Know Before You Go – May 2022 Events in Jackson County

 In Events

May is a wonderful time of the year in Jackson County! The calendar has filled up with some exciting events that you don’t want to miss! Check them out here!

If you or your organization have an event in Jackson County that is not listed, please email Jordan Richart at jordan@jacksoncountyin.com.


Thursday, May 19

SICA Art Club – Join the Southern Indiana Center for the Arts’ Art Club from 2 to 7 p.m. at the center, 2001 North Ewing Street, Seymour. Bring what you’ve been working on and enjoy the company of other artists.

Live music at Reed’s Place – Fred Elam will play from 6 to 8 p.m. at Reed’s Place Steak & Chop Shop, 224 South Chestnut Street.

Seymour City Jam – It’s Seymour Main Street’s first Seymour City Jam of the year. Mellencougar – a John Mellencamp Tribute Band will perform at 6:30 p.m. at Crossroads Community Park in downtown Seymour. Food and drinks will begin at 6 p.m. Bring your lawn chairs and blankets and don’t forget to visit the event sponsors for information and giveaways.


Friday, May 20

Great U.S. 50 Yard Sale – The 23rd annual Great U.S. 50 Yard Sale will be held from May 20 through May 22. There are no official hours or fees involved.

Hen and Chicks Barn Market – Hens and Chicks Barn Market is from 11 a.m. to 7 p.m. at the Three Bin Farm, 5602 East County Road 100N, Seymour. Shop through all the vendors in this quaint country setting, take in all the food and entertainment as well.

SICA Art Club – Join the Southern Indiana Center for the Arts’ Art Club from 2 to 7 p.m. at the center, 2001 North Ewing Street, Seymour. Bring what you’ve been working on and enjoy the company of other artists.

Happy Glamper – Seymour Main Street’s Happy Glamper event will take play from 5 to 8 p.m. in downtown Seymour. Check out all the vintage glampers and enjoy downtown Seymour.

Sip N Stroll – Seymour Main Street’s Sip N Stroll will take place from 6 to 9 p.m. in downtown Seymour. This event is 21+ and tickets are $15 in advance, $20 at the gate. Registration is at the Robertson Feed Mill Parking Lot and includes a commemorative tasting glass. Various locations in downtown will host a brewery or winery.

Medora Timberjacks – The Medora Timberjacks will play the Henry County All Americans at 7 p.m. at Medora High School, 200 West Main Street, Medora.

Live music at On the Rox – Acoustic Crossroads will perform at 8 p.m. on the patio at On the Rox, 214 South Broadway Street, Seymour. 


Saturday, May 21

Great U.S. 50 Yard Sale – The 23rd annual Great U.S. 50 Yard Sale will be held from May 20 through May 22. There are no official hours or fees involved.

Hen and Chicks Barn Market – Hens and Chicks Barn Market is from 10 a.m. to 4 p.m. at the Three Bin Farm, 5602 East County Road 100N, Seymour. Shop through all the vendors in this quaint country setting, take in all the food and entertainment as well.

Happy Glamper – Seymour Main Street’s Happy Glamper event will take play from 10 a.m. to 2 p.m. in downtown Seymour. Check out all the vintage glampers and enjoy downtown Seymour.

Freeman Army Airfield Museum – The Freeman Army Airfield Museum will be open from 10 a.m. to 1 p.m., 1035 A Avenue, Seymour. Be sure to check out this wonderful place that is open each Saturday!

Race – It’s race night at Brownstown Speedway! Be sure to stop by the track and see the Pro Late Models, Super Stocks, Pure Stocks, Hornets, and Crown Vics. View the full schedule and get ticket information at brownstownspeedway.com.

Live music at Brewskie’s Downtown – Ruben Guthrie will play at 7 p.m. at Brewskies Downtown, 117 East Second Street, Seymour. 

Live music at Poplar Street Restaurant – Matt Trimnell will play at 7 p.m. at Poplar Street Restaurant, 513 South Poplar Street, Seymour.

