14 Fun Things to do in Missouri in May

Last updated on February 15th, 2024 at 12:42 pm.

May is a great time to explore Missouri. The weather hasn’t hit its summer heat or humidity, so it’s a great time to enjoy the outdoors. If you are looking for fun things to do in Missouri in May 2023, we’ve got the lowdown with 14 fun things to do throughout the state during the month.

Start planning a visit to one of Missouri’s beautiful cities, gorgeous gardens, wineries, parks or a fun day trip to experience a fun festival or event.

May is also a great month to find wildflowers and see flowers in bloom throughout the state.

Fun things to do in Missouri in May

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Best Things to do in Missouri in May

As you plan for a May Missouri getaway or day trip, here are 14 fun things to choose from! We also have lists for the best things to do in Kansas City in May and the most fun things to do in St. Louis in May.

1. Bluegrass & BBQ Festival in Branson – May 4-29, 2023

The Bluegrass & BBQ Festival at Silver Dollar City is a highly anticipated event in Branson, Missouri. This festival is the perfect combination of two of America’s greatest contributions – great music and delicious food. The festival lineup includes some of the most talented bluegrass musicians from all over the country, including the Larry Stephenson Band, Route 3, The Baker Family, and many others.

In addition to the incredible music, the festival also features mouthwatering barbecue flavors. Silver Dollar City’s pit masters prepare slow-smoked meats that are both traditional and innovative, making this event a must-attend for any foodie. The festival offers a diverse range of culinary delights, ensuring there is something for everyone.

During the Bluegrass & BBQ Festival, the park’s restaurants and eateries are filled with the aroma of smoked meats and the sounds of foot-tapping bluegrass music. This event is the perfect opportunity to enjoy great music, delicious food, and the beautiful surroundings of Branson, Missouri. Don’t miss out on this incredible celebration of all things American!

Location: Silver Dollar City; 399 Silver Dollar City Pkwy | Branson, MO 65616

2. Valley of Flowers Festival in Florissant – May 5-7, 2023

Valley of Flowers Festival in Florissant

This spring will mark the 60th celebration of the nationally renowned Valley of Flowers Festival. The festival will take place from May 5 to May 7, and feature attractions focused on the crowning of Florissant’s Queen and Court and Grand Parade.

It will also include exciting rides for younger fans at the Duchesne Home Association Fairgrounds. The parade’s floats and decorations reflect this year’s theme.

Location: The Duchesne Home Association Grounds (formerly Knights of Columbus Grounds) and the Eagan Center.

3. Wildflower Hike at Dr. Edmund A. Babler Memorial State Park in Wildwood, Mo – May 6, 2023

primrose wildflowers

This guided wildflower hike on the 1.25-mile Hawthorn Trail will explore the trail in search of the first flowers of spring 2023. During the trek, expect the park staff to point out interesting features such as wildflowers along the way.

The organizers recommend participants to carry weather-appropriate clothing, insect repellent, comfortable hiking shoes, and water to the hike.

Meet at the Alta Shelter parking lot at 10 a.m.

Location: 800 Guy Park Drive, Wildwood, MO

4. Testicle Festival in Weston – May 6, 2023

The second annual Weston Testicle Festival! Live Music – Beer – Cigars – Food.

Damian McCarthy kicks off the entertainment with Outlaw Jim & The Whiskey Benders headlining a great evening of food, drinks, and excellent times in the Weston Burley House.

$30 pre-sale and $40 at the door. 10-4 PM.

Ticket price covers entrance and food (mountain oysters and fries, or pulled pork and fries).

Address: Weston Burley House Inc; 357 Main Street Weston, MO 64098

5. St. Louis Microfest Beer Festival in St. Louis – May 6, 2023

beer tasting

Come to the Muny in beautiful Forest Park to enjoy craft beer tastings at the St. Louis Microfest Beer Festival. Your general admission tickets will give you access to taste more than 600 craft beers from 125 different breweries, both national and international, and a commemorative tasting glass.

The VIP ticket will allow you to enjoy culinary foods from local restaurants, a collectible pub glass, and access to the VIP tent. There will be live music and food available for purchase at this event as well.

