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Holiday Happenings Around Lady Lake

Holiday Happenings

With beautiful Lady Lake covered in twinkling lights and festive cheer, just a stroll around puts a smile on your face — can you taste the gingerbread and hear the carols yet? Get into the brightest holiday spirit with fun and festive events right here in town! From classic parades to Santa sightings, your hometown certainly know how to do the holidays right. Take a look at our list of holiday happenings around your new home in Lady Lake: 

December 13: Light Up Lady Lake

Kick off the holiday fun with this festive event for the whole family! Head down to Log Cabin Park to mix and mingle with neighbors and enjoy the seasonal cheer. There will be a visit from Mayor Jim Richards as well as a performance by The Villages Elementary of Lady Lake Chorus (and even a visit from Santa himself…)

December 14: Mistletoe Trot 5K or 10K

In nearby Leesburg, embrace the happiness of the holidays with the fun energy of a 5K or 10K run. Now entering its 24th year, the annual Mistletoe Trot is a hit with visitors from all over. You’ll run around beautiful Silver Lake and take in the scenery that makes this area so special to be around during the holidays.

December 19: Holiday Party in Lady Lake

Ready to celebrate the holidays in style? Venture over to La Hacienda Pool & Recreation Center for a night full of holiday entertainment, including a DJ, a festive photo booth, and delicious catering by Gourmet Affair. Best of all, this event is BYOB, so you can bring your friends and your favorite libations for a night to remember. 

December 31: New Year’s Eve Dinner at Demshar’s

If you want to ring in 2020 with good food, good drinks, and great friends, Demshar’s is open for New Year’s Eve dinner! This upscale-casual treasure on Main Street is a go-to spot for the delicious American fare you know and love. Enjoy favorites like seafood, meat, and pasta, and of course, a delectable wine selection.

January 7: Jason Alexander in Lady Lake

Who says the holiday fun has to stop after Christmas and New Year’s Eve? If you’re a fan of Seinfeld’s George Costanza, you’re going to love seeing comedian Jason Alexander perform his standup at Sharon L. Morse Performing Arts Center. Perfect for a date night or excursion with friends, you’ll be laughing all night long!

From all of us at Green Key Village, happy holidays!