Cooper Creek Square

Shopping & Dining in the Heart of Downtown Winter Park

  • Dine
  • Shop
  • Experience
  • Music
  • Services
  • Events & Buzz
  • Contact Us
You are here: Home / Labor Day Weekend at Cooper Creek Square

Labor Day Weekend at Cooper Creek Square

August 23, 2021

The unofficial end to Summer is coming up as Labor Day Weekend is only two weeks away! We’ve had so much fun at all of the Live Music shows this Summer and will go out with a bang for Labor Day weekend. You can still count on our Friday Music on The Square event and we have added TWO shows for Sunday, September 5th. In addition to all of the great music in the Courtyard, we will also have sidewalk sales for each of our boutiques! Walk around The Square and grab some great deals while listening to great music. Read on for all the info.

We will kick off Labor Day Weekend with a local favorite for Music on The Square Friday, September 3rd! Come check out Blood Sugar, a mother and daughter duo that brings a mix of Americana, Folk, and Blues; delivering rich and mesmerizing vocals and harmonies that could only come from shared DNA. 

Music on the Square is a summer concert series tradition at Cooper Creek Square, in downtown Winter Park. Shows will go on rain or shine – we are hardy here at 9,000 feet unless it is a massive downpour and the venue cancels due to safety concerns. This series is free and everyone is welcome.

Keep the fun going this Labor Day weekend with live music all day Sunday at Cooper Creek Square.  Starting at 2 pm, enjoy Glen T and the Soundsations in the courtyard. The greatest hits from famous artists of the last 5 decades, plus originals performed in a classy soft-rock style Glen T. has been entertaining people with music since his age was in the single digits and he has enjoyed the ride the entire way.

Then grab some dinner and come back to dance the night away with Blues sensations, the Delta Sonics. Voted Denver’s Best Blues Band six times by Westword magazine, the Delta Sonics come to Cooper Creek for a special Sunday night performance.  Their music takes a Chicago Blues base and seasons it with Swing, Delta, New Orleans R&B, and some early Rock n’ Roll.

Sign up for the Cooper Creek Square email newsletter and follow along with our social media channels to stay up-to-date on current happenings at Cooper Creek Square! Instagram | Facebook

Recent Blog Posts

Summer Send-Off

As the golden days of Summer begin to wane, we invite you to celebrate the season’s end with a series of spectacular events at Cooper Creek Square. There’s something for everyone, so gather your friends, family, and neighbors, and let’s make these final Summer moments unforgettable! Final Live Music Shows Carter Sampson The heart and soul of our Summer have been the incredible music events we’ve hosted, and we’re going out with a bang! Don’t …

Celebrate Independence Day Weekend at Cooper Creek Square!

Are you ready for a spectacular 4th of July weekend filled with music, entertainment, and community spirit? Look no further than Cooper Creek Square! We have an exciting lineup of events planned to make your holiday weekend unforgettable. Whether you’re a local resident or a visitor, there’s something for everyone to enjoy! Wednesday, July 3rd: Kickoff Celebration Live Music in the Courtyard Start your festivities on Wednesday, July 3rd with an uplifting musical performance by Leafy Greens from 4:00 PM to 6:00 …

Your Culinary Adventures Awaits…

Nestled in the heart of Winter Park’s vibrant downtown lies a hidden gem for all food lovers and night owls – Cooper Creek Square’s Restaurant Row. With its eclectic mix of nine restaurants, this culinary hotspot has become the go-to destination for those looking to tantalize their taste buds with flavors from around the globe. From casual bites to upscale dining experiences, Restaurant Row offers a diverse range of options that cater to every palate …

Discover the Heart of Cooper Creek Square: Sign Up for Our Newsletter!

Are you ready to stay in the loop with all the exciting happenings at Cooper Creek Square? Whether you’re a local resident or a frequent visitor, our email newsletter is your ticket to the latest events, musical performances, and exclusive offers from your favorite shops and restaurants. By signing up, you’ll never miss a beat of what makes Cooper Creek Square a vibrant and dynamic community hub. Imagine strolling through the Square, knowing exactly when …

Summer Music Line-Up Announced

We are thrilled to reveal the lineup for our 2024 Summer Music Series! Music on the Square, a cherished summer concert series tradition, takes place on Fridays, 6-8pm at Cooper Creek Square in downtown Winter Park. This year, we are introducing Cooper Creek Square Saturday Sessions- live music every Saturday, 4-6pm. Cooper Creek Square, a designated Entertainment District, permits guests to buy alcoholic beverages from any of our restaurants during the event and savor them in …

Join our Email List

Stay in the loop with all the exciting happenings at Cooper Creek Square. Sign Up for our Email Newsletter

  • Home
  • Leasing
  • Sitemap
  • Directory

Copyright © 2025 Cooper Creek Square.

Free Covered Parking.

  • Dine
  • Shop
  • Experience
  • Music
  • Services
  • Events & Buzz
  • Contact Us