Cooper Creek Square

Shopping & Dining in the Heart of Downtown Winter Park

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Music on the Square – July 15

Music on the Square – July 15

Tony Trahan and the BlueKrewe play a mix of Swampy Louisiana Roots Music straight from the Bayous of South Louisiana. Like a good Cajun Gumbo they … [Read more...]

Big Bubble Circus July 9 + FREE Ice Cream

Big Bubble Circus July 9 + FREE Ice Cream

The hilarious and multi-talented clown Jim Jackson returns to Cooper Creek Square Saturday, July 9 for two shows at 2pm and 3pm.  This very funny … [Read more...]

Music on the Square July 1

Music on the Square July 1

Local favorite Gary Key, also known as "The Walking Jukebox, and Sam Osborne will kick off this summer’s Music on the Square on Friday, July 1 from … [Read more...]

Music on the Square Returns July 1

Music on the Square Returns July 1

Music on the Square returns with everybody's favorite duo, Gary Key and Sam Osborne on July 1.  The summer line-up will keep your toes tappin' and … [Read more...]

Blues Fest Kick-off Concert & Pre-Party

Blues Fest Kick-off Concert & Pre-Party

Start your Blues Festival weekend off right with a FREE show on Friday, June 24 at Cooper Creek Square.  Enjoy the future of the Blues when young … [Read more...]

Stunning Flower Gardens

Stunning Flower Gardens

A Must -See during your visit to Winter Park is the flower gardens at Cooper Creek Square.  Colorado Master Gardeners tend to these stunning flower … [Read more...]

Summer Events Announced!

Summer Events Announced!

Happy Summer!  Cooper Creek Square is excited to announce a full summer of events for the whole family.  We have a little bit of everything from live … [Read more...]

Cinco de Mayo at Casa Mexico

Cinco de Mayo at Casa Mexico

Celebrate Cinco de Mayo in style.  Join friends and neighbors at Casa Mexico on May 5 for 2 for 1 margaritas and beers all day, with Mariachi music … [Read more...]

Music on the Square Coming This Summer

Music on the Square Coming This Summer

Music on the Square has been a Cooper Creek tradition for more than 15 years with talent taking the stage from across the country.  The series runs … [Read more...]

Free Carriage Rides Saturdays

Take a free horse-drawn carriage ride around Cooper Creek Square every Saturday February through Mar. 19 from 3:30-6:30pm.  Warm up by the fire pit … [Read more...]

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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 …

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

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