2020 Christmas Celebrations in Winter Garden, FL

You’ll be trading in snowflakes for sunshine when it comes to celebrating Christmas in Winter Garden, FL… But if you ask us, that’s not a bad deal. Whether you decided to leave Jack Frost behind and head to sunny Florida this year for Christmas or you are a local resident, we know you will find plenty of holiday spirit here.

Christmas in Winter Garden is magical! From sparkling lights to holiday murals (perfect photo ops) there is something for everyone. While some of the city’s most loved events have been canceled due to Covid-19, local businesses and organizations have been hard at work creating alternatives for the 2020 holiday season.

The Weather is Lovely

Florida winters are one of a kind and definitely worth experiencing. Especially in 2020 considering many of us have been cooped up for months, the last thing we want to do is be stuck inside because it’s too cold outside.

Florida summers may be hot and humid, but during the winter time the humidity fades and the hot heat calms down creating ideal weather. In fact, many evenings cool down to the point of needing a light sweater or jacket. Let’s just say, it might get a little chilly but your teeth won’t chatter because it’s freezing.

Winter Garden Brings Christmas to Life

Winter Garden business owners and residents alike do a magical job at bringing the Christmas spirit to town each year. From festive events to brightly lit houses, our little city really gets into the spirit.

All of the businesses in the downtown area of Winter Garden do a fantastic job decorating for Christmas. There are different events on special nights throughout the month of December. Don’t miss a thing, grab your calendar and mark the dates for some of the great events mentioned below!

Downtown Winter Garden

Unfortunately, due to Covid-19, Light Up Winter Garden and The Winter Garden Christmas Parade have been canceled. Don’t worry, while things may look a little different downtown this holiday season, community members are creating a winter wonderland for everyone to enjoy. There will be

• Festive lighting and holiday decorations throughout the downtown area.
• Holiday-themed photo stations will be set up for fun & festive photos!
• A local artist is painting a holiday mural wall (another great photo op).
• Horse drawn carriage rides during select dates and times. There is a charge for the carriage rides and reservation are required, click here to reserve your spot.
• A Merry Winter Garden Light Show at City Hall from 6pm – 9pm on select dates (Dec. 4th, 5th, 11th, 12th, 13th, 18th & 19th).

All activities are free except for the horse drawn carriage rides, which require reservations. Please remember to be safe and smart this holiday season.

Winter Garden Christmas Golf Cart Parade

Photo Credit: @wgchristmasgolfcartparade

Date: Sunday December 13th

Time: 4:30pm – 6:30pm

Location: Bradford Park – 220 West Division Street, Winter Garden, FL 34787

A local favorite! The West Orange Junior Service League will host the 8th Annual WG Christmas Golf Cart Parade on December 13th. The parade begins and ends at Bradford Park and goes right through the downtown area of Winter Garden. If you’d like to register to be in the parade you can get your ticket here.

This parade is just as much fun to be in as it is to watch. There are prizes and other goodies involved when you participate in the parade. Judges will determine the most unique carts, costumes, and lights as winners! And since it’s 2020 and masks are a requirement due to the Orange County emergency orders this year there will also be winners for the most festive masks too! 100% of the money raised will be donated to multiple local not for profit organizations throughout West Orange county.

DE-LIGHT-FUL Decorations Contest

Date: Tuesday, December 15 & Wednesday, December 16

Time: Judging begins at 5:30 pm

Location: Homes entered into the contest must be within the City Limits of Winter Garden, FL.

The DE-LIGHT-FUL Decorations Contest sweeps across Winter Garden homes, giving residents their time to shine! Christmas lights, blow up lawn characters, fake snow, it’s all perfectly acceptable during this contest. If you’d like to participate, click here for an application (all applications are due Dec.11th.) If you are more of a looker, grab yourself some hot cocoa and take a drive around Winter Garden, you’re sure to see some of the festive homes!

Winter Garden Fire Rescue’s Annual Santa Run

Date: Monday, Dec. 14/North West Winter Garden

Tuesday, Dec. 15/ North East Winter Garden

Wednesday, Dec. 16/South Winter Garden: West CR 545 Corridor

Thursday, Dec. 17/South Winter Garden: East CR 545 Corridor

Friday, Dec. 18/South Winter Garden: CR 535 and Daniel’s Road Corridor

Saturday, Dec. 19/South Winter Garden: Beulah and Windermere Road Corridor

Alternate date is December 21 if weather interrupts one of the visits.

Time: 5:45 pm – 9:00 pm

Location: Neighborhoods throughout Winter Garden, FL

Winter Garden Fire Rescue’s annual “Santa Run” is coming to town again this year! Santa and his sleigh visit Winter Garden neighborhoods from 5:45-9:00 pm on select dates. This is a moving parade where Santa along with his firefighter, police, and city helpers spread holiday cheer! Make sure to check out the listed dates above to ensure you and your family are keeping an eye out on the night Santa will be in your neighborhood.

Erica Diaz Team – 2020 Christmas Celebrations in Winter Garden, FL

Things may look a little different around Winter Garden this Holiday season but that won’t keep the residents from spreading cheer! We promise that you will enjoy Christmas in Winter Garden, Florida so much it will have you moving here (if you don’t already).

Are you looking to buy or sale a home in the Winter Garden area? The Erica Diaz team is here to help with all of your real estate needs, contact us today!