Join us in historic downtown Middletown during Very Merry Middletown!

See our Downtown transform into a Holiday Wonderland with ice skating, light displays, special events, Holiday shopping and themed weekends in December!

This special time in Downtown Middletown is brought to you by the collaborative efforts of Downtown Middletown Inc., Reimagne Middletown, The City of Middletown and Light up Middletown!

See calendar and event information below!

Download Map PDF

Small Business Saturday and the Middletown Santa Parade Nov 29th!

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Light Up Middletown Drive Through Light Show

A Drive - Through Fantasy Light Display
Open Every Night Thanksgiving Through New Year's Eve
6:00 PM - 10: 00 PM - Open in all weather & Holidays

Admission by cash donation - you set the price!

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Reimagine Middletown Ice Rink

November 10th - January 11th
Enjoy Ice Skating right in the center of Downtown Middletown. Create Holiday Memories with friends and family that will last forever!

Daily Admission: $12 unlimited skating
Groups (10+): $8 per person
Skate Aids: $10 for 30 minutes

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Horse Drawn Carriage Rides

Enjoy a slow, peaceful carriage ride through charming downtown Middletown. Perfect for date nights, family outings, and capturing holiday memories.

Schedule

Saturday, December 13 & 20, 2025 | 5-8 PM

Saturday, December 27, 2025 | 3-6 PM

What you need to know

Departure Location: Governor's Square (Central Avenue and South Broad Street)
Cost: Free and family-friendly
Pet Policy: Pets are not permitted in the carriages

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Downtown Merry Market! Nov 7th-Dec 24th!

Downtown Middletown Inc. is pleased to announce our upcoming indoor holiday marketplace, the Merry Market, designed to showcase small businesses, makers, and entrepreneurs throughout the holiday season. Located at 1050 Central Avenue Middletown, Ohio!
Letters to Santa:
In the market you will find a letters to Santa drop off box for your kiddos to come and fill out for free! Letters will be replied to, by Santa’s Elves of course!
Gift Wrapping:
Gift wrapping will be available at the market not only for market sales but also for any items you may purchase in the Downtown district that need to be gift wrapped!