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 3:30-5:30. Show times 5:30pm - 8:30pm. More information, call 407-656-6646.

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Saturday May 05, 2012 - 9am to 10pm: Winter Garden Harvest Festival

Location:Downtown Pavilion, 230 South Lakeview Avenue

Outdoor Farmer’s Market-style festival featuring farmers, food artisans and crafters. Take in the sounds of live blue grass music or join a gardening workshop. Family fun will include interactive exhibits, kids activities, concessions featuring locally-sourced ingredients. The festival will conclude with a large farm-to-table dinner taking place from 7 – 10pm. For more information, please visit www.wintergardenharvestfestival.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 11/24-25/2012: 11th annual Art Festival
Join the historic Downtown Winter Garden Merchants Guild for their 11th 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 Facebook page, web site , or  email RTP Florida.


Winter Garden’s 12 Days of Christmas- download flyer here


November 30th 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 1st 10am: 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 2012 Christmas Parade, please click
here

December 1
Christmas Parade –10 am on Plant Street
A Very Merry Farmers Market w/Santa 9 am – 2 pm

 
December 7
Holiday Music on the Plaza 7 - 9 pm
Special Entertainment by the Cast of
“A Christmas Survival Guide and
Mrs. Clause – 6:30 pm


December 8
A Very Merry Farmers Market w/Santa 9 am - 2 pm
First Annual Santa’s Foot Pursuit 5K
Starts at 5 pm
Outdoor Holiday Movie at the Pavilion 7-9 pm
Dr. Seuss’ “How the Grinch Stole Christmas”

December 9
Holiday Stroll & Open House Holiday Shopping with Food, Drink and Music Special Entertainment starting at 6 pm

December 9th: Merchants Open House 12-7pm
Come and visit our merchants in historic downtown Winter Garden. Holiday music, decorations, and refreshments, and a visit from Mrs Claus. From 2-4,  skate board exhibitions from Fort Barachel Ministries. At 7 pm, Mayor John Rees reads,  Night Before Christmas. Participating businesses: Nancy's Quilt Shop, West End Safe, Sweet Ashley Rae's Bakery, Here Be Dragons Bookshoppe, Flower Cart, Tack Boutique, Garden Music, Garden Theatre, R.C. Stevens Contruction, Hillcrest Insurance, Talbot Asset Management, Moon Cricket Cafe, Winter Garden Pizza.

December 11 & 12
De-light-ful Holiday Decorations Contest
Judging begins after 5:30 pm

 
December 10 - 14
Santa Claus is coming to town! 6 – 9 pm
The Winter Garden Fire Department will be
escorting Santa Claus throughout the City!

December 14
Holiday Music on the Plaza 7 - 9 pm
Holiday Horse Drawn Carriage Rides 7- 9:00 pm
For reservations call 407.877.4823

December 15
A Very Merry Farmers Market w/ Santa 9 am - 2 pm
Community Holiday Entertainment 10 am – 2 pm
Holiday Cruz-N- Car Show 5 - 9 pm

December 21
Simply Christmas on the Plaza 7-9 pm

December 22
A Very Merry Farmers Market w/Santa 9 am – 2 pm
Annual Holiday Gifts for Kids Pick Up – 8 – 9 am

                                                                                                                           

February 9th, 2013 Uncle Don's Chili Cook-off 6pm-9pm
All proceeds go to the American Cancer Society City Employees Relay for Life team. RSVP at avaughn@cwgdn.com

The Paul Howards Band  put on a great concert at Art Fest.

 - Merchants guild event.


December 1st