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Cumberland Gap Tennessee
  • Where To Stay
    • Bed and Breakfast
      • Olde Mill Inn B&B
    • Hotels
      • Cumberland Gap Inn
    • Short Term Rentals
      • Cozy Cumberland Gap Cottage
      • Luxury Brooklyn Street Apartment
      • The Loft Over Angelos
      • Welcome to the Parsonage at The Olde Church
    • Local Campgrounds
  • Where To Eat & Shop
    • Eat
      • Angelo’s in the Gap
      • Gap Creek Coffee House
      • The Juice Spot
      • Nineteen19 Grill & Bar
    • Shop
      • Cumberland Gap Artists Co-op
      • Frame Shop & Gallery
      • Gertie’s Commissary
      • Hillfolk Herb Shop
      • Whistle Stop Antiques
    • Services
      • Cumberland Gap Post Office
      • Imagine Dance Studio
      • Iron Gap CrossFit
      • Singler’s Barber Shop
      • The Olde Church Event Center
  • What To Do
    • Events Calendar
      • Day Activities
      • Festivals
      • Weekly Activities
    • Hiking Around Cumberland Gap
    • On The Water
      • Kayaking at Shelley Belle’s
      • Norris Lake
      • Powell River
      • Riverside Rentals
    • Tours
      • Gap Cave Tours (CGNHP)
      • Cumberland Gap Ghost Tours
      • Hensley Settlement Tours (CGNHP)
    • Golf
      • Middlesboro Country Club
      • Monte Vista Golf Course
      • Wasioto Winds
      • Woodlake
    • T&T Stables Horseback Riding
    • Biking in and around Cumberland Gap
    • Bike Share Rentals
    • Cumberland Gap National Historic Park
  • Art & Education
    • Museums
      • Abraham Lincoln Library & Museum
      • Bell County Historical Society & Museum
      • Hensley Settlement (Living Museum)
      • Little Congress Bicycle Museum
      • Speedwell Academy
      • Wilderness Road State Park
    • Art
      • Cumberland Gap Artists Co-op
      • LMU Arts Center
    • Education
      • Lincoln Memorial University
      • Southern Kentucky Technical Community College
      • Walter State Community College
  • Parks
    • Berkau Memorial Park
    • Cumberland Gap Historical National Park
    • Daniel Boone Greenway Arboretum
    • Daniel Boone Monument
    • Wilderness Road State Park
  • Gap Living
    • Zoning Regulations
    • Map of Cumberland Gap
    • Meet The Gap
      • Meet Mayor Neal Pucciarelli
      • Guardians of the Gap
      • Volunteer Fire Department
    • Tennessee Downtowns 2022-2024
    • Downtown Improvement Grant
    • Secrets Of The Gap
      • Daniel Boone and the Westward Movement
      • The Cumberland Gap
      • The Cumberland Trail
    • Parks
      • Kaitlyn DeVries Memorial Dog Park
    • Economic Development
      • Cumberland Gap Economic Master Plan
      • Town Boards/Committees
        • Board of Mayor and Alderman
        • Historic Zoning Commission
        • Planning and Zoning Commission
    • Resident Information
      • Cumberland Gap Post Office
      • Cumberland Gap Town Hall
      • Cumberland Gap News
    • Pay My Utility Bill
    • Water and Sewer Rates
    • Water Quality Reports
    • Forms and Applications
      • Short-Term Vacation Rentals
      • Water/Sewer/Garbage/Recycling
      • Building Permit
      • Special Event Permits (Beer Permits)
      • Miscellaneous
    • Municipal Codes
    • Audit Reports
    • Meeting Minutes
      • Agenda Minutes
      • Beer Board Meeting Minutes
      • Board of Mayor and Alderman Minutes
      • Historic Zoning Commission
      • Planning Commission
    • Job Openings
    • Sign Up For Our Newsletter
