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
Week of Events
Cut Your Own Christmas Tree – Linvilla Orchards
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 […]
Lucia Christmas Market
Bundle up and bring the whole family to the American Swedish Historical Museum’s Julmarknad, a festive Swedish Christmas Market perfect for all ages! Explore the heated outdoor tent filled with Scandinavian treats, holiday gifts, handmade crafts, and delicious baked goods. Enjoy lunch and sweets at the Swedish Christmas Café while […]
Monday, December 1, 2025
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December 1, 2025 -Christmas Village at LOVE Park
Christmas Village at LOVE Park
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 […]
Tuesday, December 2, 2025
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December 2, 2025 -Christmas Village at LOVE Park
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December 2, 2025 -Jan Brett “The Christmas Sweater” Tour!
Christmas Village at LOVE Park
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 […]
Jan Brett “The Christmas Sweater” Tour!
Main Point Books is thrilled to welcome Jan Brett and her newest picture book, The Christmas Sweater, to the Main Line area just in time for the holidays. Jan, her tour bus, and Hedgie the Hedgehog will be at Wayne Presbyterian Church on Tuesday, December 2nd at 5:00 pm. This […]
Wednesday, December 3, 2025
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December 3, 2025 -Christmas Village at LOVE Park
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December 3, 2025 -Chestnut Hill: Holidays on the Hill Stag and Doe Nights
Christmas Village at LOVE Park
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 […]
Chestnut Hill: Holidays on the Hill Stag and Doe Nights
Celebrate the season with Chestnut Hill every Wednesday evening from Thanksgiving through Christmas at the beloved Stag and Doe Nights. Visitors and residents can enjoy late-night shopping and holiday savings as the quaint local stores extend their hours and provide special yuletide offers. A brass ensemble plays enchanting melodies from […]
Thursday, December 4, 2025
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December 4, 2025 -Christmas Village at LOVE Park
Christmas Village at LOVE Park
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 […]
Friday, December 5, 2025
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December 5, 2025 -Lights Up! Holiday Weekends in West Chester
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December 5, 2025 -Christmas Village at LOVE Park
Lights Up! Holiday Weekends in West Chester
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 […]
Christmas Village at LOVE Park
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 […]
Saturday, December 6, 2025
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December 6, 2025 -Lights Up! Holiday Weekends in West Chester
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December 6, 2025 -Cut Your Own Christmas Tree – Linvilla Orchards
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December 6, 2025 -Kennett Square Holiday Village Market
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December 6, 2025 -Riverbend’s Merry & Mindful Makers Market
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December 6, 2025 -Christmas Village at LOVE Park
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December 6, 2025 -West Chester Borough Balladeer Carolers
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December 6, 2025 -Snowflake Stroll – Glen Mills
Lights Up! Holiday Weekends in West Chester
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 […]
Cut Your Own Christmas Tree – Linvilla Orchards
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 […]
Kennett Square Holiday Village Market
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 […]
Riverbend’s Merry & Mindful Makers Market
Join Riverbend for a festive afternoon at the Merry and Mindful Makers Market. Riverbend will be hosting local artists, makers, and growers who will be sharing their handmade, eco-friendly gifts at this outdoor marketplace. Pick up a holiday gift for someone special, or take the time to explore the preserve […]
Christmas Village at LOVE Park
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 […]
West Chester Borough Balladeer Carolers
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 […]
Snowflake Stroll – Glen Mills
Celebrate the magic of the holiday season at Glen Eagle Square’s Snowflake Stroll—a festive, community-centered afternoon filled with winter fun, seasonal treats, and holiday cheer. Guests can explore the shopping center and enjoy a variety of holiday activations, including: Photos with Santa, Hot Cocoa Station, Beanie Giveaway & Holiday Raffle and […]
Sunday, December 7, 2025
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December 7, 2025 -Lights Up! Holiday Weekends in West Chester
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December 7, 2025 -Cut Your Own Christmas Tree – Linvilla Orchards
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December 7, 2025 -Kennett Square Holiday Village Market
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December 7, 2025 -Christmas Village at LOVE Park
Lights Up! Holiday Weekends in West Chester
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 […]
Cut Your Own Christmas Tree – Linvilla Orchards
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 […]
Kennett Square Holiday Village Market
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 […]
Christmas Village at LOVE Park
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 […]

