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 / Cooper Creek Square Events: Aug. 15-31

Cooper Creek Square Events: Aug. 15-31

August 12, 2022

Live Music and Great Food Specials are happening Every. Single. Week. At Cooper Creek Square this Summer! Take a look at the event lineup for the next couple weeks and find our Restaurant Row highlights below!

  • August 15, 5-7pm: Live Music & Pizza Night at Big Trout Brewing Company
    • Enjoy Live Music by Burnt Orange along with 1/2 price Pizza & Beer 
  • August 17, 9pm: Latin Night with DJ Mr. Groove at Devil’s Craft
    • New drink specials each week!  No Cover Charge  *Every Wednesday All Summer!
  • August 18, 9pm: Reggae Night with DJ Jen G at Devil’s Craft
    • $5 cover includes first drink and entry into giveaways
  • August 19, 6-8pm:  Music on The Square with Rob Drabkin 
    • It was after a trip to New York City where Rob quickly dropped science and dedicated himself to becoming a singer. He consistently sells out performances and has toured with artists such as The Head and The Heart, Michael Franti, Trevor Hall, Big Head Todd, and G-Love and Special Sauce. Listen in at www.robdrabkin.com
  • August 19, 8:30pm: Comedy Night featuring David Rodriguez at Devil’s Craft
    • $15 online / $20 at the door
  • August 20, 6-8pm: Music on The Square with Hunker Down
    • Hunker Down’s music is spicy blend of many influences that they have decided to dub “Rocky Mountain Folk n Roll.” Based in Bluegrass, good songwriting, and soulful country rock, they have found a way to harness the groove that shakes your hips and touches your heart. Listen in at www.hunkerdownmusic.com
  • August 20, 9pm-midnight: Live Music with Tara Rose & the Real Deal at Devil’s Craft
  • August 21, 10am-2pm: Sunday Brunch at Adventures Decanted
    • Sunday Champagne Brunch every Sunday through Labor Day weekend from 10 am – 2pm.  $45 per person + service fee and tax. Our Sunday Champagne Brunch features fresh, housemade pastries like Chef Dom’s cinnamon rolls pictured here. Along with fresh pastries, our brunch offers an omelet bar, waffle bar, biscuit bar, carving station, plus all the sides and fixings. And don’t forget about our Mimosas, Bloody Mary’s made with a homemade mix, and our full espresso bar. To make your reservation, click here: https://resy.com/cities/wnt/adventures-decanted.
  • August 21, 5-8pm: 1/2 Priced Burgers at Devil’s Craft
    • Enjoy 1/2 priced burgers on Sunday all Summer
  • August 22, 5-7pm: Live Music & Pizza Night at Big Trout Brewing Company
    • Enjoy Live Music by Burnt Orange along with 1/2 price Pizza & Beer
  • August 24, 9pm: Latin Night with DJ Mr. Groove at Devil’s Craft
    • New drink specials each week!  Admission $5  *Every Wednesday All Summer!
  • August 26, 6-8pm: Music on the Square with Oly
    • An original singer-songwriter who honed his skills in Grand County, Oly’s music blends traditional rock, folk and punk. He has played throughout the U.S. and has produced three full-length albums—the last was described as “a tasty, little, mid-’70’s, ‘Rock ’biscuit with some creamy ‘Pop’ drizzle.” Oly’s biggest influences include Wilco, Bread, Morphine,  and Huge in Germany.
  • August 26, 9pm-midnight: Live Music with Whip Snap at Devil’s Craft
  • August 27, 6-8pm: Music on The Square with Joe R & the Icebox Sound
    • Joe R and The Icebox Sound play original music as well as covering well known songs by familiar Americana artists. This amazing collection of artists play guitar, fiddle, upright bass, harmonica, and light percussion. Their sound will get your toes tapping. Listen in at www.joermusic.com.
  • August 27, 9pm-midnight: Live Music with The Barrow at Devil’s Craft
  • August 28, 10am-2pm: Sunday Brunch at Adventures Decanted
    • Sunday Champagne Brunch every Sunday through Labor Day weekend from 10 am – 2pm.  $45 per person + service fee and tax. Our Sunday Champagne Brunch features fresh, housemade pastries like Chef Dom’s cinnamon rolls pictured here. Along with fresh pastries, our brunch offers an omelet bar, waffle bar, biscuit bar, carving station, plus all the sides and fixings. And don’t forget about our Mimosas, Bloody Mary’s made with a homemade mix, and our full espresso bar. To make your reservation, click here: https://resy.com/cities/wnt/adventures-decanted.
  • August 28, 5-8pm: 1/2 Priced Burgers at Devil’s Craft
    • Enjoy 1/2 priced burgers on Sunday all Summer
  • August 29, 5-7pm: Live Music & Pizza Night at Big Trout Brewing Company
    • Enjoy Live Music by Burnt Orange along with 1/2 price Pizza & Beer 
  • August 31, 9pm: Latin Night with DJ Mr. Groove at Devil’s Craft
    • New drink specials each week!  Admission $5  *Every Wednesday All Summer!

Good to Know: Music on The Square 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.

Cooper Creek Square is a designated Entertainment District which allows guests to purchase alcoholic beverages from any of our restaurants during the Music on The Square shows and enjoy them in the courtyard.

Restaurant Highlight from Cooper Creek Square’s Restaurant Row:

Sushi Nama

Open Wed-Mon – 4:30 pm to close

Sushi Nama is an Asian flair restaurant with a menu consisting of a variety of sushi rolls, including hand rolls, as well as noodles and Japanese and Korean grill entrees.  Sushi Nama takes pride in delivering simple, innovative and freshly prepared sushi, while using only the best ingredients with all hand cut and prepared dishes.  Enjoy signature cocktails and a sake bar, as well as featuring Japanese whiskey and beer.

The ambiance is welcoming, comfortable and memorable, featuring a large Japanese-inspired wall mural.

New Hong Kong

Open Wed-Sun 12pm- 4pm Take Out Only; 4pm-9pm Dining Room and Take Out 

Closed Mondays & Tuesdays.

Experience an Asian Bistro featuring Mandarin, Szechuan, Japanese and Vietnamese cuisine and using only the freshest, high quality ingredients. If you’re looking for great food at a good value, this is the place. The spacious dining room can accommodate large groups, families, as well as small intimate parties.

We have a ton of fun events coming up this Summer at Cooper Creek Square!  Join us for one of them, or just to enjoy the Courtyard Lights and dinner at one of our Restaurant Row dining options! 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