Father's Day Guide

There's plenty of ways you can celebrate your dad this Father's Day.

Valentine's Date
Night

Check out somewhere new for Valentine's Day

DT Winter Garden Livestream Cam

Looking onto beautiful and historic Plant Street from the WG Heritage Museum

Downtown Must - Do's
 

A list of the must dos to do in Winter Garden 

West Orange Top Realtors

Tap to view the list

Night Time Fun
 

Children's Area 6 to 9 pm

CRUZ N' CAR SHOW
 

Classics, Oldies and the Latest Rides

There are currently no dates scheduled for 2022

Healthy Living
 

Healthy Living businesses in Winter Garden

WG Calm
 

Slow your day down with 30 second Calm Videos of beautiful Winter Garden

Crooked Can Brewing Tap Menu

View whats on tap

Halloween
Fun Guide

Celebrate 10 days of Halloween festivities with Downtown Winter Garden

Summer Guide

Check out all the camps and fun activities you can enjoy with your family in

Winter Garden

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Top Dessert Spots
 

There is plenty of dessert to explore in Winter Garden

Dining and Drinks Guide

Downtown Winter Garden has an array of amazing food and drink options

Santa Run Maps for Winter Garden

View the latest Santa Run Map

Winter Garden Radio
 

Listen to Winter Garden Radio

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Subscribe to our YouTube Channel

Check out our work and fun we have

Family Friendly
 

Things to do that are family friendly

Downtown Parades
 

Multiple Parades happen yearly in DT Winter Garden

Winter Garden Directory Map

Find all your favorite Winter Garden Business locations, contact information, photo galleries and more!

Hurricane Guide
 

Everything you need to know to help prep you for safety

Fall
Guide

Enjoy the fall weather while having fun at these local events.

Mother's Day Guide

See all the fun things you can do with your mother

Historic Downtown
Winter Garden

View and learn all the experiences in beautiful Historic Downtown

Top Downtown Events in Winter Garden

Discover the Top Events Held here in beautiful historic Winter Garden

Winter Garden Farmers Market

Your hometown market open every Saturday from 8am - 1pm

Monday Tuesday Wednesday 

Make Time Winter Garden

Winter Garden News
The Latest

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View GIFs
 

See all of our creative GIFs we created

Winter Garden Village
 

Search for shopping and dining at the Winter Garden Village

Winter Garden Wednesdays

Come hang out with the We Are Winter Garden Team

Matthew's Hope Giving on the Green Golf

Professional leaders who volunteer their time and talents to serve.

Holiday
Guide

Many safe and festive activities for people of all ages to enjoy.