    • Contact Us
  • Where To Stay
    • Bed and Breakfast
      • Olde Mill Inn B&B
    • Hotels
      • Cumberland Gap Inn
    • Short Term Rentals
      • Cozy Cumberland Gap Cottage
      • Luxury Brooklyn Street Apartment
      • The Loft Over Angelos
      • Welcome to the Parsonage at The Olde Church
    • Local Campgrounds
  • Where To Eat & Shop
    • Eat
      • Angelo’s in the Gap
      • Gap Creek Coffee House
      • The Juice Spot
      • Nineteen19 Grill & Bar
    • Shop
      • Cumberland Gap Artists Co-op
      • Frame Shop & Gallery
      • Gertie’s Commissary
      • Hillfolk Herb Shop
      • Whistle Stop Antiques
    • Services
      • Cumberland Gap Post Office
      • Imagine Dance Studio
      • Iron Gap CrossFit
      • Singler’s Barber Shop
      • The Olde Church Event Center
  • What To Do
    • Events Calendar
      • Day Activities
      • Festivals
      • Weekly Activities
    • Hiking Around Cumberland Gap
    • On The Water
      • Kayaking at Shelley Belle’s
      • Norris Lake
      • Powell River
      • Riverside Rentals
    • Tours
      • Gap Cave Tours (CGNHP)
      • Cumberland Gap Ghost Tours
      • Hensley Settlement Tours (CGNHP)
    • Golf
      • Middlesboro Country Club
      • Monte Vista Golf Course
      • Wasioto Winds
      • Woodlake
    • T&T Stables Horseback Riding
    • Biking in and around Cumberland Gap
    • Bike Share Rentals
    • Cumberland Gap National Historic Park
  • Art & Education
    • Museums
      • Abraham Lincoln Library & Museum
      • Bell County Historical Society & Museum
      • Hensley Settlement (Living Museum)
      • Little Congress Bicycle Museum
      • Speedwell Academy
      • Wilderness Road State Park
    • Art
      • Cumberland Gap Artists Co-op
      • LMU Arts Center
    • Education
      • Lincoln Memorial University
      • Southern Kentucky Technical Community College
      • Walter State Community College
  • Parks
    • Berkau Memorial Park
    • Cumberland Gap Historical National Park
    • Daniel Boone Greenway Arboretum
    • Daniel Boone Monument
    • Wilderness Road State Park
  • Gap Living
    • Zoning Regulations
    • Map of Cumberland Gap
    • Meet The Gap
      • Meet Mayor Neal Pucciarelli
      • Guardians of the Gap
      • Volunteer Fire Department
    • Tennessee Downtowns 2022-2024
    • Downtown Improvement Grant
    • Secrets Of The Gap
      • Daniel Boone and the Westward Movement
      • The Cumberland Gap
      • The Cumberland Trail
    • Parks
      • Kaitlyn DeVries Memorial Dog Park
    • Economic Development
      • Cumberland Gap Economic Master Plan
      • Town Boards/Committees
        • Board of Mayor and Alderman
        • Historic Zoning Commission
        • Planning and Zoning Commission
    • Resident Information
      • Cumberland Gap Post Office
      • Cumberland Gap Town Hall
      • Cumberland Gap News
    • Pay My Utility Bill
    • Water and Sewer Rates
    • Water Quality Reports
    • Forms and Applications
      • Short-Term Vacation Rentals
      • Water/Sewer/Garbage/Recycling
      • Building Permit
      • Special Event Permits (Beer Permits)
      • Miscellaneous
    • Municipal Codes
    • Audit Reports
    • Meeting Minutes
      • Agenda Minutes
      • Beer Board Meeting Minutes
      • Board of Mayor and Alderman Minutes
      • Historic Zoning Commission
      • Planning Commission
    • Job Openings
    • Sign Up For Our Newsletter
    • Contact Us
Plan your visit to Cumberland Gap, TN
