Cumberland Gap, Tennessee

First Friday Small Farmers Market Sponsored by Hillfolk
2026-10-02 17:00 - 20:00, 2026-09-04 17:00 - 20:00, 2026-07-03 17:00 - 20:00, 2026-06-05 17:00 - 20:00 (America/New_York) | 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.

Agenda Meeting
2026-09-28 18:00 - 19:00, 2026-08-31 18:00 - 19:00, 2026-07-27 18:00 - 19:00, 2026-06-29 18:00 - 19:00, 2026-05-25 18:00 - 19:00 | 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.

Harvest Moon Festival
2026-09-26 10:00 - 16:00 | Downtown Cumberland Gap, Colwyn Ave, Cumberland Gap, TN, 37724, United States
Event features includes: Scores of tri-state artists and artisan vendors, wine tasting, and an art activity center.
In addition to the wine, the day promises to be filled with the Appalachian works of our many tri-state area artists and artisans, vendors with a wide range of product creations and art activities for everyone that is young or young at heart. The aromas of food and drink will swirl with music in the gentle autumn breezes creating a festive atmosphere. Take a break from your busy life and enjoy this day together with friends and family!

White Lightning Festival Sponsored by Claiborne Economic Partnership
2026-09-19 10:00 - 17:00 | Town Of Cumberland Gap, TN, 37724, United States
Get ready for a high-energy day of fun at the White Lightning Festival in Claiborne County! Join friends, families, and neighbors for a community celebration filled with local pride, great food, and unforgettable entertainment. Enjoy live music, vendors, arts & crafts, family-friendly activities, and plenty of Appalachian flavor as the community comes together for one of the region’s most exciting fall events. Mark your calendar for September 19, 2026, you won’t want to miss it!

Board of Mayor and Alderman
2026-09-07 19:00 - 20:00, 2026-08-03 19:00 - 20:00, 2026-07-06 19:00 - 20:00, 2026-06-01 19:00 - 20:00
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
2026-09-07 17:30 - 18:30, 2026-08-03 17:30 - 18:30, 2026-07-06 17:30 - 18:30, 2026-06-01 17:30 - 18:30 | 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.

Labor Day
2026-09-07
In observation of Labor Day, Town Hall will be closed.

Historic Zoning Commission
2026-09-01 19:00 - 20:00, 2026-08-04 19:00 - 20:00, 2026-07-07 19:00 - 20:00, 2026-06-02 19:00 - 20:00 | 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.

Crossing the Gap Car Show Sponsored by Crossing the Gap
2026-08-29 11:00 - 16:00 | 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!

Pedal the Gap
2026-08-15 07:00 - 14:00 | 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.

First Friday Small Farmers MarketSponsored by Hillfolk
2026-08-07 17:00 - 20:00 | Town Of Cumberland Gap, TN, 37724, United States

FolkFest
2026-08-07 10:00 - 2026-08-08 17:00 | 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.

Independence Day
2026-07-03
In observation of Independence Day, Town Hall will be closed.

Juneteenth
2026-06-19
In observation of Juneteenth, Town Hall will be closed.
