Plan Your Weekend in Pickens: August 28-31, 2025 | JeepFest, Poker Run, & More!

Get ready, Pickens County! The mountains will be roaring this weekend as JeepFest 2025 kicks off! Hosted by the Pickens County Sheriff’s Office, this annual tradition brings thousands of Jeep lovers, families, and adventure seekers to the trails of North Georgia. Beyond the off-road thrills, the entire county will be alive with live entertainment, a Poker Run, trivia, and local shopping from Thursday through Sunday. Whether you’re here to experience JeepFest or simply enjoy a weekend getaway, your small town mountain experience awaits!

Follow along for all things JeepFest on Facebook or stop by the Pickens County Chamber of Commerce & Visitor Center for a JeepFest magazine!

THURSDAY 8/28

3PM: Jeep Camp, Northern Roots Farm

5PM: Open Mic Night  w/ RustedMelody, Talking Rock Brewery

5PM: Open Mic Night: Copper Still Sessions, Sharptop Distilling Co.

5:30PM: Yoga w/ Karen Dobson, Pickens County Rec Department

6:30PM: Karaoke, I Love NY Pizza & Bar

7PM: Poker, Rocco’s Pub

 

FRIDAY 8/29

10AM: Bingo with Friends, Pickens County Library

11AM: Poker Run!

This is a ⭐️ FREE EVENT ⭐️ Friday 11-3pm – Pick Up first card at Blackwater Station! Draw a card at
Then head over to Designs On Main to draw your last card and turn in your player sheets! Winner Announced at Show N Shine tonight!
🏆🃏✨POKER RUN PRIZE ✨🃏🏆
💰 💵 OVER $500 VALUE!!!!
– Yeti Cup
– 3 jars of jams
– Sacketts’s Hat
– $50 gift card to Martin’s
– Bag of Corn Nuggets
– Large Bogg Bag
– Simply Southern Blanket
– Apple Moonshine Jelly
– Official JeepFest T-shirt & Hat
– 2025 challenge coin
– Special $h!t Seasonings
– FREE Admission for 4 to Christmas at Blackwater Station
– Hat, Bag, Ducks & Jeep Keychains from Black Duck Deviations

1PM: Live Music: Sterling Bennett, Fainting Goat Vineyards

4:30PM: Open House ($5 Admission; ages +12), The Old Jail

5PM: Summer Market, North Georgia Homestead Supply

5:30PM: Sunset Supper (Ticketed) & Sunset Concert: Serpent & Dove, Fainting Goat Vineyards

6PM: Hunter Flanagan Live!,  Old Mulehouse

7PM: Hard Hitting Trivia, Talking Rock Brewery

8PM: Live Music: Jessie Albright Band, Rocco’s Pub

 

SATURDAY 8/30

7:30AM: Jasper Farmers Market, Lee Newton Park

8AM: Yoga w/ Karen Dobson, Pickens County Rec Department

8:30AM: Weekend Breakfast, Kaluna Farm

11AM: Open House ($5 Admission; ages+12), The Old Jail

12PM: East Bound and Down Live!, Old Mulehouse

1:30PM: Live Music: The Patriarchs, Fainting Goat Vineyards

2PM: Live Music: Jack and the Bean Sprouts, Cairn View Winery

2:30PM: Live Music: Shani Palmer, Canoe Vineyard & Winery

5:30PM: Sunset Yoga, Northern Roots Farm

6PM: Cai Gray Live!, Old Mulehouse

6PM: BINGO! Luau Themed, Fainting Goat Vineyards

6PM: Super Overland Saturday Night, Northern Roots Farm

6PM: Live Music, I Love NY Pizza & Bar

7PM: The Mad Hatters Concert (Ticketed), The Terraces of Big Canoe Chapel

9PM: Live Music: One For The Road, Rocco’s Pub

 

SUNDAY 8/31

8:30AM: Weekend Breakfast, Kaluna Farm

12PM: Orange Walls Live!, Old Mulehouse

1:30PM: Live Music: Danny Miller, Fainting Goat Vineyards

2PM: Live Music: Kurt Wheeler, Canoe Vineyard & Winery

2PM: Live Music: Bill Pound, Cairn View Winery

2PM: Live Music: Still Truckin, Rocco’s Pub

 

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