8th Annual Mountain Fiesta
2025-09-27 08:00 - 17:00 (America/New_York)
The students of J. Frank White Academy and Lincoln Memorial University are thrilled to present the 7th Annual Mountain Fiesta in Cumberland Gap, Tennessee.
The Mountain Fiesta is a homemade celebration of Latin American and Appalachian culture, created with the vision of giving our community the opportunity to interact, sing, dance, and learn about the beauty and richness of Appalachian and Latin American folklife, art, and culture.
Specifically, the Mountain Fiesta aims to create a space where our community members can learn dances, practice language, and sample food from countries they’ve never been to, while sharing some of our own uniquely Appalachian products and practices.
Ultimately, this event is a celebration of the richness and uniqueness of Appalachia and Latin America, set in the heart of the Cumberland Gap. It is a chance to appreciate the similarities and differences between our mountains and the mountains of Latin America. The Mountain Fiesta is an inclusive celebration, with no entry fee, plenty of fun, and interesting opportunities for our entire community.
This event is organized and supported based on the understanding that our community is a better place when we celebrate each other together.

"Let's Get Rowdy" Hank Williams Jr Tribute Band
2025-09-27 19:00 - 20:30 | Lee Theatre, 41676 West Morgan Avenue, Pennington Gap, VA, 24277, United States
Alright folks~Here ya go!Tickets can be purchased by calling 276-546-1177 or going to www.leetheatre.orgAdvance tickets $20 or $25 at the door night of the showGrab them up now for a fantastic night!!Samantha Arrowood Chambliss Michael Cullipher

Fall Flourish and Fiesta
2025-09-29 18:00 - 19:00
Join the Highland Winds and the UVA Wise Jazz ensemble Monday Sept. 29th for a fun fall concert!

Fall Festival Fundraiser
2025-10-03 17:00 - 20:00

Woodway Ruritan Club Soup Bean Dinner at Axe Handle Distilling
2025-10-03 18:00 - 20:30 | Axe Handle Distilling, 42236 Wilderness Rd, Pennington Gap, VA, 24277, United States
Friday October 3rd the Woodway Ruritan will be set up to serve soup beans and cornbread, weenies and kraut as well as a desert. This will be a fundraiser for them as we welcome a lot of out of town guests!

Come support a great organization and buy a plate and let’s show our out of towners what Appalachia is about while we watch some amazing bluegrass music!

Grainger County Fall Festival
2025-10-04 08:00 - 17:00
Demonstrators come join us at our 5th annual Grainger County Fall Festival. Saturday October 4, 2025 at beautiful Grainger County Park. We have several already committed but would love for you to join us. We’ll have a blacksmith, homemade soap, homemade ice cream, homemade apple butter, hand made pottery, and wood burning crafts. For more information please contact the Grainger County Parks and Recreation at 865-828-9900

Live Pro Wrestling
2025-10-04 19:00 - 21:30

Movie Night On The Flight Deck!
2025-10-04 20:00 - 22:00
The Lee County Airport Authority will host a Movie on the Flight Deck Oct. 4 at 8pm. Fly or Drive in and watch Top Gun Maverick from your car or bring a chair. Concessions will be available.
Starting at 6:30 the Lee Pickers will preform. Come out and enjoy a good night of fun at the Beautiful Lee County Airport!!

Beech Grove Baptist Church Fall Festival
2025-10-05 15:00 - 18:00

Beef Quality Assurance Certification
2025-10-06 18:00 - 20:00
The Lee County Livestock Association and the Lee County Extension Office will be holding a chute side Beef Quality Assurance Training on Monday, October 6th at 6:00 pm! This event is free for LCLA members and $10 for non-members for the meal. The meeting is taking place at John Cheek’s farm at 488 Turkey Tracks Dr., Pennington Gap, VA. Beef Quality Assurance is a national program and provides guidelines that are designed to raise beef in a humane and safe manner for consumers. Registration required by Friday, October 3, 2025 by filling out this form: https://tinyurl.com/LeeBQA25 or contacting the Lee County Extension Office at (276) 546-2057.

CarePortal - Lee County information session
2025-10-07 10:00 - 19:00 | The Pennington Gap Community Center, 41670 W Morgan Ave, Pennington Gap, VA, 24277, United States
For more information on how you can help your community, please stop by on October 7th from 10am to12pm or 5pm until 7pm at the Pennington Gap Community Center. This meeting is hosted by the Lee County Department of Social Services and sponsored by Lonesome Pine Office on Youth (LPOY) and The Town of Pennington Gap. Light refreshments will be available.

