Dover Christmas Events & Things to Do 2025

Experience the magic of 'Coney Island Christmas,' a heartwarming play by Donald Margulies. This production delves into the story of Shirley Abramowitz, a young Jewish girl cast as Jesus in her school's Christmas pageant. The play beautifully captures a universal tale of holiday traditions and cultural diversity, suitable for all...

Experience the charm of Christmas in Odessa, a self-guided walking tour showcasing historic homes and buildings adorned for the holidays. This cherished event features Santa and Mrs. Claus, a gingerbread house decorating contest, live Christmas concerts, and a fresh greens sale. Conclude the day with the heartwarming Odessa Tree Lighting...

Celebrate New Year's Eve with a vibrant deck party at Chesapeake Inn. Enjoy music, drinks, and a festive atmosphere as you welcome the new year. This event offers a lively setting with scenic views, perfect for ringing in 2025 with friends and fellow party-goers.

Step back in time to experience a Victorian holiday extravaganza in historic Chestertown, Maryland. This two-day event transports visitors to 1840s London with a festive atmosphere, complete with entertainment, home tours, artisan markets, and delicious food. Don't miss the chance to visit Santa, enjoy carriage rides, and perhaps even participate...

Experience the magic of the holiday season at Dover's annual Capital Holiday Tree Lighting Ceremony. This festive event brings the community together for an evening of joy, featuring enchanting musical and dance performances, a special photo opportunity with Santa Claus, and delightful grab-and-go crafts for children. The highlight is the...

Get ready for Middletown's dazzling Holiday Spectacular Parade! This beloved event brings the community together for a festive celebration featuring creative floats, marching bands, and holiday cheer. It's the perfect way to usher in the holiday season with family and friends.

Experience the magic of the holiday season as Middletown Elves collect letters and deliver them straight to the North Pole. Children can write their wishes and drop them in special mailboxes located at various town spots. In return, Santa will send a personalized letter back to your child, creating a...