HOMS Logo 2015 (002)

Holiday on Main Street is an annual Downtown Middletown event which begins the day after Thanksgiving and continues Saturday, November 28th, Saturday, December 5th, Saturday, December 12th and Saturday, December 19th. This event has developed family holiday traditions and drawn young and old to celebrate the holiday season in Downtown Middletown for over 25 years. With a variety of entertainment every week ranging from free horse and hayrides 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!

SANTA’S MAILBOX will be in front of Middlesex Chamber from Monday, November 23 to Friday, December 11!  Write your letters to Santa and bring them to Holiday On Main Street to mail to Santa!  Please be sure the child’s name and address are on the letter, so Santa can respond!

Inclement weather postponement or cancellations will be posted on