Grape Jelly Class
2025-10-07 17:00 - 19:00
Do you love grape jelly?Come join our FCS Agent, Brandi Pettey, on Tuesday October 7th from 5pm to 7pm for a grape jelly canning class!We will be using fresh pressed, raw, Concord grape juice from New York from Troyer’s Market in Limestone, TN.Limited to 6 participantsRegister here: https://tinyurl.com/GrapeJellyLeeLocation: Lee County Extension Office486 Industrial DrivePennington Gap, VA 24277 Cost is $10 – Cash or Check to VCE LeeContact the Extension Office for more information or questions!

Martins Station Fall Encampment
2025-10-10 08:00 - 2025-10-12 17:00
Wilderness Road Heritage Festival – October 11 Gather with us at Martins Station, an outdoor living history museum, to give thanks for the rich harvest of Powell’s Valley. Step back into Virginia’s 1775 frontier, where reenactors bring the past to life. Meet skilled tradesmen, tidewater merchants, and frontier families who will share the sights, sounds, and stories of life on the edge of the wilderness. Saturday Only: Heritage Festival at Karlan Mansion Celebrate the cultural traditions of Southwest Virginia! Browse handmade Appalachian crafts on the mansion lawn Enjoy live Appalachian music and entertainment Let the kids take part in fun, educational frontier-themed activities Concessions available on site
Come celebrate our history, heritage, and harvest with us at Wilderness Road State Park!

Fall Fling Pancake Breakfast
2025-10-11 08:00 - 11:00
The Fall Fling Pancake Breakfast will take place at the Wise First Church of God on Main Street from 8AM-11AM on Saturday, October 11th!
Pancakes, bacon or sausage, Juice or milk, and coffee; $7 per person. We hope to see you there. Bring a friend and get your energy for a full day of Flinging!

Central Drive-In First Annual Car Show
2025-10-11 12:00 - 18:00
Save the date
The Central Drive In will be having their very first Car show!!!
Full concessions will be open throughout the show, burgers, hot dogs, nachos, with all the sides

LMU Homecoming Parade
2025-10-11 18:00 - 20:00
Come out and celebrate LMU Homecoming with us at the annual parade! Alumni, students, families, and friends are all welcome to join in the tradition and show your Railsplitter spirit.

Dryden Missionary Baptist Church Homecoming 2025
2025-10-12 11:00 - 17:00
We would like to invite our community, families, friends and neighbors to our Annual Church Homecoming on October 12, 2025, at 11AM. We will have a special remembrance Service and Music, followed by a Fellowship Meal.

Free Conference for Caregivers
2025-10-14 09:00 - 15:00
Are you caring for someone with dementia?IF so, you can get expert advice, practical tools, and helpful resources at a FREE caregiver conference this October. Tuesday, Oct. 14 10 AM–3 PM (Registration at 9 AM) Heritage Church of God, Big Stone Gap Lunch provided Attendees receive a Memory Aid Clock & Messaging Tablet, a simple memory picture phone, and The Complete Guide to Alzheimer’s Proofing Your Home. Register now: Call 276-523-4202 or visit https://www.surveymonkey.com/r/XNV5J89.

Virginia Tourism Corporation’s DRIVE Tourism+ Workshop
2025-10-16 10:00 - 13:00 | The Pennington Gap Community Center, 41670 W Morgan Ave, Pennington Gap, VA, 24277, United States
Pennington Gap is on the MOVE!Join us for the Virginia Tourism Corporation’s DRIVE Tourism+ Workshop — an exciting opportunity to shape the future of tourism and business in our community! Pennington Gap Community Center Thursday, October 16 | 10:00 AM – 1:00 PM Lunch provided | Free parkingThe DRIVE Tourism+ Program helps communities identify and strengthen their tourism assets to boost local business, attract visitors, and enhance quality of life. RSVP by October 14 to karen.maggard@townofpenningtonva.govor 276-546-1177.Let’s work together to keep Pennington Gap growing and thriving!

