Discover fresh produce, handmade crafts, artisan foods, baked goods, local wines, and more at the Midtown Market every Saturday from 9:00 a.m. to 1:00 p.m. at Country Club Park in Midtown Ruidoso. Meet local growers, artists, bakers, and makers while enjoying one of Ruidoso’s favorite seasonal community markets, running through October 3.

Join Trivia Night at The Cellar Uncorked every Monday from 5–6:30 PM. This free, 21+ event welcomes solo players or teams for a fun evening of trivia, laughs, and great wine. A perfect weekly tradition for locals and visitors alike.

Enjoy a five-course Wine Pairing Dinner at Noisy Water Winery in Midtown Ruidoso, featuring dishes by Elizabeth Quintana paired with complementary wines. September 17 at 6:30 PM. Tickets are $100 per person. Tickets & reservations »

Rev up for the first-ever Casino Apache Iron Run Motorcycle Rally, September 18–20, 2026, in Mescalero. The three-day event features motorcycles, live music, vendors, food and drinks, biker games, bike and stunt shows, raffles, prizes, a Friday and Saturday Poker Run, and a Saturday night concert and party. Kids 15 and under are free.

Catch Benny Bassett live at Downshift Brewing Co's Hidden Tap in Ruidoso on September 18 from 6:00 PM to 9:00 PM. Enjoy an evening of "real life music" as this talented singer/songwriter, who has shared stages with major acts like Fitz & The Tantrums and Third Eye Blind, brings his storytelling and soulful tunes to the stage. Don't miss this intimate performance!

Whether you're a seasoned dancer or just looking for a fun night out, Win, Place and Show bar promises an unforgettable experience. So grab your cowboy boots and enjoy a night of country music and dancing. Please note that this event is exclusively for those aged 21 and older.

Discover fresh produce, handmade crafts, artisan foods, baked goods, local wines, and more at the Midtown Market every Saturday from 9:00 a.m. to 1:00 p.m. at Country Club Park in Midtown Ruidoso. Meet local growers, artists, bakers, and makers while enjoying one of Ruidoso’s favorite seasonal community markets, running through October 3.

Join Trivia Night at The Cellar Uncorked every Monday from 5–6:30 PM. This free, 21+ event welcomes solo players or teams for a fun evening of trivia, laughs, and great wine. A perfect weekly tradition for locals and visitors alike.

Discover fresh produce, handmade crafts, artisan foods, baked goods, local wines, and more at the Midtown Market every Saturday from 9:00 a.m. to 1:00 p.m. at Country Club Park in Midtown Ruidoso. Meet local growers, artists, bakers, and makers while enjoying one of Ruidoso’s favorite seasonal community markets, running through October 3.

Celebrate Oktoberfest in Midtown Ruidoso with Downshift Brewing Company on September 26. Enjoy German food, craft beer, live music, stein hoisting, contests, family activities, and entertainment on multiple stages. Choose from General Admission, Designated Driver, or VIP tickets for a full day of festive fun. BUY TICKETS »

See Midland live at Jacks Backstage in Ruidoso, New Mexico on September 26, 2026, for a high-energy outdoor country concert featuring chart-topping hits and an unforgettable mountain nightlife experience.

Join Trivia Night at The Cellar Uncorked every Monday from 5–6:30 PM. This free, 21+ event welcomes solo players or teams for a fun evening of trivia, laughs, and great wine. A perfect weekly tradition for locals and visitors alike.

Discover fresh produce, handmade crafts, artisan foods, baked goods, local wines, and more at the Midtown Market every Saturday from 9:00 a.m. to 1:00 p.m. at Country Club Park in Midtown Ruidoso. Meet local growers, artists, bakers, and makers while enjoying one of Ruidoso’s favorite seasonal community markets, running through October 3.

Bring the kids to Midtown for safe Trick-or-Treating and fun Halloween events. There will be fun for the whole family with candy and a costume contest for children 17 and younger. Plus, pumpkin carving, pumpkin roll, coffin race, candy, and much more. See you there! Join the fun in Midtown Ruidoso for the annual Trick-or-Treat celebration from 3–6:30 PM along Sudderth Drive—closed to traffic for a safe, family-friendly Halloween experience.

Arizona singer-songwriter I Am Hologram, the solo project of Richard Nihil, performs live at Downshift Brewing Company – Hidden Tap on October 28 from 6:00 to 9:00 PM. Blending acoustic songwriting with punk, indie, and alternative influences, Nihil delivers an intimate and engaging evening of original live music.