  • Where To Stay
    • Bed and Breakfast
      • Olde Mill Inn B&B
    • Hotels
      • Cumberland Gap Inn
    • Short Term Rentals
      • Cozy Cumberland Gap Cottage
      • Luxury Brooklyn Street Apartment
      • The Loft Over Angelos
      • Welcome to the Parsonage at The Olde Church
    • Local Campgrounds
  • Where To Eat & Shop
    • Eat
      • Angelo’s in the Gap
      • Gap Creek Coffee House
      • The Juice Spot
      • Nineteen19 Grill & Bar
    • Shop
      • Cumberland Gap Artists Co-op
      • Frame Shop & Gallery
      • Gertie’s Commissary
      • Hillfolk Herb Shop
      • Whistle Stop Antiques
    • Services
      • Cumberland Gap Post Office
      • Imagine Dance Studio
      • Iron Gap CrossFit
      • Singler’s Barber Shop
      • The Olde Church Event Center
  • What To Do
    • Events Calendar
      • Day Activities
      • Festivals
      • Weekly Activities
    • Hiking Around Cumberland Gap
    • On The Water
      • Kayaking at Shelley Belle’s
      • Norris Lake
      • Powell River
      • Riverside Rentals
    • Tours
      • Gap Cave Tours (CGNHP)
      • Cumberland Gap Ghost Tours
      • Hensley Settlement Tours (CGNHP)
    • Golf
      • Middlesboro Country Club
      • Monte Vista Golf Course
      • Wasioto Winds
      • Woodlake
    • T&T Stables Horseback Riding
    • Biking in and around Cumberland Gap
    • Bike Share Rentals
    • Cumberland Gap National Historic Park
  • Art & Education
    • Museums
      • Abraham Lincoln Library & Museum
      • Bell County Historical Society & Museum
      • Hensley Settlement (Living Museum)
      • Little Congress Bicycle Museum
      • Speedwell Academy
      • Wilderness Road State Park
    • Art
      • Cumberland Gap Artists Co-op
      • LMU Arts Center
    • Education
      • Lincoln Memorial University
      • Southern Kentucky Technical Community College
      • Walter State Community College
  • Parks
    • Berkau Memorial Park
    • Cumberland Gap Historical National Park
    • Daniel Boone Greenway Arboretum
    • Daniel Boone Monument
    • Wilderness Road State Park
  • Gap Living
    • Zoning Regulations
    • Map of Cumberland Gap
    • Meet The Gap
      • Meet Mayor Neal Pucciarelli
      • Guardians of the Gap
      • Volunteer Fire Department
    • Tennessee Downtowns 2022-2024
    • Downtown Improvement Grant
    • Secrets Of The Gap
      • Daniel Boone and the Westward Movement
      • The Cumberland Gap
      • The Cumberland Trail
    • Parks
      • Kaitlyn DeVries Memorial Dog Park
    • Economic Development
      • Cumberland Gap Economic Master Plan
      • Town Boards/Committees
        • Board of Mayor and Alderman
        • Historic Zoning Commission
        • Planning and Zoning Commission
    • Resident Information
      • Cumberland Gap Post Office
      • Cumberland Gap Town Hall
      • Cumberland Gap News
    • Pay My Utility Bill
    • Water and Sewer Rates
    • Water Quality Reports
    • Forms and Applications
      • Short-Term Vacation Rentals
      • Water/Sewer/Garbage/Recycling
      • Building Permit
      • Special Event Permits (Beer Permits)
      • Miscellaneous
    • Municipal Codes
    • Audit Reports
    • Meeting Minutes
      • Agenda Minutes
      • Beer Board Meeting Minutes
      • Board of Mayor and Alderman Minutes
      • Historic Zoning Commission
      • Planning Commission
    • Job Openings
    • Sign Up For Our Newsletter
    • Contact Us
Cumberland Gap Tennessee
PLAN YOUR VISIT
12 events found.

