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APR27
community

Agenda Meeting

1:00 PM · Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

APR27
community

Agenda Meeting

5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

MAY4
community

Planning and Zoning Commission

12:30 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

MAY4
community

Board of Mayor and Alderman

2:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

MAY4
community

Planning and Zoning Commission

4:30 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

MAY4
community

Board of Mayor and Alderman

6:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

MAY5
community

Historic Zoning Commission

2:00 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

MAY5
community

Historic Zoning Commission

6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

MAY25
community

Agenda Meeting

1:00 PM · Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

MAY25
community

Agenda Meeting

5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

JUN1
community

Planning and Zoning Commission

12:30 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

JUN1
community

Board of Mayor and Alderman

2:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

JUN1
community

Planning and Zoning Commission

4:30 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

JUN1
community

Board of Mayor and Alderman

6:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

JUN2
community

Historic Zoning Commission

2:00 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

JUN2
community

Historic Zoning Commission

6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

JUN5
community

First Friday Small Farmers Market Sponsored by Hillfolk

12:00 PM · Town Of Cumberland Gap

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

JUN5
community

First Friday Small Farmers Market Sponsored by Hillfolk

4:00 PM · Town Of Cumberland Gap, TN, 37724, United States

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

JUN29
community

Agenda Meeting

1:00 PM · Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

JUN29
community

Agenda Meeting

5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

JUL3
community

First Friday Small Farmers Market Sponsored by Hillfolk

12:00 PM · Town Of Cumberland Gap

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

JUL3
community

First Friday Small Farmers Market Sponsored by Hillfolk

4:00 PM · Town Of Cumberland Gap, TN, 37724, United States

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

JUL6
community

Planning and Zoning Commission

12:30 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

JUL6
community

Board of Mayor and Alderman

2:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

JUL6
community

Planning and Zoning Commission

4:30 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

JUL6
community

Board of Mayor and Alderman

6:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

JUL7
community

Historic Zoning Commission

2:00 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

JUL7
community

Historic Zoning Commission

6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

JUL27
community

Agenda Meeting

1:00 PM · Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

JUL27
community

Agenda Meeting

5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

AUG3
community

Planning and Zoning Commission

12:30 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

AUG3
community

Board of Mayor and Alderman

2:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

AUG3
community

Planning and Zoning Commission

4:30 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

AUG3
community

Board of Mayor and Alderman

6:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

AUG4
community

Historic Zoning Commission

2:00 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

AUG4
community

Historic Zoning Commission

6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

AUG7
community

FolkFest

5:00 AM · Town Of Cumberland Gap

Celebrate Appalachian culture at FolkFest, two days of music, tradition, and mountain spirit in the heart of Cumberland Gap! Kick off the weekend with our Appalachian Supper Friday night, featuring hearty home-cooked flavors and a true taste of the mountains.

AUG7
community

FolkFest

9:00 AM · Town Of Cumberland Gap, TN, 37724, United States

Celebrate Appalachian culture at FolkFest, two days of music, tradition, and mountain spirit in the heart of Cumberland Gap! Kick off the weekend with our Appalachian Supper Friday night, featuring hearty home-cooked flavors and a true taste of the mountains.

AUG7
community

First Friday Small Farmers MarketSponsored by Hillfolk

12:00 PM · Town Of Cumberland Gap

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

AUG7
community

First Friday Small Farmers MarketSponsored by Hillfolk

4:00 PM · Town Of Cumberland Gap, TN, 37724, United States

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

AUG15
community

Pedal the Gap

2:00 AM · Downtown Cumberland Gap

Pedal the Gap is a first year cycling event, with the staging point the historic town of Cumberland Gap, TN.  Five route distance options are offered, ranging from the beginner friendly 20 miler up to the 77 mile route that includes the famous Pinnacle climb. Those choosing the Pinnacle (77 or 55 mile options) will enter Kentucky through the mile long Cumberland Gap tunnel to Cumberland Gap National Park, where they will start the 3.1 mile/6.6 % “classic mountain” climb to the famous Pinnacle overlook. After conquering the double digit grade switchbacks, cyclists are treated to breathtaking views of Kentucky, Tennessee, and Virginia.

