Tinglewood Festival

Orr Park 277 Park Dr, Montevallo, AL, United States

Celebrate all things woodworking at Alabama’s one-of-a-kind festival featuring live chainsaw carving, artisan vendors, a wooden boat race, and whittling contest. Enjoy live music, food trucks, kids' activities, axe throwing, a classic car show, and more. Artwork will be available for purchase, with proceeds supporting local nonprofits. Presented by Montevallo Chamber of Commerce, Montevallo Main Street, and Montevallo Arts Collaborative.

Paul Thorn

Shelby County Arts Council 105 W. College St., Columbiana, AL, United States

Get ready for an unforgettable night with Paul Thorn, a soulful Southern artist known for his unique blend of blues, rock, and Americana. Born in Tupelo, Mississippi, Paul brings powerful stories, sharp wit, and raw emotion to every performance. From sharing stages with legends like Bonnie Raitt and Sting to boxing Roberto Duran on national TV, his life is as colorful as his music. His latest album, Life Is Just a Vapor, features songs like “Tough Times Don’t Last” and “Geraldine & Ricky” — each one rich with heart and honesty. Join us at the intimate Song Theater, where your ticket includes complimentary beer, wine, and soft drinks.

Hold the Fort 10K, 5K, & 1 Mile Warrior Walk

Oak Mountain State Park 200 Terrace Drive, Pelham, AL, United States

The Annual Hold the Fort Races are a timed 5k and 10k race and a 1-mile Warrior Walk held at Oak Mountain State Park in Alabama on Saturday, SEPTEMBER 20, 2025, from 8 a.m. to 10 a.m. This year's race begins at the DOGWOOD Pavillion. You will enter the FRONT gate of Oak Mountain State Park. Check-in starts at 7 a.m. Early packet pick-up will be on Friday, September 19, from 3 to 7 p.m. at Full Moon BBQ in Pelham.Address: 2252 Pelham Pkwy, Pelham, AL 35124 Proceeds from the race this year are dedicated to raising $250,000 to finalize the construction of the Blanket Fort Hope Restoration Home – a home needed to care for children rescued from human trafficking.To find out more about their mission, visit BlanketFortHope.org.

Morgan Creek Winery Grape Stomp Festival

Morgan Creek Winery 181 Morgan Creek Ln, Harpersville, AL, United States

Get ready for Morgan Creek Winery's Annual Grape Stomp Festival. Visitors can enjoy food trucks, live music, grape stomping & wine tasting at Harpersville's finest winery. The iconic I Love Lucy look-a-like contest will begin at 2PM.You don't want to miss this wine-filled fun event!

Oktoberfest @ Helena Old Town Live

Helena Amphitheater 4151 Helena Rd, Helena, AL, United States

Celebrate Oktoberfest Helena Style at Helena's Old Town Live! Live music, beer gardens, and weiner dog races are sure to please. See you there!

BUSA Birmingham Bash

Dunnavant Valley Fields 19220 Hwy 280 East, Birmingham, AL, United States

BUSA's Birmingham Bash is being hosted at Dunnavant Valley Fields! Come watch these talented soccer players compete from September 26-28!

Reed Brake – Live at Oversoul

Oversoul Brewing 4161 Helena Rd, Helena, AL, United States

Reed Brake will be playing at Oversoul Brewing in Helena on Friday, September 26 from 7-10:00 pm. Admission is free. Reed Brake draws inspiration from a wide range of musical genres and they have songs that lean toward folk, some more to bluegrass, others to country, and some to psychedelic rock with overdriven tones. The quartet plays with high energy and thrives with on stage experimentation. Live, the band may unexpectedly adjust tempo, launch into an extended jam, or transition into a totally different song. The improvisation ensures no two shows are truly the same. It also ensures the boys stay alert and listen with intention to each other. Reed Brake sets consist mostly of original music, but they do throw in covers that they have adapted to fit their unique sound. The Reed Brake sound is hard to fit into a box, but it’s probably not what you expect from a band lead by acoustic guitar and mandolin.

Oktoberfest presented by Cat-n-Bird and Spitting Llama

Cat-N-Bird Winery 11661 Old Hwy 280, Chelsea, AL, United States

Celebrate Oktoberfest with local flair at Cat-n-Bird Winery. Sip wine, enjoy German-inspired bites, and relax on the winery grounds while listening to polka music. A cozy fall afternoon in Chelsea doesn’t get better than this.

KID FIT Milestone Fun Run

Heardmont Park 5458 Cahaba Valley Rd, Birmingham, AL, United States

Sign your kiddos up for the Milestone Fun Run at Heardmont Park!

Balance of Power

The American Village 3727 Highway 119, Montevallo, AL, United States

Join us for a special evening at American Village as Thomas Jefferson and John Marshall come to life in a powerful discussion on presidential and judicial powers. Marshall backed strong federal courts; Jefferson preferred more local control. Hear them debate the Constitution’s balance of power. Enjoy cocktails and dinner beforehand. Formal dress is encouraged (black tie optional). Featuring: D. Cash Arehart as John Marshall (Colonial Williamsburg) Clay Jenkinson as Thomas Jefferson (host of The Thomas Jefferson Hour)

Witches Night Out

Main Street Columbiana Main Street Columbiana, Columbiana, AL, United States

Get ready to be spooky and sweet with Columbiana Main Street on the annual Witches Night Out! Local businesses and shops will be offering specials all night long to celebrate the Halloween spirit. Grab your ghouls and get ready for a night on the town. You can even expect withcy "flights" from coffees and pastries to alcoholic delights.