2022 Old Settler’s Day and American Legion Festival Activities

Friday, June 17th
Friday, June 17th from 7pm to 9:30pmTheme Night at Happy Valley Skating RinkThemed “Emergency” following the theme of this years’ American Legion Parade at the 2022 Old Settlers Festival!
Antique Tractor Drive – Meet at old high school parking lot by the aquatice center at 6 pm. The route is 7 miles and will take around 2 hours.
Tuesday, June 21st
Event | Time | Location |
Poor Jack Amusements Midway |
5 p.m.-closing | Midway/ Downtown |
W.C. Historical Museum |
9 a.m.-5 p.m. | Open |
OSD Past Presidents’ Dinner |
5:45 p.m. | Eagle’s Nest Event Center |
Biff & the Cruisers- Oldies |
8 p.m. | Courthouse Stage |

Wednesday, June 22nd
Event | Time | Location |
Poor Jack Amusements Midway |
5 p.m.-closing | Midway/ Downtown |
Kids Tractor Pull, sponsored by More Fram Store Registration at 4pm across from City Hall |
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W.C. Historical Museum |
9 a.m.-5 p.m. | Open |
Whao, Man Women of Rock |
8 p.m. | Courthouse Stage |
Thursday, June 23rd
Event | Time | Location |
Poor Jack Amusements Midway |
1 p.m-closing | Midway/Downtown |
Old Settlers’ Registration |
10 a.m.- 2 p.m. | W.C. Historical Museum |
W.C. Historical Museum |
9 a.m.- 5 p.m. | Open |
Peabody Book Sale | 9 a.m.- 7 p.m. | Peabody Library |
OSD Beef & Chicken Noodle Lunch |
11 a.m.- 2 p.m. | Grade Lutheran Church |
Poor Jack Amusements Midway |
5 p.m.-closing | Midway Downtown |
Poor Jack Amusements Wristband Special (1-5pm) $17 | ||
OSD Noodle Dinner |
4-7 p.m. | Grace Lutheran Church |
Roger Marshal Band – Calssic Country |
8 p.m. | Courthouse Stage |
Friday, June 24th
Event | Time | Location |
Poor Jack Amusements Midway |
5 p.m.-closing | Midway Downtown |
Poor Jack Amusements Wristband Special (5pm to closing) $25 | ||
Peabody Book Sale | 9 a.m.- 6 p.m. | Peabody Library |
Pickleball Tournament | ||
No Prep RC Drag Race Corner of W Market & S Chauncey |
5:30 p.m. | Midway Downtown |
W.C. Historical Museum |
9 a.m.-12 p.m. | Open |
Hotline Classic Rock |
8 p.m. | Courthouse Stage |
Saturday, June 25th
Event | Time | Location |
Poor Jack Amusements Midway |
1 p.m.-closing | Midway Downtown |
Poor Jack Amusements Wristband Special (1-5pm) $17 | ||
Peabody Book Sale | 9 a.m.- 2 p.m. | Peabody Library |
Pickleball Tournament | ||
Cornhole Tournament | 12-5 pm | |
Young Settlers Parade (Kiddie Parade), sponsored by YMCA | 10 am | |
American Legion Parade |
6 p.m. | Main St. from North St. through downtown |
The Haggens Band Top 40 Country |
8 p.m. | Courthouse Stage |