What's Happening in Medina This Week, September 14-20, 2026

This is the week the calendar officially tips into fall, even if the weather holds onto summer a little longer. There is no single huge festival anchoring the week, and that is exactly what makes it a nice one to get out and simply enjoy the community: a quieter Blossom night, the first pumpkin patches opening across the county, farmers markets full of apples and mums, and a chance to peek inside the historic buildings that give Medina its character. Let's get into it.

Monday, September 14

Yoga on the Green in Downtown Akron

Start the week outdoors with a free community yoga class in the Northside District of downtown Akron. Yoga on the Green, part of the city's Wellness on the Plaza series with Yoga Squared, runs from 10:00 to 11:00 AM on the green. Bring a mat or towel and enjoy a stretch under the early-fall sunshine. It is a relaxed, welcoming way to begin the week and meet some neighbors.

Tuesday, September 15

Homeschoolers Outdoor Education: Fishing

The Medina County Park District keeps its Tuesday rhythm with a free outdoor-education program designed for homeschool families. Two sessions run at 10:00 to 11:30 AM and again at 1:00 to 2:30 PM, giving young anglers a hands-on introduction to fishing in the park. Registration is free and opened September 13, so check the district's programs page for open spots and the exact location.

Wednesday, September 16

Pitbull at Blossom

Wednesday night Blossom Music Center hosts its lone show of the week, and it is a big one. Pitbull brings his high-energy show to the amphitheater at 8:00 PM, with Lil Jon and IamChino opening. Expect a hit-packed, celebratory night on the lawn, a great midweek outing that is an easy drive from Medina into the Cuyahoga Valley. Tickets are available through blossommusic.com or Live Nation.

Migration Challenges and Honey Extraction Demo

If a stadium show is not your speed, the Medina County Park District has two free programs Wednesday. In the early afternoon, "Migration Challenges" (1:00 to 2:00 PM) looks at the remarkable journeys birds and other wildlife make each autumn, open to all ages with no registration. Then at 6:30 to 7:30 PM, a Honey Extraction Demo shows how local honey makes it from the hive to the jar, with free registration (open spots were still available as of this writing).

Thursday, September 17

Folsom Prison Experience at the Akron Civic Theatre

Thursday night the historic Akron Civic Theatre hosts the Folsom Prison Experience, a theatrical tribute to Johnny Cash's legendary 1968 performances at Folsom State Prison. Expect a rootsy, immersive concert-theatre show at 7:00 PM in one of the most beautiful venues in Ohio. It is a fantastic date-night option just down Route 18 from Medina.

"Marjorie Prime" Opens at Wild Oscar's

For theatre fans, Wild Thread Theatre opens "Marjorie Prime" by Jordan Harrison on Thursday, running through September 27 at Wild Oscar's in Akron. The Pulitzer Prize finalist play explores memory, family, and the nature of the stories we tell about ourselves in a thoughtful, intimate staging. Check liveakron.com for showtimes and tickets.

Friday, September 18

Sharon Women's Club Fall Fest Opens

The Sharon Women's Club Fall Fest gets going Friday at the Sharon Community Park in Wadsworth and continues Saturday. This free, family-friendly festival features local vendors and crafts in a welcoming small-town setting, with the Sharon Township community coming together for the season. It runs from 9:00 AM to 4:00 PM Saturday, so it is a lovely way to kick off the fall weekend with the whole family.

Saturday, September 19

Medina Square Farmers Market

Saturday morning starts the way it always does here: the Medina Square Farmers Market from 9:00 AM to 1:00 PM on the Public Square. Mid-September is peak harvest, with apples, pears, winter squash, and the season's first mums and ornamental gourds joining the late sweet corn and tomatoes. The market is running weekly through October 10, with more than 70 vendors selling produce, artisan cheese, baked goods, honey, and cut flowers.

