See all Middletown Christmas happenings this year!
Middletown welcomes Christmas 2025 around the historic square and riverfront, where community lights and wreaths create a picturesque holiday setting. Highlights include winter events, holiday adventures, and seasonal fun with markets, live concerts, and cozy evening strolls.
Find the best Middletown Christmas happenings this year!
Middletown Christmas Events
Middletown Christmas Light Displays
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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 Ceremony.
Middletown Christmas Food, Drink and Parties
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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.
Middletown Other Christmas Activities
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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.
Christmas Events Near Middletown
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Our Process
With 20 years of experience, we use AI technology to build the most comprehensive list of christmas events events.
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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