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

  • Nature Snow Globe Family Pop-In at Scott Arboretum

    Scott Arboretum & Gardens 500 College Ave, Swarthmore, Pennsylvania

    Celebrate the season with a magical evening at the Arboretum! Families with children ages 3 and up are invited to craft a one-of-a kind snow globe using natural materials sourced from Scott's gardens. Come when you can during this two hour pop-in to complete your craft and enjoy a pizza […]

  • Advent Lessons and Carols

    Martin Saints Classical High School 3000 Keenwood Road, E. Norriston, PA

    Join the students of Martin Saints Classical High School for an evening of Advent Lessons and Carols.

    Free
  • The Philadelphia Ballet presents The Nutcracker

    The Philadelphia Ballet presents The Nutcracker
    Academy of Music 240 S Broad St, Philadelphia, PA, United States

    Treat your family to the memorable experience of George Balanchine’s The Nutcracker®, a must-see holiday classic! The holiday season comes to the stage in the Philadelphia Ballet's annual performance, a tradition unlike any other. Cross swords with the Mouse King and dine with the Sugarplum Fairy in this quintessential celebration […]

  • The Trail to Oregon at Wolf Performing Arts Center

    The Trail to Oregon at Wolf Performing Arts Center
    Wolf Performing Arts Center 1240 Montrose Avenue, Bryn Mawr, PA

    The Trail to Oregon! follows a hilariously inept American family as they embark on a perilous 1800s journey from Missouri to Oregon. This musical parody of the classic Oregon Trail video game delivers non-stop laughs through memorable songs and absurd humor. Expect a riotous adventure that turns the challenges of […]

  • Annie at the Media Theatre

    Annie at the Media Theatre
    The Media Theatre 104 E. State Street, Media, PA, United States

    The Media Theatre's Broadway Series brings the story of orphan Annie to their Delco stage this winter. Sing along with the classic songs you've grown to know and love this holiday season. Immerse yourself in a world of impressive dancing and acting as this feel-good story is brought to life.

  • A Christmas Story the Musical

    A Christmas Story the Musical
    Walnut Street Theatre 825 Walnut St, Philadelphia, PA, United States

    Experience the charm and humor of A Christmas Story The Musical at the Walnut Street Theatre this holiday season. Join Ralphie and his family and experience their hilarious antics. Although he only has one holiday wish to get a Red Rider BB gun on Christmas morning, Ralphie finds himself foiled […]

  • Lights Up! Holiday Weekends in West Chester

    Lights Up! Holiday Weekends in West Chester
    The Greater West Chester Chamber of Commerce 137 N High Street, West Chester, PA, United States

    Voted one of USA Today’s Top Places to See Santa Claus, more than 80,000 lights glow in West Chester this holiday season during Lights Up Holiday Weekends in West Chester. Enjoy free family fun including free photos with Santa in front of M&T Bank on the Square with their new […]

    Free
  • Morris Arboretum & Gardens: Holiday Garden Railway and Nighttime Express Experience

    Morris Arboretum & Gardens’ Holiday Garden Railway
    Morris Arboretum & Gardens 100 E. Northwestern Avenue, Philadelphia, United States

    Make your holiday even more magical with a visit to the Holiday Garden Railway, as it is transformed for the seasons with thousands of twinkling lights! See the enchanting model train rail cars in a festive wonderland of lights and sounds, a marvelous experience for visitors of all ages! Open […]

  • Christmas Underwater at Adventure Aquarium

    Christmas Underwater at Adventure Aquarium
    Adventure Aquarium 1 Riverside Dr, Camden, NJ, United States

    Adventure Aquarium hosts the most unique holiday tradition in the Philadelphia area -- Christmas Underwater, presented by Shriners Children’s Philadelphia! During Christmas Underwater, guests can surf the yuletide and explore a winter waterland filled with holiday d-eel-ights like Scuba Santa, indoor snow flurries, the World’s Tallest Underwater Christmas Tree, and merry more! […]

  • A Longwood Christmas

    A Longwood Christmas
    Longwood Gardens 1001 Longwood Road, Kennett Square, PA

    Step into a world of glittering jewels and timeless elegance this holiday season as A Longwood Christmas returns November 21, 2025, through January 11, 2026. This Christmas, Longwood's Gardens are transformed into a living jewel box as radiant as the jewels and gems that inspired it. Longwood’s grand conservatories come alive […]

  • A Christmas Carol at Walnut Street Theatre

    A Christmas Carol at Walnut Street Theatre
    Walnut Street Theatre 825 Walnut St, Philadelphia, PA, United States

    This holiday season, the Walnut Street Theatre for Kids presents a special hour-long musical adaptation of Charles Dickens' A CHRISTMAS CAROL perfect for kids and families. Using traditional songs to re-tell Dickens’ fantastical story, come along as Ebenezer Scrooge is visited by three ghosts who show him the past, present, […]

  • Made in Philadelphia Holiday Market

    Made in Philadelphia Holiday Market
    Dilworth Park 1 South 15th Streeet, Philadelphia, PA

