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 Full of Music & Family Events

Labor Day Weekend Full of Music & Family Events

August 29, 2018

Kids are going back to school, nights are getting cooler, but there is still plenty of summer fun left to be had at Cooper Creek Square. We are capping off our Summer Events with our Annual Labor Day Block Party & Sidewalk Sale. Check out what’s coming up this weekend at Cooper Creek and get your fill of high mountain fun before the snow falls!

Don’t miss our Final Music on The Square of the 2018 summer season. The community is excited about the local mother-daughter duo taking the stage Friday, August 31st, 6-8pm. Join Retta & Emily Yarbrough Friday and enjoy a mix of Americana, Folk, and Blues; delivering mesmerizing and rich vocals and harmonies that could only come from shared DNA.

Come hungry and order a bite from New Hong Kong to be delivered to you in the courtyard as you enjoy the Free Live Music. Find the white tent in the courtyard to see the evening’s menu and order away.

Labor Day Block Party & Sidewalk Sale | 1-4pm

Saturday, September 1, 2018 head to Cooper Creek Square for our Annual Labor Day Block Party. Bring the whole family for live music from the Peggy Mann Band, face painting, balloon artist, bouncy house, scavenger hunt, and photo printing by Ear2Ear Photo Booths. Be sure to #CooperCreekSquare and get your free photo print out. Cooper Creek stores will have sidewalk sales out around the Square so feel free to walk around, enjoy the mountain air, stop in for great deals and grab a bite, all while enjoying free live music and entertainment for the family.

Look at all the stores at Cooper Creek, here!

Sunday Live Music Lunch Series | 12-2pm

Extend your weekend with a stop at Cooper Creek Square for lunch and live music. Local favorites, Andy Straus & The Real McCoy are back to close out the summer with a mix of Bluegrass and Americana. Enjoy lunch and music at our many outdoor dining options or grab takeout from any of our amazing restaurants and enjoy around the courtyard.

Follow us on our social channels to find out about new events and specials at the Square. Facebook | Instagram Sign up for the Cooper Creek Square Email Newsletter on our homepage.

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