skills.  These will include sorting, correspondence, scissor skills, building, problem solving, sensory play, and more. Caregivers are required to […]

  • Diwali Celebration at Penn Wynne Library

    Penn Wynne Library 130 Overbrook Parkway, Wynnewood, PA, United States

    Join Ms. Tithi at the Penn Wynne Library to learn how to make beautiful Diwali decorations and enjoy some traditional Diwali snacks. Please let the library know if you have any food allergies. This event is for children ages 6+ and registration is required. Per LMLS policy, all children under […]

  • Pumpkinland at Linvilla Orchards

    Pumpkinland at Linvilla Orchards

    Linvilla Orchards 137 W Knowlton Road, Media, PA, United States

    As the leaves begin to change color, Pumpkinland returns to Linvilla Orchards in Media. This fall, visitors can explore an array of pumpkins ranging from small and skinny to tall and plump. The annual pumpkin festival will also feature a variety of autumn activities, including hayrides, pick-your-own apples, and mazes. […]

  • Friends’ Central School – Upper School Take-a-Tour Tuesday

    Friends' Central Middle and Upper Schools 1101 City Avenue, Wynnewood, PA, United States

    Discover the magic of Friends’ Central School by registering for an upcoming Take-a-Tour Tuesday event for grades 6-12. Explore their 26-acre City Avenue campus (Middle/Upper School); meet administrators, teachers, and current students; and see what you and your child can expect as a part of their school community. No matter […]

  • Trail Tuesdays at Valley Forge National Historical Park

    Valley Forge National Park 1000 N. Outer Line Drive, King of Prussia, PA

    Bring your walking shoes to Valley Forge National Historical Park for a brisk walk with good company. All fitness levels, strollers and dogs are welcome! Walks on the first and last Tuesday of the month meet at the General von Steuben on Valley Forge Park Road. All other Tuesday walks […]

  • Phebe Anna Thorne Kindergarten Open House

    Phebe Anna Thorne School 6 College Circle, Bryn Mawr

    The Phebe Anna Thorne Kindergarten located on the Haverford College Campus offers a full-day developmentally appropriate, child-centered program in a small and nurturing setting. This program provides a traditional kindergarten curriculum with many opportunities for active play and social interaction. Come to an Open House to see the class in […]

  • The Agnes Irwin School – All School Open House (Pre-K – 12th)

    The Agnes Irwin School 275 S. Ithan Ave., Rosemont, PA

    Do you have an 8th grader interested in joining an academically enriching and supportive upper school community, a 5th grader ready to find her voice in public speaking and writing, or a kindergartner excited to explore technology in our iWonder Lab? Come to Agnes Irwin's All School Open House on Tuesday, October […]