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.
📬 Make the most of family life around the Main Line with your weekly HIGH FIVE for the best weekend events, tips, and local stories— delivered to your inbox every Thursday.
🗓️ Have an event to share? Join Main Line Parent as a Member to receive priority coverage! Click the banner above to submit a family-friendly event for consideration.
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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.
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 […]
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 […]
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.
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! 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 […]
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 […]
Step into an immersive "believe in the magic" themed celebration inspired by the joy of the season. This free family-friendly afternoon promises festive cheer through interactive experiences, live entertainment, and a journey to the North Pole—no train ticket required! Event highlights include: Photos with Santa & Mrs. Claus (printed on-site) […]
Get your holiday started on a festive footing as the Philly Pops present A Philly Holiday Spectacular. Conducted by new Musical Director, Chris Dragon, this show will be filled with holiday favorites and special guests including The Philadelphia Boys' Choir, the St. Thomas Gospel Choir, the Philly Pops Chorus, and […]
Join friends and neighbors for Downingtown's hometown Christmas parade featuring local bands, floats, businesses, scouts, dance troupes, and Santa! The parade follows a 1.7 mile route along Lancaster Avenue through the heart of Downingtown. The parade starts at Gable Ave., turning left on Lancaster Ave. and proceeding to the finish […]
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 […]
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 […]
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.
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.
Don't miss the chance to experience the magic of the season and immerse yourself in the holiday spirit through the power of music! The Spotlight Concert Series is thrilled to announce the return of 'Songs, Stories & Sleighbells – A Holiday Concert' at Trinity Presbyterian Church in Berwyn. Join a […]
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 […]
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 […]
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 […]
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 […]
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 […]
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 […]
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! […]
The Wayne Art Center Holiday Shopping Weekend features three days to shop: December 12 | 4–7 pm December 13 | 10 am–5 pm December 14 | 10 am–4 pm Get inspired for the holidays and shop locally with over 30 fine craft and culinary artisans featuring their handmade and one-of-kind […]
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 […]
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 […]