Ticket prices range from $45-$70. There are two avialable sessions:

  • Saturday, May 6: 12-4 pm
  • Saturday, May 6: 5:30-9:30 pm

Location: Upper Muny Parking Lot (Festival Plaza) at Macklind Dr, St. Louis, MO 63110

6. Truman Day 2022 in Lamar – May 6, 2023

Join Harry S Truman Birthplace State Historic Site and the Barton County Chamber of Commerce to celebrate Truman’s Birthday. Truman Day is a commemorative holiday to celebrate the birth of Harry S. Truman, the 33rd President of the United States.

Activities will be held throughout the day including historic demonstrators, WWI and WWII re-enactors, music entertainment, a baby and toddler show, kids’ historic games, craft and food vendors, Hot Air Balloon (purchase tethered rides, weather depending) and wagon rides.

Events take place from 9:00 am to 3:00pm and all are free to attend. Parking is free.

Location: 1009 Truman Lamar, MO 64759-1543

7. rosé Day in St. Louis – May 6, 2023

Rosé Day is a walking wine festival that celebrates women and raises awareness for nonprofit organizations that empower girls and women. The pop-up wine event will take place from about 12 PM to 6 PM on May 6, 2023, and each ticket purchased will support a nonprofit of your choosing. You get to sample hand-selected wines at more than ten designated tasting stations.

At each stop, ticket holders will learn more about the nonprofits empowering and supporting women in St. Louis, MO. The entertainment set will feature shopping experiences at popup stores, street arts, and performances by local musicians. This event will kick off at Maryland Plaza’s Fountain.

Tickets are $35.

Location: Fountain at Maryland Plaza 50 Maryland Plaza St. Louis, MO 63108

8. Artisan Cheese Market in Hermann | May 13, 2023

The Artisan Cheese Market at Stone Hill Winery is an event not to be missed. Cheese and hand crafters from multiple artisan backgrounds will come together to showcase their goods, creating a unique opportunity to experience the best in artisanal cheese and crafts.

Guests are invited to join in on the festivities at the covered Sherry House, which will be open from 11:30 am to 4:30 pm. This event is the perfect way to treat your mom on Mother’s Day weekend, so why not grab some friends, relax and enjoy a glass of wine while nibbling on samples and discovering one-of-a-kind handcrafted items.

Live music will be provided from 1 pm to 5 pm, adding to the festive atmosphere. Guests can also enjoy a selection of wine, beer, and wine slushy bar to enhance their experience. Don’t miss out on this exceptional event!

Address: 1110 Stone Hill Hwy Hermann, MO 65041

9. Kids Free Fishing Day in Cassville – May 20, 2023

Kids fishing day in Cassville, MO

Scheduled to occur at the Roaring River State Park, Cassville, MO, the annual Kids Free Fishing Day is open for children aged 15 and below. The organizers expect children to bring their own fishing equipment and pole.

Through programs such as fish cooking, knot tying, fly fishing, and fish casting are open to the entire family, the draws will only feature children.

Location: 12716 Farm Road 2239, Cassville, MO

10. 7th Annual Weston WineFest | May 20, 2023

The 7th Annual Weston WineFest, presented by Pirtle Winery, is just around the corner, and it’s the perfect way to celebrate the arrival of spring. Wine enthusiasts and festival-goers alike are invited to enjoy the live music and indulge in tastings from 9 different wineries in the area.

At the event, guests will have the opportunity to purchase wines from the participating wineries and receive a souvenir wine glass and special gift to commemorate the occasion. With such an array of flavors to choose from, it’s an ideal occasion to explore and discover new wines.

Don’t miss out on this unique and exceptional wine festival – mark your calendars and join in on the festivities May 20th from 12-7pm!

Address: Pirtle Winery 502 Spring St Weston, MO 64098

11. Night Hike On Buteo Trail in Knob Noster, Mo – May 27, 2023

Knob Noster State Park is hosting five night hikes on Buteo Trail during the spring and summer of 2023. These are guided hikes to explore how to preserve the night sky.

Each hike will be a moderately difficult mile-long loop and will last about an hour. Be prepared by bringing water, snacks and a personal flashlight; wearing sturdy shoes and weather-appropriate clothing; and using insect repellent.

