ENJOY THE HOLIDAY SEASON IN RIDGELY MARYLAND!
Christmas in Ridgely Winterfest of Lights
November 25, 2026 - January 2, 2027
FREE! Visit our award-winning light display – the largest in the county and one of the largest on the Shore. Capture memorable moments at the selfie stations as you stroll along the paved Rails-to-Trails pathway. Illuminated nightly starting at 5 pm.
Caroline County Humane Society’s PAWS & CLAUS
DATE TBD
Help support the Caroline County Humane Society. Bring your furry family members to the Ridgely Train Station for visits and photos with Santa!
Ridgely Lions Club Christmas Parade
Ridgely Lions Club Christmas Parade
Ridgely Lions Club Christmas Parade
Saturday December 5, 2026
6:45 PM
Line-up at 6:15 PM at Martin Sutton Park 4th Street Parking Lot. Santa will be at the train station after the parade for visits! For more information contact the Ridgely Lions Club:
rlcstrawberryfestival@gmail.com
www.facebook.com/ridgelylionsclub/
Hot Cocoa & Popcorn Fundraisers
Hot Cocoa & Popcorn Fundraiser
Friday & Saturday Nights 5-9pm
Come out and support local organizations as you walk through the light display. Local groups will be on the side porch of the Train Station selling popcorn, hot chocolate and other goodies.
NOV 27th AVAILABLE
NOV 28th AVAILABLE
DEC 4TH AVAILABLE
DEC 5th
DEC 11th AVAILABLE
DEC 12th WINTER FESTIVAL
DEC 18th AVAILABLE
DEC 19TH AVAILABLE
SANTA ROCKS RIDGELY!
SANTA ROCKS RIDGELY!
Santa Rocks Ridgely
December 1-22, 2026
Find a Santa Rock and bring it to the Town Hall for a prize!
WINTER FESTIVAL
WINTER FESTIVAL
The Award-Winning
Christmas in Ridgely Winter Festival
Bring the entire family for an evening of Christmas magic.
FIREWORKS!!!
Ice Skating, Train Rides, & Inflatable Amusements ALL FREE!!!
Vendors, Food Trucks, Beer & Wine
Fun for the whole family!
Saturday December 12, 2026, 4-8 pm
Fireworks begin at 8 pm
Railroad Memorial Park, Ridgely, MD
Raindate: Saturday December 19, 2026
Holiday Paint Night
Holiday Paint Night
Fundraiser for Winter Festival
Friday December 4, 2026, 6:30 pm
Join us at Cowbarn Events 101 Cowbarn Rd., Ridgely, for holiday paint night. Cost is $50 and includes all art supplies, instruction, drinks & light refreshments. Register online or at the town hall, 2 Central Ave., Ridgely
TO SIGN UP USE THE QR CODE BELOW OR CLICK HERE:
https://christmasridgely.betterworld.org/events/christmas-ridgely-paint-night-20-21
Christmas in Ridgely Characters Visit Ridgely Elementary School
Christmas characters will be there at dismissal time to say hello to the students.
DATE: TBD
Ridgely Historical Society Annual Christmas Decorating Contest
DECEMBER TBD, 6 PM
Ridgely residents and businesses are encouraged to decorate for the holiday. Guest judges will pick the winners and prizes will be awarded. Good Luck!
Ridgely Volunteer Fire Department Escorts Santa though Ridgely
DECEMBER TBD, 2026, BEGINNING AT 5 PM OUTSIDE OF TOWN LIMITS
DECEMBER TBD, 2026, BEGINNING AT 5 PM INSIDE TOWN LIMITS