It's Time For Holiday On Main Street In Middletown

MIDDLETOWN, CT — It's time for the annual Holiday on Main Street celebration in Middletown.

Holiday on Main Street is a month-long celebration Downtown that runs from Nov. 29 to Dec. 20.

It's a 39-year tradition in Middletown.

Event Highlights:

• Friday, Nov. 29: Magic of Middletown Tree Lighting on the South Green, 4 PM | Parade to Chamber Tree Lighting, 6:15 PM | Eli Cannon’s Tree Lighting, 8 PM
• Saturday, Nov. 30: North Pole Comes to Middletown, 10 AM–2 PM
• Saturday, Dec. 7: Holiday Pop-Up Vendor Fair, 10 AM–2 PM
• Saturday, Dec. 14: Holidays Around the World, 10 AM–2 PM
• Friday, Dec. 20:
  • Dashing Through Downtown Holiday Parade (7 PM, $5 entry fee + toy donation)
  • 4th Annual Magic of Middletown Pub Crawl More info: holidayonmain.com/pub-crawl

Visitors can enjoy free popcorn, pretzels, wagon rides, and pictures with Santa every weekend.