Last updated: November 11, 2024
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!
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Middletown Holiday Light Displays
Holiday Lights Express
Ride aboard festively decorated, 100-year-old heated coaches covered in thousands of holiday lights through the Red Clay Valley. Enjoy the holiday decorations of trackside neighbors during this 1-hour evening trip.
Middletown Holiday Markets and Shopping
Shop 'til You Drop Christmas Extravaganza Vendor Fair & Small Business Saturday
Shop 'til You Drop Christmas Extravaganza Vendor Fair & Small Business Saturday offers a bustling marketplace where local vendors and small businesses showcase their holiday wares, making it a great place to find unique gifts and support the community.
Middletown Holiday Shows and Entertainment
Wilmington Jaycees Christmas Parade
The Wilmington Jaycees Christmas Parade features local celebrities, marching and string bands, community organizations, floats, and cartoon characters. Santa Claus is the star of the show, and elves will accept Christmas wish lists from children.
Magic of Middletown Tree Lighting Ceremony
This annual event features the illumination of a grand tree, accompanied by community performances, seasonal music, and family-friendly activities. Local vendors provide refreshments, while attendees gather to celebrate the arrival of the holiday season in a vibrant atmosphere.
Middletown Other Holiday Activities
Holiday on Main Street
Holiday on Main Street in Downtown Middletown offers a variety of family-friendly activities, including tree lighting ceremonies, vendor fairs, reindeer games, and decorated vehicle parades. Enjoy free horse and wagon rides, Santa Claus visits, and a festive atmosphere that has been a tradition for over 30 years.
Annual Reindeer Games
The Annual Reindeer Games feature fun activities and games for all ages, including festive events and holiday cheer.
Santa Claus Express
Ride the Santa Claus Express on the Wilmington & Western Railroad, where Santa greets everyone on board and gives children a special treat. The event features historic locomotives and offers a unique experience for families.
Christmas in Odessa
Christmas in Odessa is a self-guided walking tour of historic homes and public buildings, many dating from the 18th and 19th centuries, decorated for the holidays. The event includes special events like Santa visits, tea and cookies, and holiday concerts.