Looking for the best things to do around Raleigh, Durham, Chapel Hill, and beyond this Monday? From free chili and Oktoberfest celebrations to open mic nights, comedy shows, and family-friendly activities, the Triangle is buzzing with events. Here’s your guide to what’s happening today, September 22, 2025.

🌶️ Free Bowl of Chili at Wendy’s

All Day | FREE | Wendy’s (multiple locations)

Celebrate the first day of fall with a warm, free bowl of chili at participating Wendy’s restaurants across the Triangle.

🍻 Oktoberfest at Ponysaurus Brewing Co.

All Day | FREE | Ponysaurus Brewing Co., Raleigh

Raise a glass to autumn at Ponysaurus Brewing’s Oktoberfest celebration, complete with craft beer and community vibes.

👶 Total Tot Time – Free Play for Kids

10:00 a.m. – 12:00 p.m. | FREE | W.D. Hill Recreation Center, Durham

Bring little ones up to age 5 for free play fun in a safe and welcoming space.

📚 Leyendo con el Centro – Preschool Storytime

11:00 a.m. – 12:00 p.m. | FREE | Chapel Hill Public Library

A bilingual storytime for preschoolers, encouraging early literacy and cultural connection.

🍺 Mug Monday at Oaklyn Springs Brewery

4:00 p.m. – 7:00 p.m. | $5 | Oaklyn Springs Brewery, Fuquay-Varina

Enjoy $5 20oz mugs of your favorite brews during this Monday special.

🍗 Durham Beer Garden Wing Night

5:00 p.m. – 10:00 p.m. | $0.75 per wing | Durham Beer Garden

Grab 75¢ wings (dine-in only) and enjoy one of Durham’s best Monday deals.

🎤 Open Mic Night at Steel String Brewery

6:00 p.m. – 11:00 p.m. | FREE | Carrboro

Support local talent or hop on stage yourself at this lively open mic session.

🏈 Flag Football Skills for Girls

6:15 p.m. – 7:15 p.m. | $6–$11 (series) | W.D. Hill Recreation Center, Durham

A skills-building program for girls to sharpen their game while having fun.

🌌 Fall Equinox Labyrinth Walk

6:30 p.m. – 7:00 p.m. | FREE | St. Paul’s Episcopal Church, Smithfield

Celebrate the equinox with a reflective labyrinth walk in a serene setting.

🥏 Disc Golf Putting League at The Glass Jug

6:30 p.m. – 9:00 p.m. | FREE | RTP

Practice your short game with friends and fellow disc golf enthusiasts.

😂 Cosmic Chuckles: Weekly Comedy Show

7:00 p.m. – 9:00 p.m. | FREE | Flying Saucer, Raleigh

Get your laughs in with this free weekly comedy series hosted at Flying Saucer.

🎨 Adult Coloring Night at KōMANA Brewing Co.

7:00 p.m. – 9:00 p.m. | FREE | Cary

Unwind and get creative at this relaxed adult coloring social.

🎲 Board Game Night at Moon Dog Meadery

7:00 p.m. – 11:00 p.m. | FREE | Durham

Sip mead, meet new people, and play classic and modern board games.

🎶 Carrboro Open Mic at Speakeasy

8:00 p.m. – 11:59 p.m. | FREE | Carrboro

Cap off the night with live performances and community vibes at Speakeasy’s open mic

Your week, your city, your fun — stay connected with everything happening in the Triangle at DoRaleigh.com