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

All You Can Carry Pumpkins

Linvilla Orchards 137 W Knowlton Road, Media

Get ready to show your strength in a fun pumpkin challenge on Sunday, October 26, 2025! Choose your pumpkins and try to carry as many as you can twenty feet to the finish line. If you succeed, you can take all your pumpkins home for just $29.99! Remember, you can't […]

Halloween Cookie Decorating

Good Girls Bakery 565 Wellington Square, Exton

Join Good Girls Bakery for a fun, family-friendly Halloween Cookie Decorating event! This is a laid-back, hands-on experience where you'll get to decorate your own batch of spooky-themed sugar cookies. There will be no formal class instruction - just grab a seat, enjoy the creative process, and have fun with […]

Fall Workshop Family Fun Day at Wayne Art Center

Wayne Art Center

Join the Wayne Art Center for a special family afternoon of seasonal crafting and fun! Event admission is free! Candy, coloring stations, a themed photo backdrop, and crafts are all part of this special annual Fall Family Fun Day of festivities! Be sure to wear your Halloween costume to take […]

Halloween on the Hill – Trick or Treating in Chestnut Hill

Chestnut Hill Germantown Ave. and Bethlehem Pike, Philadelphia

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 […]

Kennett Square Candy Trail

State Street, Kennett Square State Street, Kennett Square

Whoooo’s ready for some faBOOlous fun. Join the KSQ Candy Trail from 2-5pm on Sunday, October 26th. Bring your kiddos in costume to follow the trail, find special promotions at your favorite shops and restaurants, and collect treats from more than 30 participating businesses throughout the Borough.

Halloween Crafting at The Candy Lab Ardmore

The Candy Lab 22 East Lancaster Ave, Ardmore

Come dressed in your Halloween costumes and make four delicious and spooky Halloween edible crafts! You’ll have a ghostly great time! Sunday, October 26th from 4:00-5:00 pm. Just $20 (plus $1.20 sales tax) for 4 crafts.

Spooky Stories with Charles J. Adams III

Dewees Tavern 301 W. Main St., Trappe

Bring the family to Historic Trappe as dusk falls for a Halloween evening of history and fun. Gather next to the historic St. Luke’s Cemetery for spooky (but not too scary) stories, led by Charles J. Adams III, a renowned local historian, prolific author, and one of Pennsylvania’s most popular […]

Free