Downtown Lee’s Summit Farmers Market
Date & Time: Wednesdays & Saturdays in May | 8 AM – 12 PM
Location: Green Street Market, Downtown Lee’s Summit
A beloved community tradition for more than 30 years, the farmers market brings together more than 70 vendors offering fresh produce, flowers, local meats, baked goods and artisan products. Stroll through the vibrant downtown market while enjoying live music and local shopping nearby.
Website: https://downtownls.org/market
Night Flight 5K
Date & Time: May 29, 2026 | 9 PM
Location: Legacy Park Amphitheater, Lee’s Summit
One of Lee’s Summit’s most unique races, this evening run takes participants along the scenic Legacy Park trail system under the stars. The event ends with yard games, music and snacks at the amphitheater for a lively post-race celebration.
Website: https://runsignup.com/Race/MO/LeesSummit/NightFlight5k
Fourth Friday Art Walk
Date & Time: May 22, 2026 | 5–8 PM
Location: Downtown Lee’s Summit
On the fourth Friday of each month, downtown transforms into an outdoor art gallery. Local artists display work in shops and along the sidewalks while visitors enjoy live music, gallery openings and extended shopping hours.
Website: https://downtownls.org
ROCK the Amp Concert Series
Date & Time: Select Fridays beginning in May | Evening
Location: Legacy Park Amphitheater
Bring a lawn chair and enjoy live outdoor concerts at the amphitheater. The summer concert series features local bands, food trucks and family-friendly entertainment in one of Lee’s Summit’s most scenic parks.
Website: https://cityofls.net
Garden Inspiration Day
Date & Time: May 10, 2026 | 10 AM – 2 PM
Location: Colonial Gardens, Blue Springs
Just minutes from Lee’s Summit, this popular nursery hosts spring garden demonstrations, plant sales and outdoor living displays. It’s the perfect place to find new landscaping ideas for the season.
Website: https://colonialgardenskc.com
Longview Lake Triathlon
Date & Time: May 17, 2026 | 7:30 AM
Location: Longview Lake, Lee’s Summit
Athletes from across the Midwest compete in this scenic triathlon featuring Olympic and sprint distances. Participants swim in Longview Lake before biking and running along beautiful park roads and trails.
Website: https://kansascitytriathlon.com
Pollinator Garden Festival
Date & Time: Mid-May 2026 | Morning–Afternoon
Location: Lee’s Summit Parks & Recreation
Celebrate the important role of pollinators with educational exhibits, native plants and activities for kids. The festival highlights ways to support bees, butterflies and other wildlife in your own garden.
Website: https://cityofls.net
Brookside Art Annual
Date & Time: May 1–3, 2026 | 10 AM – 6 PM
Location: Brookside Neighborhood, Kansas City
Just a short drive from Lee’s Summit, this nationally recognized art festival features more than 180 artists, live music and gourmet food. Tree-lined streets transform into an outdoor gallery celebrating creativity and community.
Website: https://brooksideartannual.com
Harry’s Hay Days Festival
Date & Time: May 1–2, 2026 | All Day
Location: Grandview, Missouri
Celebrate the hometown heritage of President Harry S. Truman with a parade, craft vendors, carnival rides and live music. This lively community festival is just minutes from Lee’s Summit.
Website: https://grandview.org
Celebration at the Station
Date & Time: May 24, 2026 | Evening
Location: Union Station, Kansas City
Memorial Day weekend kicks off with the Kansas City Symphony performing patriotic music followed by a dazzling fireworks display. Thousands gather on the lawn for picnics and one of the region’s largest free events.
Website: https://visitkc.com
Powell Gardens Spring Blooms
Date & Time: Throughout May | 9 AM – 5 PM
Location: Powell Gardens, Kingsville, Missouri
Just east of Lee’s Summit, Powell Gardens bursts into color each spring with thousands of blooming flowers. Visitors can explore themed gardens, walking trails and seasonal exhibits celebrating the beauty of Missouri landscapes.
Website: https://powellgardens.org