Open Door Tour of Historic Medina

A highlight of the week for history lovers: the Medina County Historical Society hosts its free Open Door Tour on Saturday, opening the doors of historic buildings and landmarks across Medina County. It is a wonderful chance to step inside places you usually only pass by, guided by the people who know their stories. Check the historical society's events page for the full list of participating sites and tour times.

Pumpkin Village at Mapleside Farms

The first big pumpkin weekend of the season arrives at Mapleside Farms in nearby Brunswick. Pumpkin Village is open Saturday and Sunday, and this weekend's theme is "Princess & Pirates," a dress-up weekend kids will love. Expect pumpkin picking, hayrides, and 20-plus fall attractions spread across the farm. It is a short, scenic drive from Medina and one of the best spots in the region to kick off fall with little ones. See mapleside.com for hours and admission.

More Saturday Events: Rally in the Alley, the Saddle Club, and More

There is a lot packed into Saturday. Music fans can catch Colin Dussault's Blues Project for the return of "Rally in the Alley" at 7:00 PM on N State Road in Medina, a beloved local live-music series. Equestrian fans have the Northern Ohio Saddle Club's September Show starting at 8:00 AM on Lafayette Road in Medina. And families can drop the kids at the BOO-tifully Spooky Parents' Night Out at 4:00 PM at the Dynamic Kids Gymnastics center on Progress Drive in Medina, a fun Halloween-themed evening for the little ones.

Ray LaMontagne at the Akron Civic Theatre

Saturday night in Akron, Ray LaMontagne brings his "Trouble" 20th Anniversary Tour to the Akron Civic Theatre, with The Weather Station opening, at 7:00 PM. The tour celebrates the 2006 album that launched his career, a warm, intimate set of folk and soul favorites. It is a perfect counterpoint to the week's bigger, louder shows and a beautiful evening in a gorgeous venue.

A Vinyl Day Out in Hinckley

Over in Hinckley, the Wax & Tracks Fest takes over Brooklyn Acres on Saturday, a vinyl-record and music festival with live sets and crates of records to dig through. It is a fun, nostalgic way to spend an afternoon, with plenty of kid appeal too. Check the event listing for hours and any admission details.

Sunday, September 20

Tats for Cats Charity Event at The Common Ground

Sunday morning brings a feel-good charity event: Tats for Cats 2026 at The Common Ground in Medina at 10:30 AM. This fundraising event supports local cat rescues, a heartwarming way to spend a relaxed Sunday morning while helping animals in need. Check the event listing for details on how to participate.

Pumpkin Village, Day Two

Pumpkin Village at Mapleside Farms runs again Sunday, so there is one more full day of hayrides, pumpkin picking, and the Princess & Pirates dress-up fun before the farm shifts to its regular weekend rhythm. Sundays tend to be a touch calmer than Saturdays, making it a relaxed way to close out the weekend with the family.

Around Town This Week

Fall hiking programs are in full swing. The Medina County Park District's 20th annual Trekking Through Autumn runs now through November 30: complete at least eight designated hikes at your own pace to earn an award. Cuyahoga Valley National Park's Fall Hiking Spree is also underway, rewarding explorers of the park's 125-plus miles of trails. Both are free to begin and a wonderful way to get outside as the weather turns. Visit medinacountyparks.com to learn more.

A scenic weekend train ride. The Cuyahoga Valley Scenic Railroad keeps its National Park Scenic round trips running through the month, with weekend departures from the Peninsula Depot and Rockside Station. As the leaves just begin to shift color, a ride down the valley is a relaxing, family-friendly way to see the park from a different angle. Check cvsr.org for the schedule.

A quieter week at Blossom. After last week's five-concert marathon, this week holds just the single Pitbull show on Wednesday, so the venue is far less frantic. The season's final stretch still has dates to come, including Bryson Tiller on September 25, so if you have been eyeing any of the late-September shows, now is a good time to grab tickets.

Mark your calendar for next week. The big Medina Fall Festival lands Saturday, September 26, so this weekend is a lovely warm-up with the farmers markets and Pumpkin Village. More details on the festival itself will come in next week's note.