Plan Your Weekend in Pickens: October 16-19, 2025 | Talking Rock Heritage Days Festival, U-PICK, & More!

Crisp air, colorful leaves, and the sound of live music drifting through the North Georgia mountains – fall weekends in Pickens County, GA are pure magic! This week, celebrate local flavor with pumpkin patches, wine tastings, and small-town charm at every corner. Here’s your insider’s guide to what’s happening across Jasper, Talking Rock, and beyond this October 16–19 weekend!

THURSDAY 10/16

10AM: Family Storytime, Pickens County Library

4PM: SIP Sparkle & Shine, Station 53 Salon

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

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

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

7PM: Poker, Rocco’s Pub

7:30PM: Hocus Pocus Under the Stars, Bell’s Family Pharmacy

Bring your own chairs & blankets

Snacks & drinks available for purchase

Spellbinding vibes included

PLUS: A spooktacular raffle with our friends Ryan Hardway – Country Financial Insurance Agency — you don’t wanna miss it!

FRIDAY 10/17

Pumpkin Patch – Corn Maze – Hay Rides, Beargrass | Sept 13-Nov 2

2:30PM: Plants & Paints, Pickens County Library

4PM: Cruise-In Car Show, Dairy Queen Jasper

6PM: Eric Reinhardt & Leah Chapman Live!, Old Mulehouse

6PM: Food Truck Friday & Mark Miller Live!, Cairn View Winery

6PM: Hearth & Harmony: EB Jukebox Live, Fainting Goat Vineyards

7PM: Hard Hitting Trivia, Talking Rock Brewery

7PM: Fear Ridge Fall Festival, Bear Ridge Paintball

8PM: Live Music: AllTalk Band , Rocco’s Pub

SATURDAY 10/18

Pumpkin Patch – Corn Maze – Hay Rides, Beargrass | Sept 13-Nov 2

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

9AM: U-PICK Muscadines, Bella Orchards

9AM: 31st Annual Heritage Days Festival, Town of Talking Rock

9AM: Jasper Farmers Market, Lee Newton Park

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

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

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

4PM: Live Music, Talking Rock Brewery

5:45PM: Indoor League Match, Appalachian Gun

6PM:  The Len & Pete Show Live!, Old Mulehouse

6PM: Potluck in the Vines, Canoe Vineyard & Winery

7PM: Fear Ridge Fall Festival, Bear Ridge Paintball

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

8PM: Live Music: East Bound & Down, Rocco’s Pub

SUNDAY 10/19

Pumpkin Patch – Corn Maze – Hay Rides, Beargrass | Sept 13-Nov 2

9AM: U-PICK Muscadines, Bella Orchards

9AM: 31st Annual Heritage Days Festival, Town of Talking Rock

11AM: Worship in the Park, Lee Newton Park

12PM: Dawn Loves Nash Live!, Old Mulehouse

1:30PM: Live Music: Alex Boyer, Fainting Goat Vineyards

2PM: Harvest Blue Paint & Sip, Fainting Goat Vineyards

2PM: Live Music: Jordan Denton, Canoe Vineyard & Winery

2PM: Live Music: Dixie Tornados , Rocco’s Pub

Want to see your event posted here? Add your event to our Community Calendar!