Celebrate history, culture, and community at Fort Fun Day on May 3 at Fort Stanton Historic Site. Enjoy a flag ceremony, guided tour, and a special presentation by Mescalero/Chiricahua Apache artist Talrick Enjady. Free admission for NM residents on First Sunday.

Join the Great American Cleanup at Wingfield Park on May 3, 2026. Register at 12:30 PM and help keep Ruidoso beautiful from 1–4 PM. Supplies, t-shirts, food, and prizes are provided. Open to all, with fundraising opportunities available for youth and service groups.

Join Lost Hiker Brewing Co. for a Sunday Hootenanny on May 3 from 4–6 PM. This casual, music-filled gathering welcomes all skill levels—bring an instrument or just enjoy the vibe. Held every other Sunday, indoors or outdoors depending on weather. Outside food is welcome.

Test your music knowledge at Lost Hiker Brewing’s Music Bingo at Midtown Taproom. Tim and/or Leroy spin the tunes while you play for B-I-N-G-O—no numbers required. Expect great songs, laughs, and sing-alongs. Bring a snack or a meal and enjoy the perfect brews for the jam. Select Tuesdays from 6–8 PM.

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.

Watch Survivor Season 50 every Wednesday at Downshift Brewing Company – Hidden Tap in Ruidoso. Grab a pint and catch all the strategy, blindsides, and Tribal Council drama with fellow fans during this weekly watch party.

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.

Join Lost Hiker Brewing Co. for a cupcake-themed Thirstday Night Trivia on May 7. Inspired by National Give Someone a Cupcake Day, this fun evening blends sweet treats and friendly competition. Trivia starts at 6:30 PM, and outside desserts are welcome. Bring your knowledge—and your favorite cupcake—to 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!

Enjoy a live music double bill at Downshift Brewing Co. - Riverside on May 8, 2026. Dave Millsap performs at 5 PM, followed by Luna Worldcast at 7:30 PM, bringing a mix of Texas blues, acoustic storytelling, and road-tested sound to the stage.

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.

Celebrate the 5th Annual Día Celebration—Children’s Day/Book Day on Saturday, May 9, 2026, from 11 AM–3 PM at the Ruidoso Convention Center. Hosted by the Ruidoso Public Library, this free family event features kids’ activities, free books, entertainment, and community resources. All are welcome!

Join The Shun Run 2026 on May 9 at Jacks Backstage in Ruidoso. This costumed pub crawl features checkpoint stops, a 4-hour party-paced “run,” and The Shunami afterparty with music, poolside fun, and contests. Costumes encouraged—bring your crew and get ready for a high-energy day. Tickets »

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!

Enjoy live music at Downshift Brewing Company – Hidden Tap with Luna Worldcast, a nationally touring singer-songwriter known for powerful vocals and dynamic solo acoustic performances. Blending original songs with rock-inspired favorites, this show offers something for everyone. Live music from 6–9 PM.