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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
8 events found.

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  • October 2026

  • Thu 15

    Streamin’ the Gap

    October 15 - October 18
    Town Of Cumberland Gap TN, United States

    Roll into the mountains for Streamin’ the Gap, a unique Airstream camping gathering set in the beautiful scenery of Cumberland Gap, Tennessee! From October 15–18, 2026, Airstream travelers and outdoor enthusiasts will come together for a long weekend of adventure, connection, and Appalachian charm. Enjoy scenic drives, local exploration, campfire fellowship, and time to relax with fellow campers in one of the most historic and picturesque corners of the tri-state region. With fall colors, crisp mountain air, and small-town hospitality, this is the perfect getaway for anyone who loves the open road. Bring your Airstream, bring your friends, and come make memories in the Gap, because there’s nothing like camping season in Appalachia!

    Free
  • Thu 29

    Pumpkin Lights Sponsored by: TBD

    October 29 @ 5:00 pm - October 31 @ 8:00 pm EDT
    Town Of Cumberland Gap TN, United States

    Get ready for a glowing fall tradition at Pumpkin Lights! Join us October 29–31, 2026 for a magical Halloween-season experience filled with carved pumpkins, festive displays, and autumn charm. Bring the whole family to enjoy a fun and family-friendly evening of fall sights, photo-worthy moments, and seasonal excitement as the night lights up with pumpkins and community spirit. Come celebrate the season and make unforgettable memories at Pumpkin Lights!

    Free
  • November 2026

  • Fri 6

    First Friday November: Stay Late to Eat & Shop

    November 6 @ 5:00 pm - 7:00 pm EST
    Town Of Cumberland Gap TN, United States

    Make plans to spend your evening in Cumberland Gap, TN for First Friday! 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
  • December 2026

  • Fri 4

    First Friday December: Stay Late to Eat & Shop

    December 4 @ 5:00 pm - 7:00 pm EST
    Town Of Cumberland Gap TN, United States

    Make plans to spend your evening in Cumberland Gap, TN for First Friday! 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 5

    Victorian Christmas

    December 5 @ 10:00 am - 6:00 pm EST
    Downtown Cumberland Gap Colwyn Ave, Cumberland Gap, TN, United States

    Father and Mother Christmas will be arriving in Cumberland Gap for their 45th Annual Victorian Christmas at 10:00 a.m. until 3:00 p.m. Let's be sure the little ones in our […]

  • Sat 5

    45th Victorian Christmas Sponsored by Father Christmas

    December 5 @ 11:00 am - 3:00 pm EST
    Town Of Cumberland Gap TN, United States

    Step back in time and celebrate the magic of the season at the 45th Victorian Christmas! Held on December 5, 2026, this beloved holiday tradition brings old-fashioned charm and festive spirit to life with twinkling lights, period-inspired fun, and heartwarming community celebration. Enjoy seasonal sights and sounds, holiday vendors, Christmas cheer, and a hometown atmosphere that feels straight out of a classic storybook. Bring your family, bundle up, and come experience a timeless holiday tradition, because there’s nothing quite like Victorian Christmas!

    Free
  • Sat 12

    Christmas Market and Parade

    December 12 @ 11:00 am - 6:00 pm EST
    Town Of Cumberland Gap TN, United States

    Celebrate the season at the Christmas Market and Parade on December 12, 2026! Kick off the holidays with a joyful day full of festive fun, local shopping, and small-town Christmas spirit. Stroll through the Christmas Market featuring local artisans, handmade gifts, holiday treats, and seasonal décor, then gather downtown for a magical parade filled with lights, music, and Christmas cheer. And stick around for the evening parade. Bring the whole family, shop local, and make memories, because nothing says the holidays like a Christmas Market and Parade!

    Free
  • Sat 19

    Last Chance Before Christmas

    December 19 @ 11:00 am - 5:00 pm EST
    Town Of Cumberland Gap TN, United States

    Still checking off that Christmas list? Join us for Last Chance Before Christmas on December 19, 2026, a festive day of holiday shopping and celebration perfect for wrapping up the season! Shop local for unique gifts, handmade items, holiday treats, and seasonal specials, all while enjoying the cheerful Christmas atmosphere. It’s the perfect opportunity to find those last-minute treasures and support local businesses before the big day. Come celebrate, shop, and soak in the holiday spirit, because it’s officially last chance before Christmas!

    Free
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Cumberland Gap Tennessee

A Tennessee Downtowns Alumni Community

A Tennessee Downtowns Alumni Community

©2026 All rights reserved
Sponsored by Guardians of the Gap & the Tennessee Downtowns Program

Town of Cumberland Gap Tourism Website by Colloredo & Associates