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Today
  • April 2026

  • Fri 3

    First Friday April: Stay Late to Eat & Shop

    April 3 @ 5:00 pm - 7:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Make plans to spend your evening in Cumberland Gap, TN for First Friday: Stay Late to Eat & Shop! Enjoy extended hours at local shops, restaurants, and small businesses while exploring the charm of the Gap after hours. Stroll the streets, grab dinner, treat yourself to something sweet, find unique gifts, and support local makers and merchants. Whether you’re out with friends, on a date night, or just looking for a fun way to kick off the weekend, First Friday is the perfect reason to stay late and soak up the small-town magic.

    Free
  • Sat 4
    Easter Egg Hunt

    Easter Egg HuntSponsored by the First Baptist of Cumberland Gap

    April 4 @ 1:00 pm - 2:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Cumberland Gap First Baptist Church Join Cumberland Gap First Baptist Church for a fun-filled Easter Egg Hunt for children and families! Bring your basket and come enjoy an afternoon of laughter, sweet surprises, and community fellowship as kids search for colorful eggs filled with treats. This is a wonderful way to celebrate the Easter season together with friends, neighbors, and visitors in the heart of Cumberland Gap. All are welcome, come make memories with us!

    Free
  • Sat 4
    Gather in the Gap April 4

    Gathering in the Gap: A Homecoming

    April 4 @ 1:00 pm - 5:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Homecoming-Cumberland Gap, Tennessee. Come home to the place that still feels like home. Gathering in the Gap: A Homecoming is a heartfelt community event welcoming locals, visitors, and everyone with roots tied to Cumberland Gap. Join us for an old-fashioned “dinner on the ground," the kind where stories are shared just as much as food. Bring a favorite dish to share, pull up a chair, and enjoy a warm plate of soup beans and cornbread, served up with Appalachian hospitality. Whether you grew up here, your family once called the Gap home, or you simply love this special place, this gathering is a chance to reconnect, remember, and celebrate the community that shaped us. Come hungry. Come nostalgic. Come home.

    Free
  • Sat 18

    Live Free-Claiborne’s Freedom Run

    April 18 @ 9:00 am - 12:00 pm EDT
    Live Free Claiborne 1216 Cedar Fork Road, Tazewell, TN

    Lace up your running shoes and support a great cause! Live Free - Claiborne is hosting a 5K run to support individuals striving for sobriety! Every step you take helps us continue our mission to support wellness and eliminate addiction in our community. Whether you're running, walking, or cheering from the sidelines, your participation makes […]

  • Sat 25

    Art & Wine Festival Sponsored by the Artist Co-Op

    April 25 @ 10:00 am - 5:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Sip, stroll, and celebrate the arts at the Art & Wine Festival! Join us for a vibrant day featuring local and regional artists, handcrafted creations, and plenty of inspiration paired perfectly with wine and a relaxed small-town atmosphere. Browse unique artwork, meet talented makers, and enjoy a beautiful spring day filled with creativity, community, and conversation. Whether you're an art lover, a collector, or just looking for a fun weekend outing, this festival is the perfect blend of culture and charm.

    Free
  • Sat 25

    Harvest Moon Festival Sponsored by the Artist Co-Op

    April 25 @ 10:00 am - 5:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Sip, stroll, and celebrate the arts at the Art & Wine Festival! Join us for a vibrant day featuring local and regional artists, handcrafted creations, and plenty of inspiration, paired perfectly with wine and a relaxed small-town atmosphere. Browse unique artwork, meet talented makers, and enjoy a beautiful spring day filled with creativity, community, and conversation. Whether you're an art lover, a collector, or just looking for a fun weekend outing, this festival is the perfect blend of culture and charm.

    Free
  • June 2026

  • Fri 5

    First Friday Small Farmers Market Sponsored by Hillfolk

    June 5 @ 5:00 pm - 8:00 pm EDT
    Town Of Cumberland Gap TN, 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.

    Free
  • July 2026

  • Fri 3

    First Friday Small Farmers Market Sponsored by Hillfolk

    July 3 @ 5:00 pm - 8:00 pm EDT
    Town Of Cumberland Gap TN, 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.

    Free
  • August 2026

  • Fri 7

    First Friday Small Farmers MarketSponsored by Hillfolk

    August 7 @ 5:00 pm - 8:00 pm EDT
    Town Of Cumberland Gap TN, 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.

    Free
  • Sat 15

    Pedal the Gap

    August 15 @ 7:00 am - 2:00 pm EDT
    Downtown Cumberland Gap Colwyn Ave, Cumberland Gap, TN, 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 […]

  • Sat 29
    Crossing the Gap

    Crossing the Gap Car ShowSponsored by Crossing the Gap

    August 29 @ 11:00 am - 4:00 pm EDT
    Town Of Cumberland Gap TN, 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!

    Free
  • September 2026

  • Fri 4

    First Friday Small Farmers Market Sponsored by Hillfolk

    September 4 @ 5:00 pm - 8:00 pm EDT
    Town Of Cumberland Gap TN, 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.

    Free
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Cumberland Gap Tennessee

A Tennessee Downtowns Alumni Community

A Tennessee Downtowns Alumni Community

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Sponsored by Guardians of the Gap & the Tennessee Downtowns Program

Town of Cumberland Gap Tourism Website by Colloredo & Associates