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Cumberland gap Events and Things to do in Middlesborough, KY

Joe Denim & Friend's
Fri, Jun 19, 6:30 PM
Crossville · Los Toritos
Joe Denim & Friend's
Fri, Jun 19, 6:30 PM
Crossville · Los Toritos
How to Avoid the 3 Costliest Retirement Mistakes
Tue, Jun 23, 6:00 PM
Crossville · Fairfield Glade Community Club
How to Avoid the 3 Costliest Retirement Mistakes
Tue, Jun 23, 6:00 PM
Crossville · Fairfield Glade Community Club
5-Week Creative Entrepreneur Bootcamp
Sun, Aug 16, 1:00 PM + 4 more
Johnson City · The Philosopher's House
5-Week Creative Entrepreneur Bootcamp
Sun, Aug 16, 1:00 PM + 4 more
Johnson City · The Philosopher's House
Mandy Barnett - Coming Home
Sat, Jul 18, 6:30 PM
Crossville · 660 Stanley St
Mandy Barnett - Coming Home
Sat, Jul 18, 6:30 PM
Crossville · 660 Stanley St
2026 Bigfoot Glow 5K
Fri, Oct 16, 6:00 PM
Crossville · 1398 Livingston Rd
2026 Bigfoot Glow 5K
Fri, Oct 16, 6:00 PM
Crossville · 1398 Livingston Rd
Serve Strong: First Responder Resilience Summit 2026
Wed, May 27, 12:00 PM
Crossville · Palace Theatre
Serve Strong: First Responder Resilience Summit 2026
Wed, May 27, 12:00 PM
Crossville · Palace Theatre
Saucers Over Appalachia Festival
Sat, Jun 13, 10:00 AM
Bristol · Cumberland Square Park
Saucers Over Appalachia Festival
Sat, Jun 13, 10:00 AM
Bristol · Cumberland Square Park
Grappling Summer Camp at Bristol Jiu-Jitsu
Mon, Jun 8, 10:00 AM + 7 more
Bristol · 960 Cumberland St
Grappling Summer Camp at Bristol Jiu-Jitsu
Mon, Jun 8, 10:00 AM + 7 more
Bristol · 960 Cumberland St
PAINT and SIP at SOCIAL BREW: May 16th 5-7pm
Today at 5:00 PM
Crossville · Social Brew
PAINT and SIP at SOCIAL BREW: May 16th 5-7pm
Today at 5:00 PM
Crossville · Social Brew
Almost full
Milk Man & The Small Band LIVE 'In the House'
Sat, Jun 20, 6:00 PM
Crossville · Grinder House Coffee Shop, LLC
Almost full
Milk Man & The Small Band LIVE 'In the House'
Sat, Jun 20, 6:00 PM
Crossville · Grinder House Coffee Shop, LLC
Guided Kayak Tour of Lake Witten for Mental Health Awareness Month
Tomorrow at 3:00 PM
Saint Paul · Clinch Life Outfitters, Inc.
Guided Kayak Tour of Lake Witten for Mental Health Awareness Month
Tomorrow at 3:00 PM
Saint Paul · Clinch Life Outfitters, Inc.
Kayley Bishop LIVE 'In the House'
Sat, Jul 11, 6:00 PM
Crossville · Grinder House Coffee Shop, LLC
Kayley Bishop LIVE 'In the House'
Sat, Jul 11, 6:00 PM
Crossville · Grinder House Coffee Shop, LLC
Harvesters in the Holler 2026
Fri, Sep 18, 8:30 AM
Crossville · Oaklawn Farms
Harvesters in the Holler 2026
Fri, Sep 18, 8:30 AM
Crossville · Oaklawn Farms
Sales end soon
Rock the Dragon 2026
Tomorrow at 12:00 AM + 1 more
Fontana Dam · Fontana Village Resort & Marina
Sales end soon
Rock the Dragon 2026
Tomorrow at 12:00 AM + 1 more
Fontana Dam · Fontana Village Resort & Marina
Taco Trek | September
Tue, Sep 1, 6:30 PM
Johnson City · 110 W Market St
Taco Trek | September
Tue, Sep 1, 6:30 PM
Johnson City · 110 W Market St
Ice Cream Sundae - Kids Kit Class
Sat, Jun 27, 2:00 PM
Newark · Bing's Bake & Brew
Ice Cream Sundae - Kids Kit Class
Sat, Jun 27, 2:00 PM
Newark · Bing's Bake & Brew
The Grocery List Show
Thu, May 28, 11:15 AM
Crossville · Cumberland County Playhouse
The Grocery List Show
Thu, May 28, 11:15 AM
Crossville · Cumberland County Playhouse
Project Management Techniques Training Course in Crossville, TN
Friday at 9:00 AM + 15 more
Crossville · Regus
Project Management Techniques Training Course in Crossville, TN
Friday at 9:00 AM + 15 more
Crossville · Regus
Kentucky Emerging Playwrights Summer School
Tue, Jul 28, 12:00 AM + 5 more
Martin · The Dwelling Place Monastery
Kentucky Emerging Playwrights Summer School
Tue, Jul 28, 12:00 AM + 5 more
Martin · The Dwelling Place Monastery
Going fast
Abilities Tennis Lake Junaluska Tournament 2026
Sat, Jun 13, 9:00 AM
Lake Junaluska · Lake Junaluska's tennis courts
Going fast
Abilities Tennis Lake Junaluska Tournament 2026
Sat, Jun 13, 9:00 AM
Lake Junaluska · Lake Junaluska's tennis courts

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