You can become a Food Truck Night Sponsor!

Application Here

Windermere’s Food Truck night takes place January – December, from 5:30 to 9:30 pm on 4th Fridays* at Town Square Park.

Bring a chair or a blanket and enjoy various cuisines from 15-20 trucks. Certain months also feature live music, DJ, kids’ activities, and/or movies. Be sure to check the calendar or scroll down to see if extra entertainment is planned for the current month!

*Please refer to the information provided in the current month’s graphic for the most up-to-date information. Food Truck Events are NOT held in 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.

Join us for a very special evening as we celebrate Food Truck Night with a heartfelt farewell to our Mayor, Jim O’Brien. Let’s come together as a community to thank him for his dedication and service!

✨ Enjoy:
🍔 About 20 amazing food trucks
🎶 Live music by our talented local band, The Down Brothers
📚 Special participation from the Windermere Library
💙 Community presence from the non-profit West Orange Dream Center

📸 Cute photo opportunities with The Van Cam

A big thank you to our event sponsors:
🌸 Mary Kay Independent Representative Nora Penaloza
🎾 Central Florida Racquet Sports

This will truly be a night to remember — great food, great music, and a meaningful celebration with our community.

Mark your calendars for March 27 and bring your friends and family!

Sponsored By – Mary Kay and Central Florida Racquet Sports

Musical Guest – The Down Brothers

Special Participation – The Van Cam, Windermere Library, and West Orange Dream Center

Are you interested in becoming a food truck vendor? Please gather the following items and email them to Lilian Colli:

1. Complete The Application

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, you will be placed on the subsequent Food Truck / Farmers Market Selection Committee Meeting agenda. All potential trucks must be voted on by the Selection Committee before participating in Windermere events. Once the Committee has met and voted, Lilian 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.

NOVEMBER: Light Up Windermere Was Splendid!

Our Food Truck Night on November 21st was truly remarkable because of each one of you!

We extend our heartfelt thanks to our amazing sponsors: Renewal by Andersen, West Orange Roofing, and Wonderly Lights.

We are also grateful for the special participation of the Windermere Library, White Swan Academy, Family Church, and our incredible food truck vendors who served up delicious eats!

DJ Greg and his Super Truck, along with the Bubble Bus, brought music and entertainment that the whole family enjoyed.

And when Mayor O’Brien turned on the Christmas lights, the brightest part of the night was still you—our wonderful residents.

Our community shines brighter than the stars.