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!

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Halloween on the Hill – Trick or Treating in Chestnut Hill

October 26, 2025 @ 1:00 pm - 3:00 pm

Join Chestnut Hill throughout October for all sorts of Autumn fun and spooky Halloween spirit! Chestnut Hill turns extra magical at this time of year with the charm and enchantment that only a historic village can provide. Whether you’re looking for a fall evening of dining outside or coming for a specific Halloween event, you’ll feel inspired to love Autumn even more because of your visit.

Trick or Treating sponsored by the Chestnut Hill Business District is Sunday, October 26th, from 1-3 pm. Families are invited to stroll Germantown Avenue and Bethlehem Pike in costume. Participating businesses will be handing out candy and non-food treats. Visit shops and restaurants displaying a “Treats Here” poster.

Once again this year, select businesses will be part of the Teal Pumpkin Project. Started by FARE (Food Allergy Research & Education),the Teal Pumpkin Project offers a simple way to make trick-or-treating safer and more inclusive for the one in 13 children living with food allergies, and many others impacted by intolerances and other conditions. A teal pumpkin signals that, in addition to candy, you offer non-food trinkets and treats that are safe for all trick or treaters.

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