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  1. Calendar Overlay Main Calendar (33)

Main Calendar

  1. Horse Drawn Carriage Tours and Holiday Music

    December 5, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  2. A Merry Winter Garden Light Show

    December 5, 2020, 6:00 PM - 9:00 PM @ City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  3. Santa's Workshop at Garage Plaza

    December 5, 2020, 6:00 PM - 9:00 PM @ Garage Plaza, Children's Area

    Santa’s Workshop will be in full swing with Santa’s Elves from 6 to 9 pm for children and adults.

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  4. Planning & Zoning Board Meeting

    December 7, 2020, 6:30 PM @ City Hall Chambers

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  5. Development Review Committee Meeting

    December 9, 2020, 9:30 AM @ City Hall Chambers

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  6. Holiday Boutique Stroll & Sale

    December 10, 2020, 8:00 AM - 8:00 PM @ Downtown

    The last LOVE LOCAL Sidewalk Sale is just around the corner. A Holiday Boutique Stroll & Sale is an all-day outdoor sidewalk sale that is perfect for finding that perfect gift while delighting in the festive surroundings and live entertainment.

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  7. Dickens Carolers

    December 10, 2020, 5:00 PM - 7:00 PM @ Downtown

    The quartet of traditional Dickens Carolers will delight visitors again on Saturday, December 19, from 5 to 7 pm.

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  8. City Commission Meeting

    December 10, 2020, 6:30 PM @ City Hall Chambers

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  9. Horse Drawn Carriage Tours and Holiday Music

    December 11, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  10. A Merry Winter Garden Light Show

    December 11, 2020, 6:00 PM - 9:00 PM @ City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  11. Horse Drawn Carriage Tours and Holiday Music

    December 12, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  12. A Merry Winter Garden Light Show

    December 12, 2020, 6:00 PM - 9:00 PM @ Winter Garden City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  13. Golf Cart Holiday Parade

    December 13, 2020, 5:30 PM - 9:00 PM @ Downtown

    The annual Golf Cart Parade will take place on Sunday, December 13 starting at approximately 5:30 pm.

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  14. A Merry Winter Garden Light Show

    December 13, 2020, 6:00 PM - 9:00 PM @ Winter Garden City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  15. Santa Run 2020 - North West Winter Garden

    December 14, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit North West Winter Garden. Alternate date is December 21st if weather interrupts one of the visits.

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  16. Santa Run 2020 - North East Winter Garden

    December 15, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit North East Winter Garden. Alternate date is December 21st if weather interrupts one of the visits.

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  17. Architectural Review & Historic Preservation Board Meeting

    December 15, 2020, 6:30 PM @ City Hall Chambers

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  18. Santa Run 2020 - South Winter Garden: West CR 545

    December 16, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit South Winter Garden: West CR 545. Alternate date is December 21st if weather interrupts one of the visits.

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  19. Santa Run 2020 - South Winter Garden: East CR 545

    December 17, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit South Winter Garden: East CR 545. Alternate date is December 21st if weather interrupts one of the visits.

    More Details
  20. Horse Drawn Carriage Tours and Holiday Music

    December 18, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  21. Santa Run 2020 - South Winter Garden: CR 535 and Daniel's Road

    December 18, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit South Winter Garden: CR 535 and Daniel's Road. Alternate date is December 21st if weather interrupts one of the visits.

    More Details
  22. A Merry Winter Garden Light Show

    December 18, 2020, 6:00 PM - 9:00 PM @ Winter Garden City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  23. Horse Drawn Carriage Tours and Holiday Music

    December 19, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  24. Santa Run 2020 - South Winter Garden: Beulah Windermere Road

    December 19, 2020, 5:45 PM - 9:00 PM

    Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm. Tonight Santa will visit South Winter Garden: Beulah Windermere Road. Alternate date is December 21st if weather interrupts one of the visits.

    More Details
  25. A Merry Winter Garden Light Show

    December 19, 2020, 6:00 PM - 9:00 PM @ Winter Garden City Hall

    Visitors can enjoy the magnificent animated A Merry Winter Garden Light Show projected onto the front façade of City Hall in sync with holiday music from 6 to 9 pm.

    More Details
  26. Dickens Carolers

    December 19, 2020, 6:30 PM - 8:30 PM @ Downtown

    The quartet of traditional Dickens Carolers will delight visitors again on Saturday, December 19, from 6:30 to 8:30 pm.

    More Details
  27. Development Review Committee Meeting

    December 23, 2020, 9:30 AM @ City Hall Chambers

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  28. City Commission Meeting - CANCELLED

    December 24, 2020, 6:30 PM @ City Hall Chambers

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  29. Horse Drawn Carriage Tours and Holiday Music

    December 26, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  30. Horse Drawn Carriage Tours and Holiday Music

    December 27, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  31. Horse Drawn Carriage Tours and Holiday Music

    December 28, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  32. Horse Drawn Carriage Tours and Holiday Music

    December 29, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details
  33. Horse Drawn Carriage Tours and Holiday Music

    December 30, 2020, 5:30 PM - 9:30 PM @ Downtown Pavilion (Lakeside Ave & Tremaine St)

    Horse Drawn Carriage Tours are ideal for experiencing the holiday scenery. Available from 5:30 to 9:30 pm. Make your reservations early!

    More Details