2025 Home Craft Days Festival
2025-10-17 08:00 - 2025-10-19 17:00
The 2025 Home Craft Days celebration will be held October 17-19, 2025, on the campus of Mountain Empire Community College.
The event kicks off with a free Friday night concert on October 17. On Saturday and Sunday, performances will take place every hour on our Legends stage.
The Crafts Festival will take place on Saturday, October 18, from 10:00 a.m. to 6:00 p.m. and Sunday, October 19, from 10:00 a.m. to 5:00 p.m. Enjoy the food, fun, and friendship of Southwest Virginia and come home to the Home Craft Days festival.
For more information, call (276) 523-9113 or (276) 523-9114 or visit: https://www.homecraftdays.org/

3rd Annual Trunk or Treat
2025-10-17 17:00 - 19:00
Popcorn, music, face painting & LOTS of candy… it’s all happening at our 3rd Annual Trunk or Treat! Join us at Lee Health and Rehab on Oct. 17 | 5–7 PM

Leeman Field Halloween Festival 2025
2025-10-18 08:00 - 17:00
Come out to Leeman Field October 18th for our 2025 Halloween Festival, featuring trunk or treat, a thriller flash mob, a haunted barn, and various Halloween themed games and activities! It’s sure to be a ghoulishly fun time!

2025 McChesney Band Festival
2025-10-18 13:00 - 17:00
2025 McChesney Band Festival will be held on Saturday, October 18, 2025 at Bullitt Park in Big Stone Gap, Virginia hosted by the Union High School Band and Band Boosters. Come out and enjoy a day of great performances by some of the areas best and hardest-working young musicians. Admission is $10.00 per person. 5 and under are FREE.
The first band takes the field at 1:00 pm. A performance order will be posted at a later date.

A Night Of Hope
2025-10-18 18:00 - 20:00 | Lee Theatre, 41676 West Morgan Avenue, Pennington Gap, VA, 24277, United States
This is the Lord’s doing and it is marvelous in our eyes!!!! God has opened up the LEE THEATER for this spontaneous event! God is moving in Lee County, VA!!!! The Word is spreading like wild-fire! We can’t wait to see what God is going to do! I wouldn’t miss this for nothing in the world!

Lee County 4-H October Club Meetings
2025-10-20 08:00 - 2025-10-22 17:00

Pumpkins In The Park
2025-10-23 17:00 - 19:00 | Wilderness Road State Park, 8051 Wilderness Rd., Ewing, VA, 24248, United States
Celebrate the magic of fall with us at Pumpkins in the Park. Bring the whole family out for an autumn afternoon filled with fun, crafts and seasonal charm.
Activities include: Pumpkin decorating Costume contests Community-based trunk or treat
Date: Thursday, Oct. 23 Time: 5 to 7 p.m. Location: Karlan Mansion at Wilderness Road State Park Fee: $5 per vehicle
Don’t forget to bring your creativity and your fall spirit!
Pumpkins in the Park is sponsored by the Friends of Wilderness Road State Park. If you have any questions, please contact us at WildernessRoad@dcr.virginia.gov.

Halloween Glow Paint Party
2025-10-24 08:00 - 2025-10-25 17:00
Glow blacklight paint party!
This will be a fun time for Halloween Of course their will be candy and SMY milkshakes
signup on our Facebook page @Painting Outside the lines studio
Class dates are OCT 24TH OR OCT 25TH Time 6PM-8PMCost $40.00 per person
Hope you will dress in your Halloween Costume

First Baptist Church Of Pennington Clothes Closet
2025-10-25 08:00 - 17:00

Trick or Treat Big Glades
2025-10-25 17:00 - 19:00
Our 4th Annual Trick or Treat at Big Glades will be October 25th from 5pm-7pm. We will have our costume contest at 6:30pm. Come out and enjoy a safe place for your kids to trick or treat and have some fun!

Gather in the Round - Singer-Songwriters Experience
2025-10-25 18:00 - 20:00
FREE – FREE – FREE!
Don’t Miss Out! Gather in the Round Returns to Downtown Wise, VA
Mark your calendars for October 25, 2025, as Gather in the Round returns for its second edition—a free, can’t-miss community event celebrating music, storytelling, and connection!
Featuring regional talents:Jonathan ShortNorah FlemingHoneysuckle Dream
These incredible singer-songwriters will take the stage to share not only their music but the personal roots and inspirations behind it. Expect raw, heartfelt performances and stories that bring their songs to life in an intimate, acoustic setting.
Concessions will be available for purchase, so come hungry and ready to enjoy an evening filled with great tunes, tasty treats, and a welcoming atmosphere.
FREE and open to everyone! Whether you’re a longtime music lover or just looking for something special to do, this is your invitation to be part of something truly unique in the heart of Downtown Wise.
Don’t miss your chance to experience the stories behind the songs—and the community that brings it all together.
