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 […]
Monday, December 8, 2025
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December 8, 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 9, 2025
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December 9, 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 […]
Wednesday, December 10, 2025
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December 10, 2025 -Christmas Village at LOVE Park
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December 10, 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 11, 2025
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December 11, 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 12, 2025
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December 12, 2025 -Lights Up! Holiday Weekends in West Chester
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December 12, 2025 -Christmas Village at LOVE Park
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December 12, 2025 -West Chester Borough Balladeer Carolers
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 […]
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 […]
Saturday, December 13, 2025
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December 13, 2025 -Lights Up! Holiday Weekends in West Chester
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December 13, 2025 -Cut Your Own Christmas Tree – Linvilla Orchards
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December 13, 2025 -Kennett Square Holiday Village Market
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December 13, 2025 -Christmas Village at LOVE Park
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December 13, 2025 -West Chester Borough Balladeer Carolers
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 […]
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 […]
Sunday, December 14, 2025
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December 14, 2025 -Lights Up! Holiday Weekends in West Chester
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December 14, 2025 -Cut Your Own Christmas Tree – Linvilla Orchards
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December 14, 2025 -Kennett Square Holiday Village Market
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December 14, 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 […]

