Welcome to the perfect holiday guide for Middletown! Find all the top festive events and attractions right here. From residents to tourists, this guide is your passport to Middletown's festive experiences.
This season, the Wilmington Jaycees Christmas Parade brings the community together with floats, marching bands, and a visit from Santa himself, creating a festive atmosphere for all. The Holiday on Main Street showcases local artisans and food vendors while celebrating the joy of the season. And the Holiday Lights Express is something you definitely don't want to miss, offering a delightful train ride through beautifully decorated neighborhoods. See more details on these and other fun events and activities below!
Happy Holidays!
Middletown Events Events
Winterfest Holiday Market (Odessa) • 3.2 miles
Self-guided walking tour of historic homes decorated for the holidays
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Events Around Wilmington
A Longwood Christmas (Kennett Square)
Living jewel box transformed by twinkling lights and jewel-toned colors.
Wilmington Jaycees Christmas Parade (Wilmington)
A festive procession with Santa and community spirit.
Events Around Dover
Capital Holiday Tree Lighting Ceremony (Dover)
Grand tree lighting ceremony with Santa and crafts
Gift of Lights (Dover)
2.5 mile drive-thru holiday light spectacle
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Our goal is complete coverage—from major festivals to small community celebrations, ensuring you never miss anything happening in your area.
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