Food Truck Nights

Windermere’s Food Truck night takes place September – May, from 6:00pm – 9:30pm on 4th Fridays* at Town Square Park. Bring a chair or a blanket and enjoy a variety of cuisine from 15-18 trucks. Certain months also feature live music, DJ, kids’ activities, and/or a movie. Be sure to check the calendar or scroll down to see if what, if any, extra entertainment is planned for the current month!


*September and November 2023 will begin at 5:00pm due to anticipated crowd size. November and December 2023 will take place on the 3rd Friday of the month to avoid holiday conflict. Please refer to the information provided in the current month’s graphic for the most UTD information. Food Truck Events are not held June, July, or August.


Parents, please supervise your children!
These events get crowded; it is easy to get lost or separated from your children. We understand the landscaping and historic buildings are enticing to young, adventurous kids; however they are not meant to be climbed on or jumped off of, they can be fragile or dangerous! Please help us preserve the landscaping and historic buildings by ensuring your children are respectful of Town property and of other guests.

Upcoming Events


Food Truck Night RETURNS on September 22nd, 2023 with National Night Out!


The event will take place at Town Square Park (520 Main Street), will run 5:00pm – 9:30pm and will feature live entertainment from the Down Brothers.

A special thank you to our event sponsors: The Windermere Police Department Foundation & Suzi Karr Realty

Participating Trucks:

Al’s Ice Cream & Gelato The Hook Orlando
APP’s Food Truck Jour de Crepe
Betta’s Pizza Lee’s Famous Cheesesteaks
Bowls for Tu Maitland Chocolate Factory
Oh My Dogs Pasta & Grill
Brazilian Passion Paula’s Jamaican Cuisine
Eat N Wash the Lunchbox Pho Wheels Orlando
El Cubanito Subs Simply Boba & Tea
Gaucha Sweet Rolled Tacos
Hayburner Eclectic Kitchen


Interested in Becoming a Food Truck Vendor?

Due to a high volume of currently active trucks, we will not be processing new applications until a TBD date in 2024.

Are you interested in becoming a food truck vendor? Please gather the following items and email to to Diane Edwards:


  2. 1-3 photos of your truck (unfortunately, we do not accommodate tents at this event, only trucks)
  3. 3-5 photos of your food (please send photo attachments; not links to social media)
  4. A copy of your menu with prices


Once this information has been completed, Diane will place you on the subsequent Food Truck / Farmers Market Selection Committee Meeting agenda. All potential trucks must be voted on by the Selection Committee prior to participating in Windermere events. Once the Committee has met and voted, Diane will reach out and let you know your next steps.


Please note, due to a high volume of trucks, new vendors can expect to be scheduled 0-1 time per quarter. We bill $150 per event a truck attends. Further details on payments can be found in the application.


For power-related questions, please contact Public Works Operations Manager, Travis Mathias – 321-299-2409.