Medora Timberjacks – The Medora Timberjacks will play the Dayton Flight at 7 p.m. at Medora High School, 200 West Main Street, Medora.


Sunday, May 22

Great U.S. 50 Yard Sale – The 23rd annual Great U.S. 50 Yard Sale will be held from May 20 through May 22. There are no official hours or fees involved.

Guided Hike Series – Healthy Jackson County and the Indiana DNR will meet at 2 p.m. at the at the Knob Lake Dam in Jackson-Washington State Forest for the Guided Hike Series. It is free and participants should bring a bottle of water.


Wednesday, May 25

SICA Art Club – Join the Southern Indiana Center for the Arts’ Art Club from 2 to 7 p.m. at the center, 2001 North Ewing Street, Seymour. Bring what you’ve been working on and enjoy the company of other artists.

Wednesday Evening Rides – Join the Jackson County Bicycle Club for its Wednesday Evening Ride. The group will leave at 6 p.m. from Central Christian Church, 1434 West Second Street from the parking lot facing Westgate Road. This week’s ride is 3.5 miles. The group increases each week by a half mile until they reach 10-mile rides each week through October. Visit the Facebook group for updates and more information.


Thursday, May 26

SICA Art Club – Join the Southern Indiana Center for the Arts’ Art Club from 2 to 7 p.m. at the center, 2001 North Ewing Street, Seymour. Bring what you’ve been working on and enjoy the company of other artists.

Live music at Reed’s Place – Fred Elam will play from 6 to 8 p.m. at Reed’s Place Steak & Chop Shop, 224 South Chestnut Street.


Friday, May 27

SICA Art Club – Join the Southern Indiana Center for the Arts’ Art Club from 2 to 7 p.m. at the center, 2001 North Ewing Street, Seymour. Bring what you’ve been working on and enjoy the company of other artists.

Live music at Poplar Street Restaurant – Kolton Norton will play at 7 p.m. at Poplar Street Restaurant, 513 South Poplar Street, Seymour.

Live music at the American Legion – Memphis Reigns will play at 8 p.m. at the American Legion Post 89, 402 West Second Street, Seymour.


Saturday, May 28

Seymour Area Farmers Market – The Seymour Area Farmers Market will operate from 8 a.m. to noon in the Walnut Street Parking Lot in Seymour.

Freeman Army Airfield Museum – The Freeman Army Airfield Museum will be open from 10 a.m. to 1 p.m., 1035 A Avenue, Seymour. Be sure to check out this wonderful place that is open each Saturday!

Race – It’s the Bobby Wilson Memorial race at Brownstown Speedway! Be sure to stop by the track and see the Pro Late Models, Super Stocks, Pure Stocks, Hornets, and Crown Vics. View the full schedule and get ticket information at brownstownspeedway.com.

Live music at Brewskie’s Downtown – Mike Staublin will play at 7 p.m. at Brewskies Downtown, 117 East Second Street, Seymour. 

Live music at Poplar Street Restaurant – FAZE will play at 7 p.m. at Poplar Street Restaurant, 513 South Poplar Street, Seymour.


Sunday, May 29

Brownstown Memorial Day Service – The Brownstown Memorial Day Service will be at 1 p.m. at Fairview Cemetery.


Monday, May 30

Seymour Memorial Day Service – The Seymour American Legion Memorial Day Service will be at 11 a.m. at Riverview Cemetery.

Medora Brick Plant Memorial Day Celebration – Join the Medora Brick Plant’s Memorial Day Celebration from 5 to 7 p.m. at the former plant, 8202 West County Road 425S, Medora. The event will feature prayer and pledge, tours of the site, kid’s games, live music by John Chastain and hot dogs, chips and drinks.


Tuesday, May 31

Trivia night at Brooklyn Pizza Company – Patty Brothers Entertainment will host its summer trivia series at 7 p.m. Tuesdays at the Brooklyn Pizza Company 753 West Second Street, Seymour. The series is five straight weeks.

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