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

  • 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 […]

  • 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 […]

  • Chanukah at the Courthouse

    Chester County Courthouse 2 N. High St., West Chester, PA

    Gather in the golden glow of the season at the Chanukah celebration at the Chester County Courthouse. Enjoy an incredible fire performance by Jensen Brooks, donuts, latkes and cider, Chanukah music, and a fire truck dreidel drop. This event is free and open to the public, but registration is requested.

  • 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 Celebration with Kesher Israel in West Chester

    Kesher Israel Congregation 1000 Pottstown Pike, West Chester

    Join Kesher Israel in West Chester for Kabbalat Shabbat Services, candle lighting and dinner. Arrive early for a Toddler Pre-party from 5:30-6 pm. Bring your own menorah. Tickets available online.

  • Saturday Morning Kids Craft

    Nightingale Materials 118 N High Street, West Chester, PA, United States

    Bring your kiddos to Nightingale Materials every Saturday morning between 10 am–1 pm and let them explore their creative side! No sign up needed, just walk-in! Cost is $10 per child. All kids are welcome! It is best for littles to be past the crayon-eating stage, while our materials are […]

  • 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 […]

  • One Day Wizard Camp

    Municipal Building - 401E Gay St, West Chester, PA 401E Gay St., West Chester, PA, United States

    Both new and returning fans of Brandywine's Wizard programs will love a full day of magic lead by experienced Wizardry professors. This day-off camp will be full of fun wizard activities and magical lessons. Learn spells, make wands, play Quadball (weather permitting), and create potions all while the magic unfolds. […]

  • Conestoga Ice Hockey New Years Eve Open Skate

    Ice Line Quad Rinks 700 Lawrence Dr., West Chester, PA

    Conestoga Girls Ice Hockey hosts their annual New Year's Eve public "Open Skate" fundraiser at Ice Line in West Chester, featuring community skating to support a college scholarship for a graduating senior. The event costs $10/skater (free for 5 & under/current players). 

  • Chess Club at West Chester Library

    West Chester Library 415 N. Church St., West Chester, PA

    Have fun learning the game of chess, or getting some serious practice, with Coach Chuck Shaw! This program is for kids ages 5-15. No Registration Required. Please note, caregivers with children attending who are ages 10 or under MUST stay in the library or on the library premises during the […]

  • Teen & Tween Tuesday Bath Bombs at West Chester Library

    West Chester Library 415 N. Church St., West Chester, PA

    Teens and tweens, enjoy making bath bombs from ingredients you would find in your kitchen or bath, such as baking soda, Epsom salts, and food coloring. If time allows, make a sugar scrub too.  Registration required.

  • Cuentitos Bilingual Class for Little Ones

    Cuentitos Bilingual Class for Little Ones
    The Speech and Language Center 1380 Wilmington Pike, Suite 102, West Chester, PA

    Join The Speech and Language Center in this opportunity to build early exposure to the sounds and rhythms of Spanish in a structured, play-based story group facilitated by a licensed Spanish-speaking Speech-Language Pathologist. 30 minute class, 30 minutes open play and Q&A. You do NOT need to know any Spanish […]

  • Harriet at the UpTown!

    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    Based on the thrilling and inspirational life of an iconic American freedom fighter, HARRIET tells the extraordinary tale of Harriet Tubman’s escape from slavery and transformation into one of America’s greatest heroes. Her courage, ingenuity, and tenacity freed hundreds of slaves and changed the course of history. Starring: Cynthia Erivo, […]

  • Cuentitos Bilingual Class for Little Ones

    Cuentitos Bilingual Class for Little Ones
    The Speech and Language Center 1380 Wilmington Pike, Suite 102, West Chester, PA

    Join The Speech and Language Center in this opportunity to build early exposure to the sounds and rhythms of Spanish in a structured, play-based story group facilitated by a licensed Spanish-speaking Speech-Language Pathologist. 30 minute class, 30 minutes open play and Q&A. You do NOT need to know any Spanish […]

