Local Events 
in Winter Garden Florida

Welcome to the best Winter Garden Events listings online! We aim to be the best source of Winter Garden events, concerts, live music, festivals, parades and other entertainment events by consolidating everything into one list, with events listed in chronological order. If you have a big event you would like to see listed here, let us know! Winter Garden Events, Winter Garden FL 34787 Events.

Here is a list of our yearlong, past and present events in Winter Garden for 2018

Recurring Events

Winter Garden plays host to a multitude of events each week. Whether it is lively music you are after, or a trip down memory lane in your favorite antique muscle car we have what you are looking for. Take the vegetables from the farmer's hands right to your table, or talk shop with a real car buff. Come enjoy yourself at these free events. Winter Garden, FL 34787 events

Fridays on the Plaza Concert Series
When: Every Friday
Time: 7:00pm - 9:00pm
Where: Centennial Park Gazebo, 56 W. Plant St.

November 1- Dungeon Dogs (Oldies, Covers)
November 8- Justin Mason Band (Bluegrass)
November 15- Scotty Long (Folk, Country, 60’s to today)
November 22- Good Times Jazz Band (Jazz)
November 29- Tree Frogs (Classic Hits- 60’s & 70’s)


December 6- Light Up Winter Garden
December 13- KeyHarmony (Christmas/Holiday)
December 20- Roots & Rosin- Nicole Equerme/Abigail Collins (Christmas/Holiday)
December 27- Paint it Black Quartet (Christmas/Holiday)

Farmers Market
When: Every Saturday
Time: 9:00am - 2:00pm
Where: City Pavilion, 104 S. Lakeview Ave.
Historic Downtown Winter Garden
www.wintergardenfarmersmarket.com


Cruz-n-Car Show
Now being held quarterly
When: Saturday Jan. 19, April 20, June 15, Sept. 21, 2019
Time: 4:00pm - 8:00pm
Where: Downtown Winter Garden on Plant Street



Take a Hike! With Oakland Nature Preserve
When: 2nd Saturday of every month
Time: 2:00pm
Where: Oakland Nature Preserve- 747 Machete Trail, Oakland
Oakland Nature Preserve Calendar



WINTER GARDEN EVENTS



Special Events

January

Cruz-n-Car Show
When: Saturday Jan. 19, 2019
Time: 4:00pm - 8:00pm
Where: Downtown Winter Garden on Plant Street
With music by WJBJ Cruisin' with the Classics

Martin Luther King, Jr. Celebration
When: Monday, Jan. 21, 2019
Time: Community Parade-10:00am/Celebration-10:30am-2:00pm                   
Where: Downtown Winter Garden
Come celebrate and honor this great leader of the civil rights movement! Community Parade will start at 10:00am and travel along Plant Street
through downtown Winter Garden. Enjoy entertainment, speakers, vendors, kids’ activities and much more! For more info call: 407-656-4155

February

Little Cupid’s Carnival
When: Pending...
Time: 10:00am-12:00pm
Where: Location: Jessie Brock Community Center, 310 North Dillard St.
A special sweetheart filled morning for children ages 3 to 5!  Join the Parks and Recreation Department for arts & crafts, fun games, face painting and more!  Bring a friend or group.  Group headcounts are required in advance.  Please call the Recreation office with your headcount at 407-656-4155.

8th Annual Winter Garden Blues & BBQ
When: Saturday, February 9, 2019

Time: 4:00pm-10:00pm
Where: Downtown Pavilion, 104 Lakeview Avenue

FREE Admission • BBQ available for purchase.
This festival pairs the hottest Blues and Roots musicians with award winning local BBQ connoisseurs, for an afternoon celebration of true Southern Soul. An exciting annual event that is not to be missed! For more info call: 407-656-4155
4:00pm-Sean Chambers
6:00pm-Lauren Mitchell Band
8:00pm-Selwyn Birchwood Band

March

Evening at the Pops
When: Saturday, March 2, 2019
Time: 6:30pm-8:30pm
Where: Newton Park, 29 West Garden Avenue
The Rotary Club of Winter Garden presents the Annual Evening at the Pops event, featuring the UCF Philharmonic Orchestra.  Sit under the stars and enjoy the symphony! The orchestra will perform at 6:30pm on the shores of Lake Apopka.
Fee: $10 a Ticket / Children under 10 Free Admission.
For more info: www.facebook.com/EveningAtThePops

April

Winter Garden Lions Club Annual Easter Egg Hunt
When: Sunday, April 21, 2019
Time: 10:30am-12:00pm
Where: Newton Park, 29 W. Garden Ave.
The Winter Garden Lions Club will be hosting their annual Easter Egg Hunt at Newton Park on Lake Apopka.  This event is FREE to the public for children ages 2 to 12.  Spare eggs will be available for children under 2. For children attending with special requirements, please contact the Recreation Office at 407-656-4155 at least one week prior to the event.

