All Things Holidays in Middletown, Ohio...
'Tis the season! Throughout November and December, join the city of Middletown in a series of holiday events and festivities. From parades, holiday lights, ice skating, and more, get into the holiday spirit at Very Merry Middletown.
Reimagine Ice Skating Rink
November 6, 2026 – January 10, 2027
This beloved event is sure to become a tradition for you and your family! Lace up your skates at the ice rink, and marvel at the sights and sounds as Middletown is transformed into a winter wonderland for the holidays! On Saturdays and Sundays, you can even skate with some familiar holiday characters!
Igloo Rentals
November 6, 2026 - January 10, 2027
Relax and cozy up with a DORA drink in one of the rentable heated igloos!
Light Up Middletown
November 28 – December 31, 2025
Experience a sense of magic and wonder when you approach the dazzling tunnel of lights at Light Up Middletown. Your adventure begins through a colorful light tunnel and takes you through 96 acres of illuminated areas, including Santa's workshop and sleigh, a penguin village, and more!
Meet Santa + Mrs. Claus
Every Friday + Saturday | November 27 – December 22, 2026
You better watch out, and you better not pout — Santa Claus is coming to Middletown! Meet Santa and Mrs. Claus for photos before the big day and share your holiday wish list.
Santa Parade + Tree Lighting
November 28, 2026 | 5:00 PM
Welcome the big man himself at the Santa Parade! The parade kicks off at Central Ave. and proceeds west to Governors Square. Following the parade at the square, Santa will light the Middletown Holiday Tree.
South Main Candlelight Walk
December 6, 2026 | 2 - 7 PM
Enjoy a look inside some of the area’s most historic homes and buildings, all decorated for the holidays!
Horse-Drawn Carriage Rides
December 11 - 12 & December 18 - 19 | 5 - 8 PM
Enjoy a carriage ride through the quaint backdrop of historic downtown Middletown, decorated in gorgeous holiday lights!
Blitzen Cookie Walk
December 19, 2026 | 6 - 10 PM
Photo Credit : Downtown Middletown Inc
Who doesn’t love Christmas cookies…. and cocktails?! Come get merry in Middletown at the annual Blitzen Cookie Walk! Eat and drink your way at the participating downtown Middletown businesses, donning your ugliest holiday sweater.