  • Teen & Tween Event – Black History Month Charles McGee Art Two-Day Program

    West Chester Library 415 N. Church St., West Chester, PA

    Have some fun with crazy lines, and crazy colors as we honor artist Charles McGee for Black History month. Make some really cool designs and create a 3-D picture!  This is a 2 day project.  Please sign up for both days - it's Tuesday and Thursday! Come and get messy! Registration […]

  • Love, Luck & Lunar New Year: A Community Pop-Up at OneZo

    OneZo Bubble Tea - West Chester 555 E. Gay St., #28, West Chester, PA

    Join OneZo Bubble Tea for Love, Luck & Lunar New Year. This will be a cozy, welcoming community pop-up celebrating the Lunar New Year with games, crafts, sweet treats, and good fortune — hosted inside OneZo Bubble Tea. This boutique event is designed for everyone: families, friends, couples, students, and neighbors. Come […]

  • Teen & Tween Event – Black History Month Charles McGee Art Two-Day Program

    West Chester Library 415 N. Church St., West Chester, PA

    Have some fun with crazy lines, and crazy colors as we honor artist Charles McGee for Black History month. Make some really cool designs and create a 3-D picture!  This is a 2 day project.  Please sign up for both days - it's Tuesday and Thursday! Come and get messy! Registration […]

  • Crafternoon: Exploring the Art of Alma Thomas

    West Chester Library 415 N. Church St., West Chester, PA

    Celebrate Black History Month by learning about African American artist, Alma Thomas!  Listen to a read aloud of Ablaze with Color: the Story of Painter Alma Thomas by Jeanne Walker Harvey. Then, create your own artwork inspired by the art style of Alma Thomas! For ages 5+ Required Registration begins 2/9/26

  • Teen & Tween Artist Justin Lockley

    West Chester Library 415 N. Church St., West Chester, PA

    Artist Justin Lockley will be speaking to teens and tweens in honor of Black History Month.  He will talk about overcoming obstacles and his journey to his dream of being an artist.  Registration is required.

  • 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 […]

  • Raise Your Voice 2026 Future Stars Benefit

    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    The Uptown Studio Annual Future Stars Benefit is on March 14, 2026, from 12:30PM - 5:00PM. This event showcases the talent and creativity of the local Future Stars with performances by The Uptown Singers, Singing Artist, Singing Academy and their talented improvisation students.

  • Andy Gross: Are You Kidding Me? at Uptown Studio (Teen Event)

    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    Comedy meets magic in one night of laughs and surprises. Andy Gross is one of today’s most popular touring comedy-magicians and ventriloquists, performing to sold-out audiences across the country. With over one billion views of his viral videos and a hit Amazon Prime special, Andy Gross: Are You Kidding Me?, he […]

  • Willy Wonka JR. at the Uptown

    Willy Wonka JR. at the Uptown
    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    Step inside the world of pure imagination in this golden-ticket musical adventure! Roald Dahl’s Willy Wonka JR. brings the delicious adventures of Willy Wonka’s chocolate factory to life in a whimsical, family-friendly musical packed with magic, mischief, and music. Featuring beloved songs from the classic 1971 film—alongside delightful new tunes—this scrumdidilyumptious production […]

  • Willy Wonka JR. at the Uptown

    Willy Wonka JR. at the Uptown
    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    Step inside the world of pure imagination in this golden-ticket musical adventure! Roald Dahl’s Willy Wonka JR. brings the delicious adventures of Willy Wonka’s chocolate factory to life in a whimsical, family-friendly musical packed with magic, mischief, and music. Featuring beloved songs from the classic 1971 film—alongside delightful new tunes—this scrumdidilyumptious production […]

  • Willy Wonka JR. at the Uptown

    Willy Wonka JR. at the Uptown
    Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

    Step inside the world of pure imagination in this golden-ticket musical adventure! Roald Dahl’s Willy Wonka JR. brings the delicious adventures of Willy Wonka’s chocolate factory to life in a whimsical, family-friendly musical packed with magic, mischief, and music. Featuring beloved songs from the classic 1971 film—alongside delightful new tunes—this scrumdidilyumptious production […]