19th Annual Spring Fever in the Garden
When: Saturday, April 6 and Sunday, April 7, 2019
Times: Saturday: 9:00am-5:00pm and Sunday: 11:00am-4:00pm
Where: Historic Downtown on Plant Street
This annual event in downtown Winter Garden is one of Florida's best plant, flower and garden festivals! There will be live entertainment, food vendors and thousands of plants and flowers for sale.
The festival also features "KidZone" with fun environmental education booths, photos, crafts and more!  There will be an Art Auction located in the Police Department building, the "Chalkin' It Up" sidewalk art contest, and the "Ask the Expert" booth, along with many more activities.
Free shuttle service will be available from Veteran's Memorial Park, 420 S. Park Ave.
For more information visit: www.springfeveringarden.com
Hosted by the Bloom and Grow Garden Society & the City of Winter Garden

Cruz-n-Car Show
When: Saturday April 20, 2019
Time: 4:00pm - 8:00pm
Where: Downtown Winter Garden on Plant Street
With music by WJBJ Cruisin' with the Classics

May

Winter Garden Memorial Day Service
When: Monday, May 27, 2019
Time: 8:30am
Where: Veterans Memorial Park
420 S. Park Ave.
Winter Garden, FL 34787
Former City Commissioner Theo Graham will be the master of ceremonies for teh 26th year, and Mayor John Rees will also be participating. The guest speaker will be Robert E. Cole, Jr., a Winter Garden resident and retired master sergeant of the U.S. Air Force. The program will also include patriotic music by Geoff Bashioum, a color guard made up of members iof the Winter Garden police and fire departments, a roll call of the war dead and a wreath-placing ceremony. For more info contact: Theo Graham at 407-656-2021

June

Cruz-n-Car Show
When: Saturday, June 15, 2019
Time: 4:00pm - 8:00pm
Where: Downtown Winter Garden on Plant Street
With music by WJBJ Cruisin' with the Classics

July

All American Kids Parade & Breakfast
When: Thursday, July 4, 2019
Time: 8:00am - 11:00am
Where: Winter Garden Masonic Lodge, 230 West Bay Street downtown
Enjoy breakfast, decorations to adorn bicycles, scooters, strollers and wagons and games at the Winter Garden Masonic Lodge. The parade starts at 10:00am and breakfast is served from 8:00am-9:45am.  For more information, please call the Winter Garden History Center at 407-656-3244.

Party in the Park
When: Thursday, July 4, 2019
Time: 6:00pm - Fireworks: 9:15pm
Where: Newton Park, 29 W. Garden Ave. on Lake Apopka
Bring a chair, blanket to sit on the grass for this annual Winter Garden tradition!  Keep your eyes on the sky for one of the best firework displays in West Orange County.  Live music by LBB-Leonard Brothers Band. Fun for all ages with family activities, food and more. Parking available at Health Central Park and Dillard Street Elementary.  Firework display at 9:15pm. In case of a potential rainout please call the rainout hotline number at 407-877-5432.

September

Cruz-n-Car Show
When: Saturday, Sept. 21, 2019
Time: 4:00pm - 8:00pm
Where: Downtown Winter Garden on Plant Street
With music by WJBJ Cruisin' with the Classics

October

Oakland Heritage Festival
When: Saturday, Oct. 26, 2019
Time: 10:00am to 5:00pm
Where: Speer Park in Oakland:
331 N. Tubb St. Oakland, FL 34760
Celebrating our natural and cultural history!
The Oakland Heritage & Wildlife Festival is held each fall in the heart of Oakland Florida. This free festival celebrates the cultural and natural history of the Lake Apopka basin and Central Florida. Join us for this great day of food, entertainment, merchants, live entertainment, a bike raffle, boat tours and family fun!
More info...

Halloweenfest
When: Thursday, October 31, 2019
Time: 6:00pm – 8:00pm
Where: Historic Downtown on Plant Street
Trick or Treat along Plant Street with the Downtown Merchants.Features live entertainment, local vendors and family activities. Enjoy a safe night of haunted happenings in Historic Downtown Winter Garden!

