---
title: Enjoy Holiday Hometown Cheer! Top Events in Clermont & Winter Garden
description: Top holiday events to make you feel 'Home for the Holidays' in Clermont & Winter Garden, FL - some of the area's top Real Estate communities for holiday cheer!
---

[HomeTalk](https://blog.eragrizzard.com/hometalk)

# [Enjoy Holiday Hometown Cheer! Top Events in Clermont & Winter Garden](https://blog.eragrizzard.com/hometalk/clermont/holiday-events-in-clermont-winter-garden-fl)

 Written by [Megan Crevier](https://blog.eragrizzard.com/hometalk/author/megan-crevier) | Dec 11, 2017, 8:02:34 PM

## <https://info.eragrizzard.com/browse-homes-for-sale-in-winter-garden-florida-0>

## Experience the charm and cheer felt throughout the communities during the holiday season and year-round in sought after West Orange and South Lake Counties!

[Real Estate in Clermont](http://www.eragrizzard.com/homes-for-sale-in-clermont) and [Winter Garden](http://www.eragrizzard.com/homes-for-sale-in-winter-garden) are some of the most popular in the Central Florida area. This is in part thanks to their sought-after homes for sale, great lifestyle options, and wonderful way-of-life residents enjoy.

Take a peek at some of the upcoming holiday events happening in the area! In addition to live holiday music, light shows, Santa visits, and themed farmers markets, here is a list of some of the top holiday events you wont want to miss: 

## Santa's Twilight 5K

**When**: December 21, 2019 | Starts at 6:00 PM  
**Where**: Downtown Clermont - 685 W Montrose Street  
**What**: Enjoy a mix of the holidays & Clermont's famous 'active' lifestyle with a 5K Run throughout a Downtown, residential streets, and trails throughout Clermont, Florida. 

 

## Light Up Winter Garden

**When:** December 6, 2019 | 6:00 PM - 9:00 PM   
**Where:**  Downtown Winter Garden  
**What:** Kick off the holiday season at the annual Light Up Winter Garden Event featuring shopping, live entertainment and more. Street lighting is at 6:15PM! 

## Winter Garden Christmas Parade

**When:** December 7, 2019 at 1 PM               
**Where:** South Dillard Street & Plant Street, Downtown Winter Garden  
**What:** Enjoy the Winter Garden tradition of the Christmas Parade! 

## Holiday Record Fair at Citrus Tower

**When:** December 15th, 2019 | 9 AM – 2 PM  
**Where:** Florida Citrus Tower | 141 US-27, Clermont, FL 34711   
**What:** Shop Holiday Records at this event at Mountaineer Coffee in the lobby of Clermont's iconic Citrus tower! Also enjoy the new Tower Arcade or a cup of coffee! Free admission.

## More Holiday Fun in Winter Garden

There's more Holiday Fun to be had on throughout the month of December in Downtown Winter Garden!

**What:** Live Holiday Music  
**When**: December 13th, 20th, 27th from 7-9 PM  
**Where:** Downtown Winter Garden

**What:** A Merry Winter Garden Light Show  
**When:** December 7th, 13th, 14th, 15th, 20th, 21st from 6-9 PM  
**Where:** Winter Garden City Hall

**What:** A Very Merry Farmers Market  
**When:** December 7th, 14th, 21st from 9AM - 2PM  
**Where:** Downtown Winter Garden

**What:** Dickens Carolers on the Plaza  
**When:** December 21st from 6:30pm - 8:30pm  
**Where:** Downtown Winter Garden

## Up Next

# [How Waterfront Park Makes Clermont, FL a 'Best Place to Call Home'](https://blog.eragrizzard.com/hometalk/how-waterfront-park-makes-clermont-fl-a-best-place-to-call-home)

<https://blog.eragrizzard.com/hometalk/how-waterfront-park-makes-clermont-fl-a-best-place-to-call-home>

# [\[Video\] Winter Garden's Downtown & Real Estate in 90 Seconds](https://blog.eragrizzard.com/hometalk/why-winter-garden-fl-is-far-from-your-typical-orlando-suburb-video)

<https://blog.eragrizzard.com/hometalk/why-winter-garden-fl-is-far-from-your-typical-orlando-suburb-video>

# [\[Video\] Discover Life & Real Estate in hometown Clermont, Florida](https://blog.eragrizzard.com/hometalk/discover-life-real-estate-in-hometown-clermont-florida)

<https://blog.eragrizzard.com/hometalk/discover-life-real-estate-in-hometown-clermont-florida>

[View full post](https://blog.eragrizzard.com/hometalk/clermont/holiday-events-in-clermont-winter-garden-fl)

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