5 Fun Things to Do in Kansas City This Weekend (Sept 26–28, 2025)

by Skyler Edzards

🍂 5 Fun Things to Do in Kansas City This Weekend

Sept 26–28, 2025 • Fall festivals, racing thrills, culture & Oktoberfest in the KC Metro.

Family-FriendlyArts & CultureFood & DrinkOutdoors

See the Top 5 More KC Guides

🎡 Community

Overland Park Fall Festival

Downtown Overland Park • Fri–Sat, Sept 26–27 • Free

👨‍👩‍👧 Family-Friendly

Overland Park Fall Festival at the Farmers’ Market Pavilion

🎶 What: Live entertainment, artisan fair, food & family activities

📍 Where: 7935 Santa Fe Dr, Downtown OP

🕒 When: Fri 4–8p • Sat 8a–5p

Ring in fall with music, makers, and food stalls spread across Downtown Overland Park.

Event Info Visit KC

🏁 Sports

NASCAR Cup Playoffs Weekend

Kansas Speedway • Fri–Sun, Sept 26–28 • Ticketed

🏎️ High-Octane

Pack of NASCAR Cup cars racing at Kansas Speedway

🗓️ Key times: ARCA Fri 7p • Xfinity Sat 3p • Cup Sun 2p

📍 Where: Kansas Speedway, KCK

Three days of adrenaline capped by Sunday’s Hollywood Casino 400—part of the NASCAR Cup Series Playoffs.

Event Info & Tickets Weekend Schedule

🎨 Arts & Culture

18th & Vine Arts Festival

18th & Vine Jazz District • Fri–Sun, Sept 26–28 • Free & Ticketed

🎶 Music • 🍽️ Culinary

18th & Vine Arts Festival promotional artwork

🖼️ What: Live music, film, fashion, vendors & family-friendly activities

📍 Where: Historic 18th & Vine District, KCMO

Celebrate Black art and culture all weekend with performances, markets, and special showcases.

Official Site Visit KC

🐉 Cultural Sports

Kansas City Dragon Boat Festival

Shawnee Mission Park • Sat, Sept 27 • 9a–3p • Free

🌳 Outdoors

Dragon boat teams racing on the water with festival crowds

🏁 What: Races, entertainment stage, food trucks & vendor village

📍 Where: Shawnee Mission Park, Shawnee, KS

Cheer on teams in colorful boats and enjoy a full slate of family-friendly activities by the lake.

Festival Site Visit KC

🍺 21+ Only

Oktoberfest Live!

KC Live! Block, Power & Light • Sat, Sept 27 • 3–7p

🥨 Steins & Games

Friends in lederhosen and dirndls at KC Live! Oktoberfest

🎯 What: Live music, stein-holding, hammerschlagen & Wiener Dog Races

📍 Where: Power & Light District, Downtown KC

Prost! Raise a stein in the heart of KC at the city’s biggest downtown Oktoberfest party (21+).

Event Info Visit KC

Rather tour homes this weekend?

I’ll be working all weekend long helping buyers & sellers across the KC Metro. Let’s find your perfect place.

📞 Call/Text (816) 447-0017 ✉️ Email Skyler 🌐 skyler-edzards.com

The Danny Howell Team • eXp Realty®

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Skyler Edzards

Agent

+1(816) 447-0017 | skyler.edzards@exprealty.com