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Prestonsburg
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Events and Things to do in Prestonsburg, KY

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Big Sandy Small Business Awards Luncheon
Tue, May 5, 11:30 AM
Paintsville · Ramada by Wyndham Paintsville Hotel & Conference Center
Big Sandy Small Business Awards Luncheon
Tue, May 5, 11:30 AM
Paintsville · Ramada by Wyndham Paintsville Hotel & Conference Center
Pikeville Main Street's Dinner in White 2026
Sat, Jun 13, 7:30 PM
Pikeville · Main Street
Pikeville Main Street's Dinner in White 2026
Sat, Jun 13, 7:30 PM
Pikeville · Main Street
Dirt Days 2026
Friday at 12:00 AM
Williamson · Williamson
Dirt Days 2026
Friday at 12:00 AM
Williamson · Williamson
2026 ArtStation Derby Party
Tue, May 19, 10:00 AM
Hazard · Hazard Community & Technical College: Hazard Campus
2026 ArtStation Derby Party
Tue, May 19, 10:00 AM
Hazard · Hazard Community & Technical College: Hazard Campus
Appalachian Dungeon Fest
Sat, Jun 13, 12:00 PM
Whitesburg · Wiley's Last Resort
Appalachian Dungeon Fest
Sat, Jun 13, 12:00 PM
Whitesburg · Wiley's Last Resort
The Chain: Fleetwood Mac Tribute Band
Sat, May 9, 7:00 PM
Clintwood · Jettie Baker Center
The Chain: Fleetwood Mac Tribute Band
Sat, May 9, 7:00 PM
Clintwood · Jettie Baker Center
“Run for the Roses” Derby Day Party
Sat, May 2, 5:00 PM
Clintwood · Jettie Baker Center
“Run for the Roses” Derby Day Party
Sat, May 2, 5:00 PM
Clintwood · Jettie Baker Center
Jim Lauderdale & The Game Changers
Sat, Jun 27, 7:00 PM
Clintwood · Jettie Baker Center
Jim Lauderdale & The Game Changers
Sat, Jun 27, 7:00 PM
Clintwood · Jettie Baker Center
Rush and Rowdy 2026
Wed, Jun 10, 8:00 AM
Rush · Rush Off Road Park
Rush and Rowdy 2026
Wed, Jun 10, 8:00 AM
Rush · Rush Off Road Park
MEGA BINGO (JUNE 2026)
Fri, Jun 26, 6:00 PM
Logan · Chief Logan Lodge
MEGA BINGO (JUNE 2026)
Fri, Jun 26, 6:00 PM
Logan · Chief Logan Lodge
Summer Tasting at The Greenhouse at Appalachian Rose Farm
Sun, Jul 19, 4:00 PM
Pine Ridge · Events by Jenny Lea at Appalachian Rose Farm
Summer Tasting at The Greenhouse at Appalachian Rose Farm
Sun, Jul 19, 4:00 PM
Pine Ridge · Events by Jenny Lea at Appalachian Rose Farm
FH VOLUNTEER - Chonda Pierce Comedy Tour / Prestonsburg, KY
Sun, May 17, 6:00 PM
Prestonsburg · Mountain Arts Center
FH VOLUNTEER - Chonda Pierce Comedy Tour / Prestonsburg, KY
Sun, May 17, 6:00 PM
Prestonsburg · Mountain Arts Center
Agile and Scrum Certification Training in Huntington, WV
Fri, May 22, 9:00 AM + 7 more
Huntington · Huntington, WV
Agile and Scrum Certification Training in Huntington, WV
Fri, May 22, 9:00 AM + 7 more
Huntington · Huntington, WV
Mother's Day Out
Sun, May 10, 1:00 PM
Wise · Mountainrose Vineyards Inc
Mother's Day Out
Sun, May 10, 1:00 PM
Wise · Mountainrose Vineyards Inc
2026 Father's Day Jamboree @ Mary Breckinridge's Wendover
Sat, Jun 27, 1:00 PM
Wendover · 132 Fns Dr
2026 Father's Day Jamboree @ Mary Breckinridge's Wendover
Sat, Jun 27, 1:00 PM
Wendover · 132 Fns Dr
South Fork 25 Mile Overnight Paddle
Sat, May 30, 8:30 AM
Beattyville · Beattyville Boat Ramp Pool 14 Kentucky River
South Fork 25 Mile Overnight Paddle
Sat, May 30, 8:30 AM
Beattyville · Beattyville Boat Ramp Pool 14 Kentucky River
Holler to Holler Off-Road Jam
Fri, Jun 12, 8:00 PM + 1 more
Hyden · Leslie County RV Park LLC
Holler to Holler Off-Road Jam
Fri, Jun 12, 8:00 PM + 1 more
Hyden · Leslie County RV Park LLC
Prestonsburg Collect-a-con Vendor Registration
Sat, May 23, 12:00 PM
Prestonsburg · Prestonsburg High School
Prestonsburg Collect-a-con Vendor Registration
Sat, May 23, 12:00 PM
Prestonsburg · Prestonsburg High School
LSSGB - Lean Six Sigma Green Belt Certification Training in Huntington, WV
Tuesday at 9:00 AM + 8 more
Huntington · Huntington, WV
LSSGB - Lean Six Sigma Green Belt Certification Training in Huntington, WV
Tuesday at 9:00 AM + 8 more
Huntington · Huntington, WV
Effective Change Management 1-Day Course in Huntington, WV
Fri, May 22, 9:00 AM + 7 more
Huntington · Regus Center
Effective Change Management 1-Day Course in Huntington, WV
Fri, May 22, 9:00 AM + 7 more
Huntington · Regus Center

1 of 29

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Trends in Prestonsburg

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Frequently asked questions about Prestonsburg

What are the best events to attend?

According to Eventbrite, the best events are:

Pikeville Main Street's Dinner in White 2026

2026 ArtStation Derby Party

Appalachian Dungeon Fest

The Chain: Fleetwood Mac Tribute Band

Which events are currently trending in Prestonsburg?

The trending searches this month in Prestonsburg are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

LSSGB - Lean Six Sigma Green Belt Certification Training in Huntington, WV

“Run for the Roses” Derby Day Party

Big Sandy Small Business Awards Luncheon

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