Festivals near Chesterfield, MO.

Prairie Day

• Sep. 27 - Sep 27, 2025
• City Hall Park - O'Fallon, MO USA

Prairie Day is from noon-9:30 p.m. on Saturday, Sept. 27 at City Hall Park, 2032 Hanley Road in Dardenne Prairie, featuring local food and merchant ve ....

Nash Bash Music Fest 2025

• Sep. 26 - Sep 26, 2025
• 1001 State Hwy F - Wright City, MO USA

• Music

• $25 - $50

This one-night outdoor festival features a powerhouse lineup of STL’s favorite country and rock performers, including: * Well Hungarians – one of STL’ ....

Saint Charles Oktoberfest

• Sep. 26 - Sep 28, 2025
• Frontier Park - Saint Charles, MO USA

Saint Charles Oktoberfest is from 4-11 p.m. on Friday, Sept. 26, 10 a.m.-11 p.m. on Saturday, Sept. 27 and from 10 a.m.-5 p.m. on Sunday, Sept. 28 at ....

Saint Charles Oktoberfest

• Sep. 26 - Sep 28, 2025
• Frontier Park - Saint Charles, MO USA

• Food / Wine / Beer

There’s only ONE Saint Charles Oktoberfest! Join us September 26–28, 2025, for Missouri’s largest cultural celebration featuring authentic German cuis ....

Fall Into the Arts

• Sep. 21 - Sep 21, 2025
• O'Day Park - O'Fallon, MO USA

Fall Into the Arts is from 11 a.m.-4 p.m. on Sunday, Sept. 21 at the O'Day Park Amphitheater, 1000 O'Day Park Drive in O’Fallon. Artists and crafters ....

Amare Annual Rockin' 4 Recovery 2025

• Sep. 20 - Sep 20, 2025
• Central Park - Bethalto, IL USA

• Music

Saturday, September 20th 1-6pm Amare NFP is hosting the best, family friendly music festival in Bethalto Central Park this September and I would like ....

Pyromania

• Sep. 20 - Sep 20, 2025
• Cedar Lake Cellars - Wright City, MO USA

• $25 - $50

This awe-inspiring two-hour show features technically advanced fireworks displays, gasoline fireballs, and an amazing finale that attendees say is “be ....

Ballwin Kid's Triathlon

• Sep. 14 - Sep 14, 2025
• The Pointe at Ballwin Commons - Ballwin, MO USA

• Sports / Fitness

The swim is in an indoor pool with the bike and run in a safe neighborhood next door to the rec center.Race OptionsYouth Jr. Age 6 - 925yard swim | 1m ....

Mosaics Fine Art Festival

• Sep. 12 - Sep 14, 2025
• North Main Street - Saint Charles, MO USA

Mosaics Fine Art Festival is from 4-9 p.m. on Friday, Sept. 12; from 10 a.m.-8 p.m. on Saturday, Sept. 13 and from 11 a.m.-4 p.m. on Sunday, Sept. 14 ....

UCP Heartland's 15th Annual Wing Ding presented by TUMS

• Sep. 9 - Sep 9, 2025
• Chaifetz Arena - St. Louis, MO USA

• $25 - $50

The UCP Heartland Wing Ding is the biggest wing competition for St. Louis restaurants - help us determine who has the best wings in town! This year we ....

St. Charles Parks Food Trucks

• Sep. 9 - Sep 9, 2025
• Blanchette Park - Saint Charles, MO USA

• Food / Wine / Beer

St. Charles Parks Food Trucks is from 5-8 p.m. on Tuesday, Sept. 9 at Blanchette Park, 1900 West Randolph Street in St. Charles. Live music, food and ....

Greentree Pre-Festival: Party in the Park

• Sep. 6 - Sep 6, 2025
• Kirkwood Park - Kirkwood, MO USA

• Music

Kick off Greentree season with one of Kirkwood’s favorite traditions—Party in the Park. This free, family-friendly event takes place on Saturday, Sept ....

Summer Nights (Live Band and Drone Show) 2025

• Aug. 31 - Aug 31, 2025
• Grant's Farm - St. Louis, MO USA

• Nightlife

• $10 - $25

Weekends are looking up at Grant’s Farm because Summer Nights are back and better than ever. Fridays, Saturdays, and select Sundays from Memorial Day ....

