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

  • 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 […]

  • 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.

  • Teen Dungeons & Dragons Club

    Teen Dungeons & Dragons Club
    Ardmore Library 108 Ardmore Avenue, Ardmore, PA

    Ardmore Library has a few spots open in their next D&D Campaign! The Dungeons & Dragons group, for ages 13 and up, runs from 5:00-6:30 pm every Wednesday. Please contact the library to sign up. No experience is necessary. Ages 13 & up. Registration required. In person, with DnDBeyond and Discord.

  • 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 […]

  • 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
  • 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 […]

  • 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 […]

  • 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 […]

  • Cirque Dreams Holidaze

    Cirque Dreams Holidaze
    The Miller Theater 250 S. Broad St., Philadelphia, PA

    Cirque Dreams Holidaze returns to Philadelphia this holiday season with a dazzling production that combines Broadway-style theatrical magic with breathtaking contemporary circus arts. Featuring world-renowned performers in aerial acts, acrobatics, juggling, and more, this thrilling holiday spectacular delights audiences with singers, dancers, toy soldiers, and reindeer. Enjoy original music, unique […]

  • 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 […]

  • 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 […]

  • Meet the Author/Illustrator Story Time at the Upper Darby Library – Sellers Branch

    Upper Darby Library - Sellers Branch 76 S. State Rd., Upper Darby, PA

    Join author Annette Darity-Garber and illustrator Allison Rich at the Upper Darby Library - Sellers Branch on Friday, December 26 beginning at 1 pm. Enjoy Annette's reading of their book, Carry, and a craft activity led by Allison. Copies of the book will be available for purchase. This event will […]

  • Kwanzaa Celebration at Sesame Place

    Kwanzaa Celebration at Sesame Place
    Sesame Place 100 Sesame Road, Langhorne, PA

    Join Sesame Place for a festive and fun Kwanzaa celebration! Join your favorite Sesame Street friends each night of Kwanzaa for a Kinara lighting and learn all about the celebrations and principles of Kwanzaa. Gather in Abby’s Paradise Theater for a special Kinara Lighting Ceremony. Join Elmo, Cookie Monster, and […]

  • Little Women at Hedgegrow Theater

    Little Women at Hedgegrow Theater
    Hedgerow Theatre 64 Rose Valley Road, Media, PA

    A family holiday classic comes to life on stage at Hedgerow Theatre! Step into the heart of the March family, where sisters Jo, Meg, Amy, and Beth grow up together amid the American Civil War. This holiday season, gather with your loved ones to celebrate a timeless tale of family, […]

    $35
  • Disney on Ice – Jump In!

    Disney on Ice – Let’s Dance
    Xfinity Mobile Arena 3601 S. Broad St., Philadelphia, PA

    Multiple showtimes daily, December 26, 2025-January 3, 2026. Get ready to turn up the fun as Disney On Ice presents Jump In! Join Mickey, Minnie, Donald, and Goofy as they guide audiences through beloved Disney stories with the help of their Magical MousePad. Featuring musical journeys from Zootopia, Inside Out 2, […]

  • Hansel & Gretel at Curio Theatre Company

    Hansel & Gretel
    Curio Theatre Company 4740 Baltimore Ave, Philadelphia, PA

    This holiday season, families are invited to step into the story with Hansel & Gretel, a brand-new Make & Partake Theatre Experience by Curio Theatre Company. This interactive show continues Curio’s joyful tradition of hands-on storytelling—where young audiences help bring the magic to life right on stage!

    $20
  • 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 […]

  • 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
  • Better When I’m Dancin’ Family Art & Play

    Bright Day Studio 14 E. Lancaster Ave., Paoli, PA, United States

    Start your weekend with some quality family time at Bright Day Studio. Begin with relaxed open play, then explore a variety of open-ended art projects & sensory experiences for a range of children's ages and abilities. End your time together with a story & snack before you ease on down […]

  • 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 […]

  • Family Explorers: What Lives at the Arboretum? 

    Tyler Arboretum 515 Painter Road, Media, PA

    Looking to spark your child’s curiosity about the outdoors? This program invites families to explore nature using their senses to uncover its secrets. Each month, head outdoors to discover a different seasonal theme, searching for plants, animals, and other natural wonders that bring the Arboretum to life. Using simple tools […]

  • 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 […]

  • 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 […]

  • Hansel & Gretel at Curio Theatre Company

    Hansel & Gretel
    Curio Theatre Company 4740 Baltimore Ave, Philadelphia, PA

    This holiday season, families are invited to step into the story with Hansel & Gretel, a brand-new Make & Partake Theatre Experience by Curio Theatre Company. This interactive show continues Curio’s joyful tradition of hands-on storytelling—where young audiences help bring the magic to life right on stage!

    $20
  • Kwanzaa Celebration at Sesame Place

    Kwanzaa Celebration at Sesame Place
    Sesame Place 100 Sesame Road, Langhorne, PA

    Join Sesame Place for a festive and fun Kwanzaa celebration! Join your favorite Sesame Street friends each night of Kwanzaa for a Kinara lighting and learn all about the celebrations and principles of Kwanzaa. Gather in Abby’s Paradise Theater for a special Kinara Lighting Ceremony. Join Elmo, Cookie Monster, and […]

  • Cirque Dreams Holidaze

    Cirque Dreams Holidaze
    The Miller Theater 250 S. Broad St., Philadelphia, PA

    Cirque Dreams Holidaze returns to Philadelphia this holiday season with a dazzling production that combines Broadway-style theatrical magic with breathtaking contemporary circus arts. Featuring world-renowned performers in aerial acts, acrobatics, juggling, and more, this thrilling holiday spectacular delights audiences with singers, dancers, toy soldiers, and reindeer. Enjoy original music, unique […]

  • 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 […]

  • 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 […]

  • Family Magic Show

    Smoke and Mirrors Theatre 101 S. Easton Road, Glenside, PA

    Magic is an art form enjoyed by people of all ages. These laugh-filled shows feature the comedy and magic of Philly's best family entertainers plus more wonderful performers from out of town from week to week. Enjoy sixty-minute show of laughs and illusion, geared to audiences ages six and up. […]

  • Hansel & Gretel at Curio Theatre Company

    Hansel & Gretel
    Curio Theatre Company 4740 Baltimore Ave, Philadelphia, PA

    This holiday season, families are invited to step into the story with Hansel & Gretel, a brand-new Make & Partake Theatre Experience by Curio Theatre Company. This interactive show continues Curio’s joyful tradition of hands-on storytelling—where young audiences help bring the magic to life right on stage!

    $20
  • 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 […]

  • 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.

  • Little Women at Hedgegrow Theater

    Little Women at Hedgegrow Theater
    Hedgerow Theatre 64 Rose Valley Road, Media, PA

    A family holiday classic comes to life on stage at Hedgerow Theatre! Step into the heart of the March family, where sisters Jo, Meg, Amy, and Beth grow up together amid the American Civil War. This holiday season, gather with your loved ones to celebrate a timeless tale of family, […]

    $35
  • 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