November

The Venardos Circus is coming to Winter Garden!
When: Nov. 6 - 24, 2019
Where: 16045 New Independence Pkwy.
Winter Garden, FL 34787
(Corner of New Independence Pkwy. And Hamlin Groves Trail)
More info...

December

32nd Annual Light Up Winter Garden
When: Friday, Dec. 6, 2019
Time: 6:00pm-9:00pm with ceremony at 6:15pm
Where: Historic Downtown on Plant Street
Join us in welcoming the season with this annual event. Live entertainment, vendors, shopping and children’s activities. Street lighting ceremony will be held at 6:15pm.

Winter Garden Christmas Parade
When: Saturday, Dec. 7, 2019
Time: 1:00pm
Where: Begins at S. Dillard Street & Plant Street
Bring a lawn chair or blanket and head to your favorite spot for this annual event. A long-standing Winter Garden holiday tradition will delight spectators and bring in holiday cheer! Don’t forget to look for Santa Claus at the end of the parade!

Due to limited space, preregistration is required for all parade entries. Parade entries will not be accepted after Friday, November 15, 2019. All applicants will receive an email notification whether approved or not approved. Parade Registration

Tis the Season Holiday Events 2019!
Downtown Winter Garden transforms into a winter wonderland with all the holiday trimmings every weekend in December. Holiday Carriage Tours, Light Show on City Hall, Golf Cart Parade and more!
Details...

Winter Garden’s Annual SANTA RUN
When: Pending...
Times: 5:45pm-9:00pm
Where: A neighborhood near you!
The annual "SANTA RUN" brings Santa and his sleigh through Winter Garden neighborhoods! The Winter Garden Fire Rescue’s annual Santa Run takes Santa and his sleigh on a parade with his firefighter, police and city helpers to spread holiday music, treats and good cheer along the way.
Dec. 10- Santa Claus will travel through the city’s northwest.
Dec. 11- Santa Claus will travel through the northeast.
Dec. 12 - Santa Claus will travel through the west side of the 545 corridor of south Winter Garden.
Dec. 13- Santa Claus will travel through the east side of the County Road 545 corridor of south Winter Garden.
Dec. 14- Santa Claus will travel through County Road 535 and the Daniels Road corridor of south Winter Garden.
Dec. 15- Santa Claus will travel through Beulah Road and Windermere Road corridor of south Winter Garden.
(The rain makeup date is Monday, Dec. 17).
For more information call the Winter Garden Fire Rescue Department headquarters at 407-877-5175

Watch video from Santa Run 2014...

Christmas Golf Cart Parade
When: Sunday, Dec. 15, 2019
Time: 4:00pm-7:00pm
Where: Along the historic streets of Winter Garden! Lineup starts at Bradford Park, 220 W. Division St., Winter Garden.
Neighbors can enjoy the parade from their front porch. The golf carts will travel along golf-cart approved streets and end at the north end of the Walker Field baseball fields at Smith Street and Park Avenue.
Participants should bring a minimum $45 donation (per cart), cash or check, for the West Orange Junior Service League, which will distribute the funds between the Edgewood  Children’s Ranch and other West Orange charities. For details and to register, go to the group’s Facebook page: Christmas Golf Cart Parade. Trailers, alcohol and candy are not allowed.

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Martin Luther King, Jr. Celebration
Monday, January 21, 2019
10:00am-2:00pm downtown Winter Garden on Plant St.



8th Annual Winter Garden Blues & BBQ
When: Saturday, February 9, 2019
Time: 4:00pm-10:00pm
Where: Downtown Pavilion, 104 Lakeview Ave.


April 6 and 7, 2019
One of Florida's best plant, flower and garden festivals! Downtown Winter Garden on Plant Street.


FIREWORKS! At Party in the Park: Thursday, July 4 from 6:00pm at Newton Park on Lake Apopka. Fireworks at 9:15pm


Third Saturdays
January, April, June & September
from 4:00pm-8:00pm
downtown on Plant Street


Oct. 31: Trick or Treat along Plant Street with the Downtown Merchants. Featuring live entertainment, local vendors and family activities. Enjoy a safe night of haunted happenings along downtown Plant Street! 6:00pm - 8:00pm


Friday, Dec. 6: Welcome the Christmas Season with the Annual Light Up Winter Garden event downtown. Live entertainment, vendors, shopping and children’s activities. 6:00-9:00pm with Street lighting ceremony at 6:15pm.


Saturday, Dec. 7: Downtown Winter Garden beginning at S. Dillard & Plant St. at 1:00pm.


Winter Garden's Annual
Santa Run

December 10-15


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