STL's Pot Chef Presents the Munchie Market - 2025

• Aug. 31 - Aug 31, 2025
• The Little Bevo - St. Louis, MO USA

• Food / Wine / Beer

• $25 - $50
• $50 - $100

Discover a vibrant marketplace featuring an array of delicious dishes, all expertly infused. From gourmet meals to tantalizing snacks, our vendors sho ....

STL's Pot Chef Presents the Munchie Market - 2025

• Aug. 31 - Aug 31, 2025
• The Little Bevo - St. Louis, MO USA

• Community (Community / Social)
• Food / Wine / Beer
• Holiday (Labor Day)

• $25 - $50
• $50 - $100

Discover a vibrant marketplace featuring an array of delicious dishes, all expertly infused. From gourmet meals to tantalizing snacks, our vendors sho ....

Summer Nights (Live Band and Drone Show) 2025

• Aug. 30 - Aug 30, 2025
• Grant's Farm - St. Louis, MO USA

• Nightlife

• $10 - $25

Weekends are looking up at Grant’s Farm because Summer Nights are back and better than ever. Fridays, Saturdays, and select Sundays from Memorial Day ....

Japanese Festival

• Aug. 30 - Sep 1, 2025
• Missouri Botanical Garden - St. Louis, MO USA

• $10 - $25

Japanese Festival is from 9 a.m.-9 p.m. on Saturday, Aug. 30, from 9 a.m.-5 p.m. on Sunday, Aug. 31, and from 9 a.m.-5 p.m. on Monday, Sept. 1 at the ....

Summer Nights (Live Band and Drone Show) 2025

• Aug. 29 - Aug 29, 2025
• Grant's Farm - St. Louis, MO USA

• Nightlife

• $10 - $25

Weekends are looking up at Grant’s Farm because Summer Nights are back and better than ever. Fridays, Saturdays, and select Sundays from Memorial Day ....

Vintage Antique Postcard Show and Sale Aug 29 and 30 Caseyville, IL Community Center

• Aug. 29 - Aug 30, 2025
• 909 S Main St - Caseyville, IL USA

• Community (Local / Fair)

The postcard show and sale will be held on Friday, Aug 29 from 10 am to 5 pm and Saturday Aug 30 from 9 am to 4 pm at the Caseyville IL community cent ....

Autumn Glow Festival at Brookdale Farms

• Aug. 28 - Sep 11, 2025
• Brookdale Farms - Eureka, MO USA

• Community (Family & Kids)
• Community (Local / Fair)
• Seasonal (Fall)

• $10 - $25

The Autumn Glow Festival is illuminating Brookdale Farms this fall with a must-see display of electrifying handmade, traditional Chinese lanterns. Ope ....

Summer Concert Series

• Aug. 27 - Aug 27, 2025
• Ryan Hummert Memorial Park - Maplewood, MO USA

• Music

The concerts are held in Ryan Hummert Park and made possible with the support of the City of Maplewood and sponsoring businesses. Consider supporting ....

Summer Nights (Live Band and Drone Show) 2025

• Aug. 23 - Aug 23, 2025
• Grant's Farm - St. Louis, MO USA

• Nightlife

• $10 - $25

Weekends are looking up at Grant’s Farm because Summer Nights are back and better than ever. Fridays, Saturdays, and select Sundays from Memorial Day ....

Summer Nights (Live Band and Drone Show) 2025

• Aug. 22 - Aug 22, 2025
• Grant's Farm - St. Louis, MO USA

• Nightlife

• $10 - $25

Weekends are looking up at Grant’s Farm because Summer Nights are back and better than ever. Fridays, Saturdays, and select Sundays from Memorial Day ....

Ballwin Days 5k

• Aug. 17 - Aug 17, 2025
• Vlasis Park - Ballwin, MO USA

• Sports / Fitness

Adults and children alike are welcome to run in either or both races. The race starts and finishes is beautiful Vlasis Park. ....

370 Lakeside Triathlon

• Aug. 17 - Aug 17, 2025
• 370 Lakeside Park - St. Peters, MO USA

• Sports / Fitness

The race begins with a beautiful beach start at 370 Lakeside Park. Enjoy the lake swim, scenic fast bike course on the country roads of St. Charles Co ....