Every Friday: Fridays on the Plaza Concert Series
Time: 7pm - 9pm
Place: Centennial Park Gazebo, West Plant Street
Different types of music/musicians
Every Saturday: Winter Garden Farmer's Market
Fresh produce, bakery items, plants, citrus, seafood, jams and jellies, herbs, honey,handmade crafts, food, friends and so much more! Located in the downtown historic disrtict, on Lakeview Ave, every Saturday from 8am to 1pm. For more information call Dana Brown, Red Top Productions (Market Manager) 321-202-5855 dana@rtpflorida.com
Every 3rd Saturday: Cruz-in Winter Garden
Join us downtown this great car show! Classic, Hot-rod, Muscle cars and more! Cash prizes and trophies. Music by WJBJ. FREE ADMISSION! Registration from 4:40-6:30. Show times 7pm - 9:30pm. More information, call 407-656-6646.
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11th Annual Festival-SPRING FEVER IN THE GARDEN
Presented by Bloom 'n Grow Garden Society
Saturday, April 9, 2011, from 9:00 a.m. until 5:00 p.m.
Sunday, April 10th, from 11 a.m. until 4 p.m.
In Beautiful downtown Winter Garden
for more info: http://www.springfeveringarden.com/
October 7,8,9 2012 : Music Fest:
A FREE three day outdoor music celebration held on Plant Street in
Historic Downtown Winter Garden...
Music Fest boasts over 30 different music genres that includes: Country, Jazz, Blues, Americana, Acoustic, Classic Rock,Southern Rock, Blue Grass, Alternative, Funk, Reggae, Pop, Folk, Classical, Opera, Musical Theater, Choral, Christian Pop, Gospel, R&B, Zydeco, Native American, Japanese, African, and Celtic. This is the only Central Florida Music Festival that showcases such a diverse collection of fine musicians, exposing their music styles to the community! The Kids will have blast at Kidzfest, enjoying family friendly entertainment and activities. So come, eat all the great food, shop at the vendor's booths, bring your chairs and beach umbrellas and sit back and enjoy the... MUSIC!!! More info: http://www.wintergardenmusicfest.com/
November 11/19-20/11: 10th annual Art Festival

Join the historic Downtown Winter Garden Merchants Guild for their 10th annual art show. Come and see artist from around the state. There is entertainment, kids activities, and lots of food. Browse the shops and eateries of Winter Garden's Historic downtown area while shopping for Christmas gifts. Exhibitors and vendors, see application links on our home page.
Winter Garden’s 12 Days of Christmas
Friday Dec 02 2011 6pm-9pm Location: Downtown Winter GardenDowntown Winter Garden will be turned into a Holiday Wonderland filled with all the trimmings starting December 2nd through the 23rd. Live Music & Entertainment, Lights, Christmas Trees, Horse drawn Carriage Rides, Santa’s Workshop and More! You will find great family entertainment, live theatre and music, local food, and an eclectic mix of stores. For more information and daily activities: http://www.cwgdn.com/special_events/event-detail/winter_gardens_12_days_of_christmas
December 2nd 6pm-9pm: Light-up Winter Garden:
Join the West Orange Ministerial Association and the City of Winter Garden as we welcome in the season at this annual celebration. Enjoy live entertainment, vendors, shopping and children's activities. A street lighting ceremony will be held at 6:15pm.
Interested in becoming a vendor at Light Up Winter Garden? Click here for the vendor application.
December 3rd 1pm: Winter Garden Christmas Parade
Grab a lawn chair and head to your favorite spot. A long-standing Winter Garden tradition will again delight spectators and help to bring in that holiday cheer! Don't forget to look for the big guy himself at the end of the parade!
To register for the 2011 Christmas Parade, please click here.

The Paul Howards Band put on a great concert at Art Fest.
- Merchants guild event.