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This weekend is chock-full of spook-tacular Halloween fun! Here’s what’s happening in Caroline County! For information on how to keep your family safe while enjoying Halloween activities, click here. 

Trick or Treating in Caroline County
Below are the recommended hours for Trick or Treating in Caroline County. 
Town of Preston: Saturday, October 31st, 6pm8pm
Town of Denton: Saturday, October 31st, 6pm7:30pm
Town of Ridgely: Saturday, October 31st, 6pm8pm
Town of Greensboro: Saturday, October 31st, 6pm8pm
Town of Federalsburg: Saturday, October 31st, 6pm7:30pm
Town of Hillsboro: Saturday, October 31st, 5:30pm7pm

Hillsboro’s Halloween Pet Costume Contest
Saturday, October 31st, 2pm – 4pm
Hillsboro Park
Dress up your pet in the perfect Halloween costume and enter this fun-filled contest for your chance to win prizes! Meet at Hillsboro Park for pictures and viewing! Pets and owners will be socially distanced on the walking track. Contest judges will announce the winner on the town’s website and Facebook! Don’t have a pet? Bring a lawnchair and watch the fun! Find out more here!

Book Signing by Robyn Brown, Author of SAM: A Ghost Story
Saturday, October 31st, 10am – 1pm
What’s New Shop, 224 Market Street, Denton
The What’s New Shop invites you to a book signing by Robyn S. Brown, author of SAM: A Ghost Story. Robyn is a Deacon in the United Methodist Church and currently serves as a pastor at two churches in Kent County, and is also a Hospice Chaplain. Learn more about the book signing here.

Federalsburg Trunk or Treat Hosted by VFW Post 5246
Saturday, October 31st, 2pm – 4pm
VFW Post 5246 Parking Lot, 2630 Veterans Drive, Federalsburg
Come out to this free, fun-filled afternoon where you can “Trunk or Treat” at decorated cars! There will be games, food, fun, and prizes for the best decorated car! Contact: Lacy Whitby, 410-463-4855

Pumpkin Patch at Rawlings Farm
Saturday, October 31st and Sunday, November 1st, 10am – 4pm
Rawlings Farm,14700 Greensboro Road, Goldsboro
Head to Rawlings Farm for the final weekend of the season and grab your last-minute pumpkins and mums! Find out more at

Greensboro’s Halloween House Decorating Contest
Saturday, October 31st
Greensboro is hosting a Halloween House Decorating Contest! The Greensboro Police Department will be judging and awarding prizes for the top three entries! Take a drive or stroll through town and check out the haunted decorations! Find out more here.

Preston Historical Society’s Haunted Porch
Saturday, October 31st, 6pm – 8pm
Preston Historical Society, 167 Main Street, Preston
If you are out Trick-or-Treating in Preston on Halloween, be sure to stop by the Preston Historical Society’s Haunted Porch (if you dare)! Candy will be placed in individual treat bags and placed on socially distanced tables so everyone can have a safe, but still fun, Halloween experience. Find out more here.