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Holiday on Main Street

We are looking forward to celebrating the holiday season with you this year! The Holiday on Main Street Planning Committee is working with the City's Health Department as well as following the Governor's guidelines to ensure that this event follows all required guidelines, while still providing safe and family friendly fun!

Countdown to the Tree Lighting Ceremony:


Holiday on Main Street is an annual Downtown Middletown event which begins the day after Thanksgiving and continues the following four Saturdays. This event has developed family holiday traditions and drawn young and old to celebrate the holiday season in Downtown Middletown for over 30 years. With a variety of entertainment every week ranging from free horse and wagon rides to Santa Claus, there is certainly something for everyone. Holiday on Main Street is a great opportunity to enjoy the season with friends and family. Come, join the fun!

For more information, please contact Haley Stafford

by email or by phone at 860-347-6924