If you’re searching for things to do in Overland Park in May, you’ll find no shortage of ways to enjoy the month, from outdoor adventures to community events and patio season at its best. May is one of the best times to get out and explore everything Overland Park has to offer. As the weather warms up and the city comes to life, it’s the perfect season to spend more time outside, try something new, and revisit local favorites.
Get Outside and Explore
May is made for fresh air and movement, and Overland Park makes it easy to take advantage of both.
Spend a morning walking or biking along the city’s extensive trail system, or explore one of the many local parks that are perfect for everything from a casual stroll to a full afternoon outside. It’s also a great time to visit the Overland Park Arboretum and Botanical Gardens, where spring blooms and scenic paths make it one of the most peaceful spots in the city.
For something a little more interactive, head to Deanna Rose Children’s Farmstead. It’s a local favorite for a reason, offering a mix of outdoor fun, animals, and hands-on activities that are just as enjoyable for adults as they are for kids.
If you’re looking to stay active, May is also a great time to get back on the golf course, or maybe visit the new Tap Ins at the Greenhouse mini golf course. Overland Park is also known for pickleball. Find lessons or gather friends for a game at SERV, where you can play, relax, and enjoy the outdoors all in one place.
Spend a Saturday at the Farmers Market
The Overland Park Farmers Market is a must in May and a perfect way to start your weekend.
Located at Matt Ross Community Center for the month, the market brings together a mix of local vendors offering fresh produce, baked goods, flowers, handmade items, and more. Whether you’re picking up ingredients for the week or just browsing with a coffee in hand, it’s one of the easiest ways to feel connected to the community.
Patio Season Is Here
Warmer weather means patio season is officially back, and Overland Park has plenty of spots to enjoy it.
Grab a table at Strang Hall for a lively atmosphere and a variety of food options, or head to Maloney’s Sports Bar to catch a game outside. Other great patio options include Aubrey Vineyards for a more relaxed, scenic setting, Talk of the Town Grill & Bar for a casual day hang or night out, Club 27 overlooking the golf course, and 810 Entertainment if you want to pair your patio time with a little fun.
Your May in OP Checklist
Consider this your unofficial guide to making the most of May in Overland Park. Save it, share it, or turn it into your own weekend challenge:
☐ Pick up a fresh bouquet from a local vendor at the Overland Park Farmers’ Market
☐ Grab a drink and enjoy the patio at Strang Hall
☐ Feed the goats at Deanna Rose Children’s Farmstead
☐ Take a walk through the blooms at Overland Park Arboretum and Botanical Gardens
☐ Catch live music at the Prairiefire Summer Music Series
☐ Play a round at Sykes/Lady Overland Park Golf Club
☐ Try pickleball and stay for drinks at SERV
☐ Plan a patio night at Aubrey Vineyards
☐ Meet friends for a casual night out at Talk of the Town Grill & Bar
☐ Cool off when pools officially open for the season on May 24
However you check them off, May is all about getting outside, trying something new, and enjoying everything that makes Overland Park feel like home. And if May weather has other plans, don’t worry. Head to our Rainy Day Guide for plenty of ways to stay All in OP, rain or shine.
Events to Add to Your Calendar
Looking for specific dates to plan around? Here are a few highlights happening this month:
- Margarita Wars | May 1
A fun, high-energy event featuring creative margaritas and local flavor - Stems: A Garden Soiree | May 16
An evening event celebrating the Overland Park Arts & Recreation Foundation, food, and community in a beautiful setting - Prairiefire Summer Music Series | Thursdays beginning May 21
Live music, warm evenings, and a great way to kick off the weekend early - Outdoor Pool Season Begins | May 24
A sign that summer is right around the corner
Make the Most of May in OP
Whether you’re spending time outside, exploring local events, or simply enjoying a patio with friends, May is a reminder of how much there is to experience close to home. If you’re looking for things to do in Overland Park in May, you’ll find that it doesn’t take much to fill your calendar.
Everything you need for a great day is already right here.
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