    It's the most wonderful time of the year - celebrate the holiday season with local vendors from Philadelphia and the tri-state area! The Made in Philadelphia Holiday Market will return to Dilworth Park in 2025 from November 14, 2025 through January 1, 2026, and will once again transform the West side of […]

  • Christmas Village at LOVE Park

    Christmas Village at LOVE Park
    Love Park 1501 John F Kennedy Blvd, Philadelphia, PA, United States

    Experience an authentic German-style holiday market right in Center City Philadelphia at LOVE Park, where a curated mix of global and regional artisans showcase handcrafted treasures from festive ornaments to unique jewelry and artisan goods. Sip on seasonal beverages and indulge in delectable treats as you stroll through a dazzling […]

  • 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 […]

  • A Christmas Story the Musical

    A Christmas Story the Musical
    Walnut Street Theatre 825 Walnut St, Philadelphia, PA, United States

    Experience the charm and humor of A Christmas Story The Musical at the Walnut Street Theatre this holiday season. Join Ralphie and his family and experience their hilarious antics. Although he only has one holiday wish to get a Red Rider BB gun on Christmas morning, Ralphie finds himself foiled […]

  • Winter Luminary Nights at Jenkins Arboretum

    Winter Luminary Nights
    Jenkins Arboretum 631 Berwyn Baptist Road, Devon, PA, United States

    Celebrate the magic of the season at Jenkins Arboretum's Winter Luminary Nights in Devon! Enjoy thousands of sparkling lights, delicious treats from local vendors, and the warmth of your community. Tickets are sold per car for this event. One ticket covers admission for all guests arriving in your car with […]

  • Conshohocken Winter Market

    Conshohocken Winter Market
    Hotel West & Main 46 Fayette Street, Conshohocken, PA, United States

    Two big weekends kick off the holiday season in Conshy! The 2025 Conshohocken Winter Market will be held on December 5-7 and December 12-14 in the Plaza at SORA West adjacent to Hotel West & Main in downtown Conshohocken. The market will feature approximately 25 vendors each weekend, offering items […]

  • Elmwood Park Zoo’s Wild Lights

    Elmwood Park Zoo’s Wild Lights
    Elmwood Park Zoo 1661 Harding Blvd., Norristown, PA

    Elmwood Park Zoo’s most dazzling holiday tradition is back—brighter than ever! Stroll through millions of twinkling lights, glowing animal displays, and sparkling tunnels that transform the zoo into a winter wonderland. Enjoy festive fun for the whole family with Santa’s Workshop, Cookies with Mrs. Claus, animal meet-and-greets, carousel rides, and […]

  • ‘Twas the Night Before Christmas Train Excursion

    ‘Twas the Night Before Christmas Train Excursion
    Colebrookdale Railroad 64 South Washington Street, Boyertown, PA, United States

    Join the Colebrookdale Railroad in your pajamas as Santa reads ‘Twas the Night Before Christmas. Bask in the Christmas spirit and enjoy the comfort of the Colebrookdale's Edwardian-era cars. Rumor has it that Santa himself will appear with a gift for every child. Younger riders can sit with Santa and […]

  • West Chester Borough Balladeer Carolers

    West Chester Borough Balladeer Carolers
    Downtown West Chester N. High and Gay Street, West Chester, PA

    Dressed in Victorian attire, The West Chester Borough Balladeer Carolers will roam around downtown West Chester and perform throughout the holiday season! Enjoy the music while you do some local holiday shopping. Downtown West Chester Schedule: Friday, Nov. 28 – 5:30 pm to 7:30 pm (Black Friday) Saturday, Nov. 29 […]

  • Hanukkah at Hogwarts with Temple Brith Achim

    Temple Brith Achim 481 S Gulph Road, King of Prussia, PA

    Join Temple Brith Achim for an enchanted evening celebrating Hanukkah like you've never experienced before! Whether you're a devoted Harry Potter fan, curious about Jewish traditions, or simply looking for a magical family night out, this event welcomes everyone. This event is perfect for families who've never been to a […]

  • Wreath Making Classes at Linvilla Orchards

    Wreath Making Classes
    Linvilla Orchards 137 W Knowlton Road, Media, PA, United States

    Get into the holiday spirit at Linvilla Orchards at a festive, hands-on wreath-making workshop led by their expert wreath maker, Sue. Sue will guide you step-by-step through the process, sharing her knowledge, tips, and tricks as you design your own holiday masterpiece. Each participant will receive a 12" wreath frame […]

  • Rudolph The Red Nosed Reindeer The Musical Jr.

