Fall Festivals and Events Near Kent Island

Fall is here and what could be more fun then heading out for Fall Festivals and Events Near Kent Island. We’ve rounded up a list of fun happenings through October and we will be adding to it as we find more! In the meantime, call your friends, get out your calendar and plan your Fall Fun on Kent Island! Click the links for details.


Food Truck Days at Emily’s Produce September 17th & 18th

Unicorn Festival at Dominic’s Farm September 18th

Fall Porch Sign Paint Party September 20th

Fall Fun Fest Chestertown September 24th

Farm Charm Easton Fall Fest September 24th

Maryland Seafood Festival September 24th & 25th

Food Truck Days at Emily’s Produce September 24th & 25th

Fall Bingo for Chesapeake Cats and Dogs September 25th

Chesapeake Film Festival September 30th -October 9th

Mid-Atlantic Small Craft Festival September 30th – October 2nd


Artoberfest Historic Stevensville October 1st

Easton Beer Fest October 1st

Hurlock Fall Festival and Train Rides October 1st

Annapolis Baygrass Music Festival October 1st & 2nd

Mystic Market at Foundations Island Yoga October 2nd

Annapolis Boat Show October 6th – 9th

Good Beer Festival Salisbury October 14th & 15th

Ocean City SunFest October 20th – 23rd

Fall Fun Fest at A Little Farm & Nursery October 22nd

Talbot County Fall Fun Fest October 30th

We hope you get out and enjoy all these fall festivals and events near Kent Island this year! Hosting an event and would like to add it to our list? Email ilovekentisland@gmail.com to find out how!

I Love Kent Island

www.ILoveKentIsland.com is the premier online guide for locals and visitors alikeWe highlight the individuals, organizations, and events that make Kent Island a magnificent place to live, visit, and play. 

Subscribe Today

Subscribe to our free newsletter! You will receive fresh ideas of local family-friendly fun and events. Follow us on Facebook and Instagram. We love keeping you updated with local happenings on Kent Island. ilovekentisland.com is a free website serving the community of Kent Island. If your business is interested in sponsoring ilovekentisland.com, email ilovekentisland@gmail.com today.

Ready to call Kent Island home? Allow Kent Island Kathy & the Shore Home Team of Keller Williams Flagship to be your guide! Local experts living and working on the Eastern Shore. Known for their custom marketing and strong negotiation skills. They deliver a first-class experience to their clients. Every time.