The Ultimate Kansas City Weekend Itinerary: Food, Fun, and Hidden Gems Around Aug 22–24 Events

Planning to hit all the best Kansas City weekend events this Aug 22–24? Perfect. We already shared what’s happening across the city, from festivals to concerts.

Now, let’s talk strategy. This post is your step-by-step Kansas City weekend itinerary, where to eat, sip, snap photos, and relax so you can experience KC like a local.

Key Takeaways

• Complete Itinerary: We’re mapping events, food, and hidden gems into one seamless weekend plan.

• Eat Like a Local: Brunch spots, coffee shops, breweries, and restaurants near each event.

• Kid-Friendly Options: Family-approved spots near major attractions and free events.

• Nightlife & Hidden Gems: Evening entertainment, murals, boutiques, and photo-worthy stops.

Friday, Aug 22: Kickoff With Food & Fun

Brunch Before Parkville Days

Start with Cafe Des Amis in Parkville, French-inspired breakfast with river views, before exploring Parkville Days. Carnival rides, live music, and food trucks await.

Afternoon Coffee Stop

Head to Parkville Coffee for a caffeine boost before hitting the evening events.

Olathe Downtown Fourth Fridays

Grab dinner at The Other Place Olathe, a local favorite, then stroll through live music, art displays, and street performances under the stars.

Saturday, Aug 23: Sunflowers, Wine & Music

KC Sunflower Festival + Brunch

Before wandering the sunflower fields at KC Wine Co. & Pumpkin Patch, fuel up at The Shack in Overland Park for pancakes bigger than your plate.

Roots Festival Eats & Brews

On the way to Roots Festival, stop at Free State Brewing Co. for craft beer and legendary KC barbecue at Joe’s Kansas City BBQ, a local must-try.

Evening Entertainment After Charlie Parker Concert

Post-concert, swing by Manifesto, a hidden speakeasy downtown, for cocktails and a cozy late-night vibe.

Sunday, Aug 24: Family-Friendly & Free

Morning at Wine Walk for Wildlife

Start with a pastry at Messenger Coffee Co. + Ibis Bakery before enjoying the Wine Walk for Wildlife at the KC Zoo & Aquarium.

Free Art & Culture Stops

• “More is More” at Nelson-Atkins Museum

• Hot Vinyl Nights at Electric Park Garden Bar

• Rosehill Winery for free live music in the evening

Hidden Gems to Add Anytime

• Crossroads Art Murals for vibrant street photography.

• Boulevard Brewing Co. for KC’s most famous brewery tour.

• Made in KC Marketplace for local boutiques and coffee in one spot.

FAQs About Visiting Kansas City

What is a good itinerary for a 3-day trip to Kansas City?
Day 1: Museums + BBQ. Day 2: Festivals, Crossroads Arts District, and nightlife. Day 3: Outdoor attractions + local breweries.

What is the best month to go to Kansas City?
Fall (Sept–Oct) for festivals, perfect weather, and Chiefs football season.

Is Kansas City, MO worth visiting?
Absolutely, KC offers culture, food, music, and events with midwestern charm.

What’s going on in Kansas City for free today?
Check Visit KC’s free events calendar for concerts, art shows, and family activities.

Plan Your Kansas City Weekend Like a Pro

This Kansas City weekend itinerary lets you experience the city beyond the basics, think brunch spots, hidden speakeasies, and street art tucked between festivals.

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