Fridays on the Plaza - Holiday Music Series
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Fridays on the Plaza - Holiday Music Series

Experience the charm of Downtown Winter Garden with live music every Friday night. The 'Fridays on the Plaza' series features a diverse range of musical acts throughout October and November, culminating in a special holiday music lineup throughout December, including festive carolers. It's the perfect way to enjoy a vibrant evening outdoors.

What to Expect

Weekly live music series with holiday performers in December

Know Before You Go

  • Tickets: FREE
  • Parking: Self-parking is available nearby and throughout downtown including along West Plant Street in front of the Theatre, a three-floor parking garage (160 S. Boyd St.), Downtown Pavilion parking lot, (104 S. Lakeview Ave.), City Hall parking lot (300 W. Plant St.), and other walkable parking options.
  • Pets: No pets allowed

Other Christmas Events Near Winter Garden

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families, couples, music lovers

Vibe

Relaxed, festive, community-oriented

Energy Level

Low

Budget

FREE

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

High

Special Events & Promotions

  • December features a special holiday music lineup including 'Light Up Winter Garden', 'Dickens Carolers', and 'Mistletones'.

Tags

live musicconcertscommunity celebrationfamily friendlyholiday traditionseasonal activitiesfree eventfestive atmospherewinter activitiescarols

Location

Centennial Plaza Gazebo
Winter Garden, FL

Event Details

Duration

2 hours

Ages

All ages

Neighborhood

Downtown Winter Garden

Timed Entry

No

Featured Performers

  • Cam Gordon
  • Porchdogs
  • Crenshaw
  • Salted Vine
  • Old School Blues Band
  • Scott Davidson
  • Gentleman of Jazz
  • Sound Traveler Band
  • Dickens Carolers
  • Mistletones
  • Paul Q-Pek

Organizer

City of Winter Garden

Quick Actions

Tips & Advice

  • Arrive early to secure a good spot, especially for the December holiday performances, as the Centennial Plaza Gazebo area can get crowded.
  • Check the monthly lineup in advance to see which musical acts are performing each Friday, as the genres vary.
  • Consider exploring the shops and restaurants in Downtown Winter Garden before or after the music to make a full evening of it.
  • Bring a comfortable chair or blanket for seating, as public seating may be limited, particularly during popular holiday performances.
  • This event is outdoors, so check the weather forecast and dress accordingly. Light jackets are often recommended for evening events.

Frequently Asked Questions

What kind of music can I expect?

The music varies weekly, featuring genres like acoustic covers, Cajun, Zydeco, folk, soft rock, blues, southern rock, and jazz. In December, the series includes special holiday-themed performances by carolers and festive bands.

Is there an admission fee?

No, admission to Fridays on the Plaza is completely free for all attendees.

Where is the event located?

The event takes place at the Centennial Plaza Gazebo in Downtown Winter Garden.

What are the event hours?

The music performances are held every Friday evening from 7:00 PM to 9:00 PM.

Are pets allowed at the event?

No, pets are not permitted at the Fridays on the Plaza event.

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Oct 30, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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