It is recommended to bring and use insect spray for mosquitoes and ticks such as DEET-free Herbal Armor.

Meet at the trailhead by Lake Buteo, the shelter house and the kayak hut at 9 pm on May 27.

Trailhead coordinates: 38.74975, -93.58163

12. Twain on Main Festival in Hannibal – May 27 – 28, 2023

Twain on Main festival
Photo Credit: Twain on Main Festival

Mark Twain’s hometown of Hannibal celebrates its beloved author with arts, crafts, and food throughout the weekend. Entertainment includes street magicians and storytellers and more. There are also lots of games for kids to games.

The Twain on Main Festival celebrates renowned author Mark Twain through great food, arts, and crafts. This is one of the best things to do in Missouri in May for anyone who loves history or literature.

Check out pieces from over 100 merchandise, craft, and popup art vendors across the country. The festival will take place during the Memorial Day Weekend at the Historic Downtown Hannibal.

The Twain on Main Festival is an outdoor, arts, crafts, food, and entertainment Western Themed Festival. The Theme is “COWBOY UP”, based on Mark Twain’s internationally acclaimed book titled “Roughing it.”

Western attire (which includes cowboy hats and cowboy boots) is the preferred dress code. Tickets start at $20 per person and come with a complimentary themed cocktail.

Location: Historic Downtown Hannibal

13. Weston Red Barn Farm In Weston – May 27-29, 2023

Memorial Day weekend marks the annual opening of the Weston Red Barn Farm to the public. Spring means baby farm animals (baby goats, lambs and the occasional foal).

During the spring season the country store and barnyard are the focal points of the farm. Produce available in the country store includes peaches, sweet corn, tomatoes, melons and cucumbers (and varies as to planting and harvesting).

Address: 16300 Wilkerson Road Weston, Missouri 64098

14. Best 7 Place to See Flowers Bloom in Missouri in may

blooming flowers in may in missouri

Are you still looking for what to do in Missouri besides the recommendations shared above?

Maybe you are wondering where to find wildflowers near me? Well, you can find flowers blooming in different locations throughout the state and seeing the wildflowers in bloom is truly one of the best things to do in Missouri in May.

Did you know the state flower of Missouri is the flower that blooms on the Hawthorn tree?

Here are seven of our favorite locations to see flowers bloom in the state during May.

1. Branson

At the Branson Petal Pushers Flowers and Gifts located at 209 West Pacific Street, Branson, MO.

2. Ozark Lakes

Visit the Mark Twain National Forest or the banks of the Ozark National Scenic Riverways for spectacular views of flowers blossoming. You can also visit the Big Buffalo Creek Conservation Area in Morgan and Benton counties for spring wildflowers.

3. St. Joseph

At the Butchart Flowers Inc and Greenhouse located on 3321 S. Belt Highway or the Garden Gate located at 3002 Lafayette Street.

4. Kansas City

Blooming flowers can be found at Jacob L. Loose Park at 5200 Wornall Road. Jacob Loose Park is one of Kansas City’s most popular, beautiful and historical​ parks. There are about 3,000 roses of nearly 130 varieties in the 1.5-acre garden.

5. St. Louis

Missouri Botanical Garden at 4344 Shaw Boulevard is one of the best places in the city for spring flowers. Particularly beautiful in May are common hyacinth (Hyacinthus orientalis) also known as ‘City of Haarlem’.

6. Weston

At Weston Bend State Park the most popular wildflower trails are the Harpst Trail and the West Ridge Trail. Weston Bend State Park offers secluded picnic sites, a campground and sweeping views of the Missouri River from trails and a scenic overlook.

7. Springfield

Beautiful blooming flowers can be found at Nathanael Greene/Close Memorial Park at the Springfield Botanical Garden. While you are there, don’t forget to visit the Butterfly House.

Whether you want to explore the Ozark lakes and mountains or enjoy one of Missouri’s quaint historic towns, there are numerous options for you to explore.

What is your favorite event or festival for May? We’d also love to know what you are looking forward to in June.

Missouri Events for Every Month

There are plenty of activities in Missouri every month and we have lists of the best things to do in Missouri for every month of the year! Just click any month to plan your next MO adventure! January | February | March | April | May | June | July | August | September | October | November | December

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