Jacktoberfest returns to Jack Pine Brewery on Saturday, September 27. From noon until 10pm, celebrate with great beer, delicious food, live music, and all the fun activities. If you can’t make it on Saturday, they have festivities happening Thursday and Friday too. For more information head over to their website.
ARTS & CULTURE
- Get Happy: Angela Ingersol Sings Judy Garland (September 18-19)
- Cup North 2025 Opening Reception at The Crossing Arts Alliance (September 19)
FAMILY
- Wet & Wild 2.0 (September 19-20)
- 5th Annual Flapjack Festival (September 20)
- Community Mural Painting Day at Northland Arboretum (September 20)
- Touch a Truck (September 20)
- Saturday Night Lights at Northland Kart Kountry (September 20)
- Youth Outdoor Expo (September 20)
FOOD
- Baxter Farmers Market (September 19)
- 10th Annual CRA Chili Cook-Off (September 19)
- Food Truck – Caribbean Fusion (September 19-20)
- Main Street Downtown Brainerd Market (September 19)
- MN BBQ Dinner Cruise on Gull Lake (September (20)
- Oktoberfest Apps & Beer Day Cruise on Gull Lake (September 20)
- Sweet Corn Fest at B*Merri (September 20)
- Brunch Cruise on Gull Lake (September 21)
- Football Tailgate Cruise on Gull Lake (September 21)
LIVE MUSIC
- Friday Night Bands & Brews (September 19)
- Live Music at B*Merri (September 19)
- Live Music at Brainerd Eagles Club (September 19)
- Live Music at Jack Pine Brewery (September 19)
- Live Music at Quarterdeck Resort (September 19)
- Loonfest 2025 (September 19-20)
- Live Music at Quarterdeck Resort (September 20)
- Live Music at Quarterdeck Resort (September 21)
SHOPPING
- Annual Camp Sale at Confidence Learning Center (September 18-20)
- Fall Sip and Shop at Landsburg Landscape Nursery (September 20)
HANDS-ON ACTIVITY
- Karaoke at Dunmire’s on The Lake (September 19)
- Karaoke at O’Neary’s Irish Pub (September 19 & 20)
- Chair Yoga at Carnegie Wellness (September 20)
- Ink & Drink – Tattoo Day in the Taproom (September 20)
- Oktoberfest at Roundhouse Brewery (September 20)
- Yoga for Healthy Spine & Back (September 20)
- Barkyard Sundays at Jack Pine Brewery (September 21)
- Pup Pawtio Party at Roundhouse Brewery (September 21)
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