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

  • 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

    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

    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

    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 […]

  • Christmas on Cricket

    Lulu's Casita Ardmore 6 Cricket Avenue, Ardmore, PA, United States

    Cricket Avenue will sparkle with holiday fun during Christmas on Cricket! Families are invited to bundle up and join the celebration, featuring holiday tunes, ornament making, a dance circle, hot chocolate and cookies, character appearances, and more. It’s the perfect way to kick off the season with a little festive […]

    $25
  • Cut Your Own Christmas Tree

    Cut Your Own Christmas Tree – Linvilla Orchards

    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 […]

  • Winter Wonderland Tea at Taste of Britain

    Winter Wonderland Tea

    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 […]

  • 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! […]

  • Upper Merion craft fair

    Upper Merion Craft Fair

    Upper Merion Middle School 450 W. Freedom Ave, King of Prussia, PA

    Enjoy a cheerful holiday gathering featuring unique craft vendors, a special visit from Santa, and plenty of yummy seasonal treats to enjoy!

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

    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 […]

  • Shrek the Musical KIDS!

    Shrek the Musical KIDS!

    Hedgerow Theatre 64 Rose Valley Road, Media, PA

    The Hedgerow Theatre School students bring everyone's favorite green ogre to the stage with their performance of Shrek the Musical KIDS. Laugh along the way as Shrek, Donkey, and a cadre of eccentric fairytale friends attempt to save Princess Fiona and reclaim Shrek's swamp home from Lord Farquaad. These performances […]

  • 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, […]

  • Wreath Making Classes

    Wreath Making Classes at Linvilla Orchards

    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 […]

  • The Tapcracker

    The Tapcracker

    Suzanne Roberts Theater 480 S Broad Street, Philadelphia, PA, United States

    This holiday season, join The Lady Hoofers Tap Ensemble, Philadelphia’s own all-women tap company, for The Tapcracker! With a cast of over 40 dancers from PA, NJ, and DE, The Tapcracker transports audiences to Paris, where an infestation of rats has thrown the city into chaos. Toy soldiers guard the […]

    $35 – $65
  • Ardmore Holiday Market

    Ardmore Holiday Market

    Suburban Square Anderson & Coulter Avenue, Ardmore, PA

    The magic of the holidays is coming to Ardmore! 🎶✨ 🛍️ Visitors can shop from 20+ craft vendors offering unique, handmade gifts — curated in partnership with @Art Star, featuring talented studio artists and crafters from Philadelphia and beyond.🎶 Guests can enjoy live music while browsing the market.🎁 Every item […]

  • Kennett Square Holiday Village Market

    Kennett Square Holiday Village Market

    The Creamery of Kennett Square 401 Birch Street, Kennett Square, PA, United States

    The Kennett Square Holiday Village Market, modeled on the German Christkindlmarkt, features dozens of curated artisan and vintage vendors as well as live music, ice sculptures, food trucks, Santa Claus, and more in the magical setting of The Creamery. The Holiday Village Market is a curated shopping and dining experience in […]

  • 6th Annual West Chester Christkindlmarkt

    Downtown West Chester N. High and Gay Street, West Chester, PA

    Experience the magic of the holiday season at the Chriskindlmarkt on Gay Street in downtown West Chester, hosted by the Chester County Art Association! This outdoor market is a holiday tradition, where you can shop unique, handcrafted gifts from local artisans, enjoy seasonal treats, and celebrate with live music and […]

  • 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 […]

  • 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 […]

  • 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 […]

  • Preschool Nutcracker Party at the Studio of Valley Forge

    The Studio of Valley Forge 945 N. Valley Forge Rd., DEvon, PA

    The Studio of Valley Forge will host a Nutcracker party for the preschool set this December. Dancers may come dressed as their favorite prince or princess to enjoy a party filled with movement games, songs, a ballet class, story time, and a craft! Each event is open to all preschoolers […]

  • Hanukkah Donut Decorating at the Gladwyne Library

    Gladwyne Library 362 Righters Mill Road, Gladwyne, PA, United States

    Get ready for Hanukkah fun—decorate delicious donuts with the Gladwyne Library! The library will supply plenty of sprinkles, tasty frosting, and fresh donuts. Come hungry and bring your creativity! Best for kids ages 5 and up! Registration is required. 

  • 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 […]

  • Habitat Stewards at Newlin Grist Mill

    Habitat Stewards at Newlin Grist Mill

    Newlin Grist Mill 219 Cheyney Road, Glen Mills, PA

    Help make the park a better place for wildlife and people! The Habitat Stewards group meets once a month to work on outdoor tasks related to habitat restoration and species conservation. Projects vary by month but include things like invasive plant removal, tree planting, garden maintenance, trail cleanup, and outdoor […]

    Free
  • The Nutcracker | 25th Anniversary

    The Nutcracker at the Grand Opera House, Wilmington

    grand opera house 818 N Market Street, Wilmington, DE, United States

    Experience Delaware’s Holiday Tradition at The Grand Opera House with First State Ballet. Celebrate the season with Delaware’s professional ballet company! Share in Marie’s holiday dream and experience a magical journey through a swirling snowstorm to the Land of Sweets in this lavish production.

  • 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 […]

  • 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 […]