Guardians of the Gap

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Guardians of the Gap Welcome to the home of the Guardians of the Gap! Come join us. Be a Guardian of the Gap!

We are a 501c3 organization dedicated to preserving, protecting, and promoting the historic town and region of Cumberland Gap.

Happy Halloween y’all! Come trick or treat in Cumberland Gap! We can’t wait to see you!
10/31/2026

Happy Halloween y’all! Come trick or treat in Cumberland Gap! We can’t wait to see you!

We're you unable to attend out fundraiser yesterday? Come visit us in Cumberland Gap tomorrow to trick or treat and make...
10/30/2026

We're you unable to attend out fundraiser yesterday? Come visit us in Cumberland Gap tomorrow to trick or treat and make a donation to the Singler family.

Thank you from the bottom of our hearts for coming out and supporting the Singler family tonight! We couldn’t have done ...
10/30/2026

Thank you from the bottom of our hearts for coming out and supporting the Singler family tonight! We couldn’t have done it without Harrogate Plant and Produce, Gap Creek Coffee House, The Olde Church Cumberland Gap, Hillfolk Wholesome Grocery and Herb Shop, The Old Mill Bed and Breakfast, Appalachian Baking Company, Food City, and countless community members who donated their cooking skills, time, and energy to make this event happen so quickly. We will keep sharing ways to support the Singler family if you weren’t able to join us this evening!

360 degrees of fall in Cumberland Gap, TN! This is incredible! Thank you for this John Banks!
10/26/2026

360 degrees of fall in Cumberland Gap, TN! This is incredible! Thank you for this John Banks!

CUMBERLAND GAP, TENNESSEE — During the Civil War, Cumberland Gap served as a strategic mountain gateway contested by Union and Confederate forces, who occupied and fortified the surrounding heights as both armies fought for control of this vital passage between Kentucky, Tennessee and Virginia.

Today the charming town consists of coffee shops, at least one antique store, a one-room bicycle museum, an excellent restaurant that sadly ran out of peach/blueberry cobbler Thursday night and a B&B by a brook. Highly recommend. My B&B room view included the impressive Pinnacle, seen here bathed in fall sunlight. The Olde Mill Inn Bed and Breakfast

Like many of you, we were taken aback by recent news from Singler’s Barbershop's Anthony Singler. The Hoffeditz and Sing...
10/23/2026

Like many of you, we were taken aback by recent news from Singler’s Barbershop's Anthony Singler. The Hoffeditz and Singler families have always supported the town of Cumberland Gap, the Guardians of the Gap, and many other regional charities and initiatives. They are the best among us.

That's why in their time of need, we want to step up for them. Join the Guardians of the Gap as we hold a soup bean and cornbread supper at the The Olde Church Events Center and Parsonage Guest House on Thursday, October 29, 2026 from 5pm-7pm to benefit Anthony Singler. All donations will go directly to the Singler family. Takeout will be available, and we'll even throw in a dessert and drink while you are at. Let us take dinner worries off of your mind next week as we help a neighbor together!

10/22/2026

Check out this cool video! Did you know some of this history?

Check out all the Halloween events coming up! Don’t miss out on the fun in the Tri-State area!
10/21/2026

Check out all the Halloween events coming up! Don’t miss out on the fun in the Tri-State area!

We are happy to have Sunrise Tours in Cumberland Gap, TN today! We hope you enjoy your visit!
10/12/2026

We are happy to have Sunrise Tours in Cumberland Gap, TN today! We hope you enjoy your visit!

Come out this weekend and support our friends at Wilderness Road State Park!!
10/08/2026

Come out this weekend and support our friends at Wilderness Road State Park!!

We're counting down the days until the Wilderness Road Heritage Festival, presented by the Friends of Wilderness Road State Park. 🎉 Come shop handmade Appalachian crafts, watch demonstrators showcase their time-honored skills and enjoy live music.

🗓️ When: Oct. 10, 10 a.m. to 5 p.m.
📍 Where: Karlan Mansion
🎟️ Admission: $10 per vehicle
ℹ️ Info: https://www.dcr.virginia.gov/state-parks/event?id=2026-01-13-09-31-35-330341-iy6

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Cumberland Gap, TN

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