    Rudolph The Red Nosed Reindeer The Musical Jr.
    The Springer Studio Youth Theater 751 Pike Springs Road, Phoenixville, PA

    Catch the musical production of Rudolph The Red Nosed Reindeer The Musical Jr. this holiday season. Learn of the humble beginnings of the red-nosed holiday hero everyone knows and loves. With an upbeat musical score and lovable characters, this show features children in grades 4 through 8. The Springer Studio […]

  • The Philadelphia Ballet presents The Nutcracker

    The Philadelphia Ballet presents The Nutcracker
    Academy of Music 240 S Broad St, Philadelphia, PA, United States

    Treat your family to the memorable experience of George Balanchine’s The Nutcracker®, a must-see holiday classic! The holiday season comes to the stage in the Philadelphia Ballet's annual performance, a tradition unlike any other. Cross swords with the Mouse King and dine with the Sugarplum Fairy in this quintessential celebration […]

  • The Trail to Oregon at Wolf Performing Arts Center

    The Trail to Oregon at Wolf Performing Arts Center
    Wolf Performing Arts Center 1240 Montrose Avenue, Bryn Mawr, PA

    The Trail to Oregon! follows a hilariously inept American family as they embark on a perilous 1800s journey from Missouri to Oregon. This musical parody of the classic Oregon Trail video game delivers non-stop laughs through memorable songs and absurd humor. Expect a riotous adventure that turns the challenges of […]

  • Annie at the Media Theatre

    Annie at the Media Theatre
    The Media Theatre 104 E. State Street, Media, PA, United States

    The Media Theatre's Broadway Series brings the story of orphan Annie to their Delco stage this winter. Sing along with the classic songs you've grown to know and love this holiday season. Immerse yourself in a world of impressive dancing and acting as this feel-good story is brought to life.

  • Evil Dead The Musical in Berwyn

    Evil Dead The Musical in Berwyn
    Footlighters Theater 58 Main Avenue, Berwyn, PA, United States

    Footlighters Theater is a non-profit theater that has provided quality, affordable family and adult entertainment to the Main Line for over 90 years. This holiday season, the theater is featuring Evil Dead The Musical, a show that turns concepts from a duo of horror films into a comedic musical. In […]

  • Miracle on 34th Street, the Musical in Bethlehem

    Miracle on 34th Street, the Musical in Bethlehem
    Wind Creek Event Center 77 Wind Creek Blvd, Bethlehem, PA

    Come to Bethlehem, "America's Christmas City, for the first ever national tour of Meredith Willson’s Miracle on 34th Street The Musical December 10th-14th, at Wind Creek Event Center. Based on the cherished holiday film, this heartwarming musical tells the story of a Macy's Christmas Santa who may be the real Santa Claus, and […]

  • Kimberton Waldorf School: Waldorf 101 Parent Support Series

    Kimberton Waldorf School 410 W. Seven Stars Road, Phoenixville, PA, United States

    Kimberton Waldorf School will be offering a Waldorf 101 Parent Support Series for the 2025–26 school year! Come to the school on select Saturday mornings from 9:00 to 10:30 am, where a variety of experienced speakers will share insights into Waldorf education and the journey of parenting children of all […]

  • Cut Your Own Christmas Tree – Linvilla Orchards

    Cut Your Own Christmas Tree
    Linvilla Orchards 137 W Knowlton Road, Media, PA, United States

    Kick off the season with a visit to Linvilla Orchards, where over 40,000 Douglas and Canaan Fir trees are ready for you to choose and cut. With thousands of trees between 6–8 feet, finding your perfect one is easy! Linvilla provides saws, ropes, and even helps haul and tie your […]

    $119
  • Lights Up! Holiday Weekends in West Chester

    Lights Up! Holiday Weekends in West Chester
    The Greater West Chester Chamber of Commerce 137 N High Street, West Chester, PA, United States

    Voted one of USA Today’s Top Places to See Santa Claus, more than 80,000 lights glow in West Chester this holiday season during Lights Up Holiday Weekends in West Chester. Enjoy free family fun including free photos with Santa in front of M&T Bank on the Square with their new […]

    Free
  • Santa’s Polar Bear Express Train

    Santa’s Polar Bear Express Train
    Colebrookdale Railroad 64 South Washington Street, Boyertown, PA, United States

    Join Santa on a magical adventure into Christmas past on one of the most beautiful train journeys through the Secret Valley. On board the train, Santa will visit each car, bringing a gift for every child. Children will have an opportunity to give their Christmas letter to him and receive […]

  • Christmas on Cricket

    Pucci Manuli 2 E. Lancaster Ave., Ardmore, PA

    Cricket Avenue will sparkle with holiday fun during Christmas on Cricket! Families are invited to bring a minimum of three (3) canned goods to benefit the Ardmore Food Pantry and will have an opportunity to meet Santa in person, tell him what’s on your wish list, and get your picture […]

  • Winter Wonderland Tea

    Winter Wonderland Tea at Taste of Britain
    A Taste of Britain Eagle Village Shops 503 West Lancaster Avenue, Wayne, PA

    Join A Taste of Britain this holiday season for their Winter Wonderland Tea—a sparkling seasonal tradition for guests of all ages. Enjoy a delightful afternoon filled with festive tea, wintry treats, and memories to warm your heart all winter long. Winter Wonderland Teas are available on weekends between Thanksgiving and […]