Your Go-To List of Festivals, Farms, Pumpkin Patches & Spooktacular Halloween Fun
Fall on Maryland’s Eastern Shore is packed with family-friendly fun — from cozy farm visits and pumpkin picking to lively harvest festivals and spooky Halloween events. Whether you’re planning a weekend outing or looking for Halloween excitement close to home, this guide makes it easy to find the best things to do in Queen Anne’s, Kent, Talbot, and nearby counties all season long.
👀 Psst… Don’t stop here! If you’re planning your ultimate Eastern Shore fall, be sure to check out our other kid-approved local fall guides!
More Fall Fun Awaits—Check Out These Guides!

🍂 Keep the Fun Going!
- 🎃 Trunk or Treat Guide – Find safe, local trunk-or-treat events near you.
- 📝 Fall Bucket List Bingo Free Printable for Moms – Download your free bingo card filled with cozy, seasonal self-care and family memory-making ideas
- 📝 Ultimate Fall Fun Guide – Your master guide to all things fall on the Eastern Shore.
📌 Bookmark this post, share it with your mom friends, and come back often—we’ll be updating all season long!
👻 Spooktacular Halloween Events👻

Looking for family-friendly ways to celebrate Halloween? This section is packed with parades, trunk-or-treats, haunted hayrides, costume contests, spooky storytimes, and more — all happening across Queen Anne’s, Kent, Talbot, and nearby counties.
🎡 Fall Festivals, Farm Fun & Pumpkin Patch Experiences

Autumn on the Eastern Shore means crisp air, colorful leaves, and plenty of outdoor fun! Here you’ll find everything from classic pumpkin patches and corn mazes to harvest festivals, hayrides, and farm markets. These are perfect day-trip ideas for kids of all ages.
Hey Party People!
Planning a birthday bash just got easier with our Local Birthday Party Guide! Discover the best local venues, entertainment, supply rentals, sweet treats, and everything else you need to make your next birthday extra special.

It’s spooky season!👻
Check out our 2025 Ultimate Fall Fun Guide for local trunk or treats, fall festivals, pumpkin patches, and more to savor the season!
Our Indoor Activities and Play Places Guide is Here!
Find playful indoor spaces such as hands-on play gyms, family-friendly movie theaters, bowling alleys, indoor pools, escape rooms, cozy bookstores, fitness gyms, gaming stores, candy and ice cream shops, art galleries, local museums, and more!





