Circus Classic comes to Wingfield Park May 5–6 with two evenings of traditional circus entertainment. Enjoy acrobatics, family-friendly performances, and pre-show activities including a petting zoo, face painting, and bounce house fun. Shows begin at 7 PM.

Acoustic rock singer-songwriter Bryan Bielanski brings his high-energy “Super Happy Fun Time” to Downshift Brewing Riverside. Known for catchy songs, warm crowd connection, and a globe-spanning touring history, Bryan’s sound blends classic rock and folk with a fresh, upbeat style. A feel-good night of lively originals and easygoing vibes.

Circus Classic comes to Wingfield Park May 5–6 with two evenings of traditional circus entertainment. Enjoy acrobatics, family-friendly performances, and pre-show activities including a petting zoo, face painting, and bounce house fun. Shows begin at 7 PM.

Experience the Texas A&M Singing Cadets live at the Spencer Theater on May 12, 2026 at 7 PM. Known as the “Voice of Aggieland,” this premier men’s chorus delivers a powerful patriotic concert celebrating 250 years of America in an inspiring evening of music and tradition.

Step into a world of knights, music, and merriment at the Lincoln Forest Renaissance Faire, May 15–17, 2026, at Wingfield Park in Ruidoso. Enjoy live entertainment, a lively medieval marketplace, period-inspired food, and family-friendly activities. Costumes welcome—come for a few hours or stay the day and savor the magic of the Renaissance. Information and tickets at https://www.lincolnforestrenfair.com

Experience a dynamic night of live music at Downshift Brewing Co. - Riverside on May 15, 2026. Dave Millsap performs at 5 PM, followed by SPiVEY at 7:30 PM, blending blues, folk, and psychedelic electronic soundscapes.

The Long Dog Derby returns to Jacks Backstage in Ruidoso on May 16 with dachshund races, crowd-favorite contests, and more than $5,000 in prizes. From Best Dressed to Slow Weenie, these speedy pups compete for glory in one of Ruidoso’s most entertaining events. Registration is $30 per dog and opens March 23. Spectators welcome for a day of laughs and dachshund-powered fun.

Catch Ethan J Perry & The Remedy Band live at Downshift Brewing Co. - Hidden Tap on May 16, 2026 from 6–9 PM. Expect a genre-blending mix of Americana, indie, and jazz with a rich, atmospheric sound.

Catch Karson City Rebels live at Downshift Brewing Co. - Riverside on May 16, 2026 from 7–9 PM. This genre-bending band blends rock, country, and blues into a high-energy, distinctly original sound.

Enjoy a relaxed night of live music with Tyler Jones at Downshift Brewing Co. - Riverside on May 20, 2026 from 6–9 PM. This local singer-songwriter delivers an easygoing mix of acoustic tunes and good vibes.

Supersuckers and Scott H. Biram bring high-energy outlaw rock to Jacks Patina Lounge in Ruidoso. Expect gritty vocals, loud riffs, and boots-on-the-floor energy. $20 advance tickets at https://tickets.holdmyticket.com/tickets/458605?

Celebrate International Tea Day at Lost Hiker Brewing Co. with Thirstday Night Trivia on May 21. Gather your team for a fun evening of global-themed trivia starting at 6:30 PM. Outside food is welcome. Enjoy a relaxed, engaging night in Midtown Ruidoso.

Enjoy afternoon live music at Win Place & Show Bar in Ruidoso, where talented local and regional musicians set the vibe on the outdoor patio. Relax with a drink and soak in the fresh mountain air. Gather your friends and enjoy an afternoon of great tunes and good company!

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.