Winnetka has a way of making summer feel like a backyard party that just keeps going! Brady Orthodontics, led by Dr. Brady in both Winnetka and Evanston, knows how much this season means to local families: sunset walks along Tower Road Beach, scooters down Elm Street, and calendars packed with events that bring everyone together. To help you plan your weekends (and keep the kids entertained), we’ve rounded up the top five family-friendly Winnetka events that are perfect for the whole gang this summer!
Winnetka Music Festival
Elm Street District
June 20–21, 2025
Get ready for two days of tunes, food, and fun right in the heart of town. The Winnetka Music Festival returns with an impressive lineup, featuring headliners like The Revivalists, Cold War Kids, and Natasha Bedingfield. With over 30 acts across four stages, there’s something for every music enthusiast. Families can enjoy the free Family Stage on Saturday from 11:30 AM to 2:45 PM, offering performances tailored for younger audiences.
Why it’s great for families:
- Free admission for children under 12
- Kid-friendly performances and activities
- A variety of food options, including braces-friendly treats like soft pretzels and smoothies
- Convenient location near the Metra station, making it easily accessible
The Brady Orthodontics team loves seeing the community come together just down the street from the office. It’s one of those weekends that makes Winnetka feel more like a hometown than a suburb. Up next, let’s keep the summer fun rolling with a hometown holiday that checks every box: parades, fireworks, and community pride!
Winnetka’s Fourth of July Celebration
Various Locations in Winnetka
July 4, 2025
Winnetka’s biggest summer celebration brings neighbors together for a full day of family fun. It kicks off with the Firecracker 5K at 7:30 AM, followed by a patriotic parade down Elm Street at 10:00 AM. From 11:00 AM to 1:00 PM, Village Green Park lights up with bounce houses, face painting, and games. Perfect for families who’ve made room in their summer plans for braces check-ins at Brady Orthodontics.
Later, head to Duke Childs Field for food trucks and live music from The Breakfast Club at 7:00 PM. The Jesse White Tumblers perform at 8:00 PM, leading up to a dazzling fireworks show at 9:20 PM.
It’s a great reminder that with the right orthodontic schedule, your smile can keep up with every spark of the season! Next up, let’s look at another Winnetka tradition that keeps families coming back year after year.
Wednesdays in the Woods: Evening Concert Series
Hubbard Woods Park
Wednesdays, June 18 – August 27, 2025 | 7:00 – 8:30 PM
Summer evenings in Winnetka come alive with the Wednesdays in the Woods concert series. Held weekly at Hubbard Woods Park, these free concerts feature a variety of bands, offering something for every musical taste. Families are encouraged to bring chairs, blankets, and picnic baskets to enjoy the performances under the stars. The relaxed atmosphere makes it an ideal outing for all ages.
Why it’s a great pick for families (and those with braces):
- Free admission and open to the public
- A diverse lineup of bands throughout the summer
- An opportunity to enjoy soft, braces-friendly treats like ice cream and smoothies
- A chance to show off your smile progress from Brady Orthodontics in a fun, social setting
These concerts are a wonderful way to unwind midweek and connect with the community. Next, let’s explore another family-friendly event that adds a splash of fun to the summer calendar.
Family Camp Out at Lloyd Beach
Lloyd Beach, 799 Sheridan Road
July 25–26, 2025 | 6:00 PM – 10:00 AM
For a night of lakeside adventure, the Family Camp Out at Lloyd Beach offers an unforgettable experience. Starting at 6:00 PM on July 25, families can set up their tents on the beach, enjoy a movie under the stars, and roast marshmallows over a campfire. The event concludes the next morning at 10:00 AM.
What you can look forward to:
- A unique opportunity to camp on the beach
- Evening movie screening and campfire activities
- Soft treats like marshmallows are braces-friendly
- A chance to relax and enjoy quality family time
There’s something special about watching families come together, sharing music, laughter, and the kind of smiles we love seeing at Brady Orthodontics. Next, let’s explore another summer event at Lloyd Beach that brings the community together for one more night of music and fun.
End of Summer Luau & Concert
Lloyd Beach, 799 Sheridan Road
August 27, 2025 | 5:00 – 8:30 PM
Close out the summer with a tropical twist at Winnetka’s End of Summer Luau & Concert. This festive evening at Lloyd Beach features a lively luau show by The Barefoot Hawaiians, followed by a performance from Winnetka’s own Steely Dad Band. Families can enjoy a pig roast dinner available for purchase from Hofherr Meats, making it a delightful culinary experience. The event is free and open to all ages, offering a perfect setting for community members to gather and celebrate the season’s end.
Here’s why you should bring the whole family:
- Engaging entertainment suitable for all ages
- Delicious, braces-friendly food options like tender roast pork
- A relaxing setting to snap some summer photos and feel confident about your smile
- A memorable way to bid farewell to summer with the community
We hope you’ve enjoyed our guide to family-friendly summer fun around Winnetka. Sunny season always flies by, but the memories and the smiles stick around forever. From music festivals to lakeside movie nights, these events are just one more reason we love being part of this community!
Smiles Made for Summer
Summer in Winnetka is full of reasons to smile, and Brady Orthodontics is here to keep it that way. With expert care from Dr. Brady and a team that gets how busy family life can be, orthodontic visits fit right into your warm-weather routine. With offices in both Winnetka and Evanston, you never have to go too far for great care! Book your complimentary consultation today, because your next summer snapshot deserves a great smile.