Middletown Christmas Events & Things to Do 2025
Your complete guide to the best christmas events in Middletown and surrounding areas
Near well-known attractions, Middletown marks the holiday season with bright Christmas lights and Holiday lights across the town square and historic neighborhoods. Events such as Christmas in Odessa and Middletown's Holiday Spectacular Parade bring seasonal markets and festive events to local parks and Main Street. Browse holiday markets, enjoy family-friendly winter festivals, and join Santa visits and community performances that make the festive season merry from the waterfront to the downtown shops.
Find the best Middletown Christmas happenings this year!
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Christmas Lights
25 eventsHistoric homes decorated for the holidays
Christmas Markets
24 eventsVictorian London street festival with costumed characters.
Christmas Shows
15 eventsAcclaimed holiday musical with dinner included
Christmas Parties
5 events12 Bars of Christmas Crawl with Santa cup and hat
Christmas Activities
30 eventsOutdoor ice skating with waterfront views and cozy fire pits.
Editor's Picks (6)
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Independence Blue Cross RiverRink Winterfest
(Philadelphia)
Outdoor ice skating with waterfront views and cozy fire pits.
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Christmas in Odessa
(Odessa)
Historic homes decorated for the holidays
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Yuletide at Winterthur
(Wilmington)
Literary-themed holiday decor in a historic mansion.
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LumiNature Holiday Light Show
(Philadelphia)
Wildlife-themed light displays and interactive installations.
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Narberth Dickens Festival
(Narberth)
Victorian London street festival with costumed characters.
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BYOB Holiday Lights Trolley Tour Philadelphia
(Philadelphia)
BYOB trolley tour of Philadelphia's holiday lights
Events Happening Soon (6)
Middletown Christmas Events Map
See every Christmas event, light display, and market on one map.
Also Near Middletown
Christmas Events Road Trips & Weekend Getaways
Worth the drive for more holiday events near Middletown!
Middletown Christmas FAQ
The biggest annual events include Holiday on Main Street, the Magic of Middletown Tree Lighting, and the Holiday Pop-up Vendor Fair. These gatherings draw crowds and feature festive activities for all ages.
Middletown is known for its community-driven tree lighting ceremonies, decorated vehicle parades, and neighborhood light displays that bring neighbors together each holiday season.
Sand Hill Road is especially popular for its elaborate light displays, and the South Green area features festive decorations and the annual tree lighting.
Main Street is the heart of Middletown’s holiday markets, with events like the Holiday Pop-up Vendor Fair and Holiday on Main Street featuring local artisans and craftspeople.
Free activities include the South Green tree lighting, neighborhood light displays, and many holiday market events. These are great options for families and those on a budget.
Families enjoy the tree lighting, decorated vehicle parades, visits with Santa, and craft activities at holiday markets. These events are designed to be fun and engaging for children.