This weekend in Wildwood, MO

Enjoy a friendly gravel social ride with James and Elise, beginning outside the Brews Cafe at SBR Bikes & Brews. The conversation-friendly pace invites riders to reconnect with friends and meet new people. The route makes a counterclockwise lap of the Pork Chop course and covers about 26 miles. Coffee comes first, then the group rolls out with a focus on community, exploration, and creativity.

Presented by St. Louis Track Club, this trail race offers 5-mile, 8-mile, and half marathon options on the Lewis and Clark Trails in the Weldon Spring Conservation Area. Club members receive an automatic $10 discount when registering with their membership email, and those who register early receive event swag and a finisher’s medal. Half marathon participants start at the trailhead and complete the Lewis loop before continuing onto the Clark loop. The 8-mile route follows the Lewis loop, and the 5-mile route follows the Clark loop. All courses travel counter-clockwise, remain open to other trail users, and are clearly marked, with a volunteer stationed where the trails split. The route traces Missouri River bluffs, hardwood ridges, and shaded hollows. All distances start and finish at the trailhead in short waves. Parking is in the secondary lot at the Weldon Spring Interpretive Site, with signs and guidance on where to park. Packet pickup is located near parking and the start line. A drop bag area will be available at the start and finish. Because parking is across the roadway, cones will be set out to alert drivers and participants should use care when crossing. This is a cup-free event, so bring a bottle or other container to refill at aid stations stocked with water and Tailwind. Aid stations include one manned stop at mile 3 for the 5-mile route, an unmanned water station around mile 4 and a manned station at mile 6.5 for the 8-mile route, and the same support for the half marathon, plus a fully stocked pass-through at approximately mile 8.2 and a final manned station near mile 12 before the finish. Tailwind Nutrition is the event sponsor. A cutoff and pacing requirement apply, with a checkpoint at the trailhead before the final 5-mile loop of the half marathon.

Swap the Playroom and Cottle Village come together for a family-friendly morning centered on play, connection, and access to community resources. Children can explore a large play area filled with toys from the Swap the Playroom rental collection, offering plenty of opportunities to climb, discover, and play. Parents can meet carefully selected local partners who provide essential services for families in St. Charles County, with vendors participating by invitation to keep the focus on high-quality resources. Each booth includes a kid-friendly activity to keep little ones engaged while adults gather information. The gathering takes place at Cottle Village in Cottleville and offers an easy way to connect with other local families. To support the hosts, outside food and drinks are not permitted. Expect a relaxed mix of play and discovery for families.

Pins and Putts 2026 combines bowling and a golf-style scramble at Bowlero in Valley Park. Teams of two participate in three bowling games and an 18 hole scramble.

Geared toward homeowners who may sell in the coming year or two, this informal coffee chat explores the steps to getting a home ready to list. Topics include assessing market value, prioritizing worthwhile repairs before listing, and practical preparation tips for attracting buyers. The conversation takes place at The Ground Coffeehouse, with beverages and food available for purchase.

Centered on reviving neglected or unique motorcycles, this ride brings sidelined machines back to life and out on the road with a welcoming group of peers. Participants secure a suitable bike and head out together to enjoy the journey and the camaraderie that comes with it. The ride departs from Gateway BMW Ducati and travels through rural Missouri on paved roads with the possibility of light gravel. The final route will be chosen after reviewing the list of participating motorcycles so the terrain suits the group. Overnight options include scheduled camping or rooms at Honz’s Rogue Creek Adventure Camp near Potosi, MO. Food and drink are the responsibility of each rider at food stops. A chase truck from Gateway will be available to retrieve motorcycles that become problematic or cannot be repaired along the way. At the finish, a random draw will set the order among riders who complete the route for the chance to purchase another participant’s entered motorcycle for $1,500, with the purchase to be finalized within seven days. After finishers, riders who did not complete the route may also have the opportunity to buy a contestant’s entered motorcycle if it has not already been claimed, beginning with the non-finishers who covered the most miles. Any brand or type of motorcycle is welcome, and each entry must have a title ready for immediate transfer to a potential buyer. For details or to reserve a spot, contact Jeff at jeff.s@gatewaybmw.com or 314-427-9090.

Chesterfield Amphitheater hosts a powerhouse tribute night featuring Dogs of Society, an Elton John rock tribute, with special guest Billy the Kid, a Billy Joel tribute. Expect a fully live rock show that puts the music front and center. Dogs of Society dives into Elton John’s 1970s era, moving from favorites like Bennie and the Jets, Tiny Dancer, and Crocodile Rock to deeper selections including Funeral for a Friend, Madman Across the Water, All the Girls Love Alice, and Mona Lisas and Mad Hatters. The performance is entirely live with no backing tracks, focusing on the songs rather than costumes. Billy the Kid celebrates early Billy Joel, mixing hits such as Piano Man, My Life, and You May Be Right with album cuts like Scenes from an Italian Restaurant, Vienna, and Summer Highland Falls. The group appears as a six piece rock band with a three piece horn section featuring members of Dogs of Society and Breakfast in America for a classic 1970s sound. General Admission provides access to the lawn and the standing room pit, while Reserved Seating offers stadium style fixed seats near the stage. The venue is primarily general admission, with the green stadium seating reserved for those holding Reserved Seating tickets. Pricing is $20 for General Admission in advance and $25 on the day of show, $25 for Reserved Seating in advance and $30 on the day of show, and a four pack General Admission option for $60. Lawn chairs are not available to rent, so general admission guests are encouraged to bring their own. Set times are subject to change without notice.

Enjoy an outdoor evening filled with live music in a welcoming, free-to-attend setting. Attendees are encouraged to bring lawn chairs and spend time with friends. Coolers are allowed, but leave glass containers at home. Food and drinks will be available for purchase.

The Hideout hosts an acoustic evening with The Outsiders Acoustic. The set spans blues, classic rock, soulful covers, and familiar favorites, all delivered in the band’s distinct style. Performing are Heather Saunders on vocals, Levi Barton on acoustic guitar and vocals, and Scutt Jackson on lead guitar. Expect a relaxed atmosphere and a full program of live music.

A weekly Sunday brunch at Frankie Martin's Garden featuring live acoustic performances by Johnny Chase. This recurring series brings relaxed, unplugged music to accompany the brunch atmosphere.