City of Winter Garden, FL

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A charming little city with a juicy past

Special Events

City of Winter Garden
300 West Plant Street
Winter Garden, FL 34787

Little Cupids Carnival

Event Date: Tuesday, February 14th, 2017
Event Time: 10 am - 12 pm
Event Location: Jessie Brock Community Center, 310 North Dillard Street

A special sweetheart filled morning for children ages 3 to 5! Join us for arts & crafts, fun games, face painting and so much more! Bring a friend or a group. Group headcounts are required in advance.

6th Annual Winter Garden Blues & BBQ

Event Date: Saturday, February 18th, 2017
Event Time: 4 - 10 pm
Event Location: 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! *All profits benefit the American Cancer Society

Evening at the Pops

Event Date: Saturday, March 25th, 2017
Event Time: 6:30 pm with Petting Zoo at 4:30 pm
Event Location: Newton Park, 29 West Garden Avenue

Sit under the stars and enjoy the Orlando Philharmonic Symphony in Winter Garden at Newton Park. This annual event by Lake Apopka supports the Rotary Club of Winter Garden to benefit local West Orange Charities. 

Tickets available for advance purchase or at the door


Spring Fever in the Garden

Event Time: Saturday, April 8: 9 am - 5 pm Sunday, April 9: 11 am - 4 pm
Event Location: Historic Downtown Winter Garden

The award winning Bloom & Grow Garden Society, in conjunction with the City of Winter Garden, bring to downtown, one of Florida's best two day plant, flower and garden festivals!  Come experience this wonderful annual event and spend a beautiful weekend in Winter Garden.  There will be live entertainment, food vendors and thousands of plants and flowers for sale.

There will also be a KIDZONE area with special activities including fun environmental education booths, photos, crafts and more! Returning this year, in a new location, will be the Art Silent Auction in Heller Hall Room of the Heritage Museum. You will also have the opportunity to purchase tickets for raffle items. While you are strolling up and down Plant Street, be sure to stop by the Chalkin" It Up sidewalk art contest or the Ask the Expert booth among the many other activities that there are to offer in this wonderful event. 

A Free Shuttle Service will be available both days from Veteran's Memorial Park, 420 S. Park Avenue. This service is provided by the First United Methodist Church of Winter Garden.

For more information on Spring Fever in the Garden, Please visit

Winter Garden Lions Club 66th Annual Easter Egg Hunt


Event Date: Saturday, April 15th, 2017
Event Time: 10:30 am
Event Location: Newton Park, 29 West Garden Avenue

The Winter Garden Lions Club will be hosting their annual Easter Egg Hunt at Newton Park. The event is free to the public with age groups from 2 to 12 years old. Spare eggs will be available for children under 2. Picture opportunities will be offered with the Lion Mascot. For children attending with special requirements, please contact the Parks and Recreation Office at 407.656.4155 or at least one week prior to the event.

Ongoing Events:

Winter Garden Farmers Market

Event Time: Saturdays 9am - 2pm
Event Location: City Pavilion, Tremaine Street

The Winter Garden Farmers Market is your hometown market open every Saturday from 9:00am to 2pm in beautiful Historic Winter Garden. 

The Market has quickly grown into a community staple and offers a large selection of vendors from locally grown produce and baked goods, to homemade soaps and fresh flowers, and even live entertainment each week! 

Bring the whole family (even your four-legged friends) and experience what makes the Winter Garden Farmers Market so special. 

Enjoy LIVE MUSIC every Saturday from 10:00am to 2:00pm

Cruz N Car Show

Event Time: 4pm - 8pm
Event Location: Downtown Winter Garden






The Cruz N Car show is held quarterly in Downtown Winter Garden on the third Saturday in January, April, June, and September from 4 to 8 pm.

  • January 21
  • April 15
  • June 17
  • September 16