AUG15
community

Pedal the Gap

6:00 AM · Downtown Cumberland Gap, Colwyn Ave, Cumberland Gap, TN, 37724, United States

Pedal the Gap is a first year cycling event, with the staging point the historic town of Cumberland Gap, TN. Five route distance options are offered, ranging from the beginner friendly 20 miler up to the 77 mile route that includes the famous Pinnacle climb. Those choosing the Pinnacle (77 or 55 mile options) will enter Kentucky through the mile long Cumberland Gap tunnel to Cumberland Gap National Park, where they will start the 3.1 mile/6.6 % “classic mountain” climb to the famous Pinnacle overlook. After conquering the double digit grade switchbacks, cyclists are treated to breathtaking views of Kentucky, Tennessee, and Virginia.

AUG29
community

Crossing the Gap Car Show Sponsored by Crossing the Gap

6:00 AM · Town Of Cumberland Gap

Rev up your weekend and head to Cumberland Gap for the Crossing the Gap Car Show on August 29, 2026! This exciting community event brings together classic cars, custom rides, and proud car owners from across the region for a day full of chrome, horsepower, and hometown fun. Stroll through a lineup of incredible vehicles, meet fellow car enthusiasts, enjoy local vendors, and take in the lively atmosphere in one of the most scenic small towns around. Bring the family, bring your camera, and come enjoy a day of automotive pride and community spirit at the Crossing the Gap Car Show!

AUG29
community

Crossing the Gap Car Show Sponsored by Crossing the Gap

10:00 AM · Town Of Cumberland Gap, TN, 37724, United States

Rev up your weekend and head to Cumberland Gap for the Crossing the Gap Car Show on August 29, 2026! This exciting community event brings together classic cars, custom rides, and proud car owners from across the region for a day full of chrome, horsepower, and hometown fun. Stroll through a lineup of incredible vehicles, meet fellow car enthusiasts, enjoy local vendors, and take in the lively atmosphere in one of the most scenic small towns around. Bring the family, bring your camera, and come enjoy a day of automotive pride and community spirit at the Crossing the Gap Car Show!

AUG31
community

Agenda Meeting

1:00 PM · Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

AUG31
community

Agenda Meeting

5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

SEP1
community

Historic Zoning Commission

2:00 PM · Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

SEP1
community

Historic Zoning Commission

6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

SEP4
community

First Friday Small Farmers Market Sponsored by Hillfolk

12:00 PM · Town Of Cumberland Gap

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

SEP4
community

First Friday Small Farmers Market Sponsored by Hillfolk

4:00 PM · Town Of Cumberland Gap, TN, 37724, United States

Kick off the weekend at the First Friday Small Farmers Market, a fresh and festive evening in the heart of Cumberland Gap! Join local growers, makers, and small businesses for a laid-back market experience featuring seasonal produce, homemade goods, handcrafted items, and community favorites. Come shop small, support local, and enjoy the simple joy of a summer evening in the Gap.

Upcoming Events in Cumberland Gap

Agenda Meeting

Monday, April 27, 2026 · 1:00 PM · Cumberland Gap Town Hall

Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

Agenda Meeting

Monday, April 27, 2026 · 5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

Planning and Zoning Commission

Monday, May 4, 2026 · 12:30 PM · Cumberland Gap Town Hall

Cumberland Gap Town Hall

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

Board of Mayor and Alderman

Monday, May 4, 2026 · 2:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

Planning and Zoning Commission

Monday, May 4, 2026 · 4:30 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Planning and Zoning Commission will be held the first Monday of every month. If no items are to be discussed the meeting will not be held. The public is invited to attend.

Board of Mayor and Alderman

Monday, May 4, 2026 · 6:00 PM

The regular meeting meetings for the Board of Mayor and Alderman will be held the first Monday evening of every month. The Cumberland Gap Beer Board will follow. The public is invited to attend.

Historic Zoning Commission

Tuesday, May 5, 2026 · 2:00 PM · Cumberland Gap Town Hall

Cumberland Gap Town Hall

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

Historic Zoning Commission

Tuesday, May 5, 2026 · 6:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

The regular monthly meetings for the Historic Zoning Commission will be held the first Tuesday (following the first Monday) of every month. If no items are to be discussed a meeting will not be held. The public is invited to attend.

Agenda Meeting

Monday, May 25, 2026 · 1:00 PM · Cumberland Gap Town Hall

Cumberland Gap Town Hall

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.

Agenda Meeting

Monday, May 25, 2026 · 5:00 PM · Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

Cumberland Gap Town Hall, 330 Colwyn St., Cumberland Gap, 37724, United States

At least one week before the regular scheduled meeting the board holds a agenda meeting to review and finalize the agenda. Those meetings are usually held the Monday before the regular scheduled meeting. The public is invited to attend.