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Events & Live Music

Upcoming events first. Reservations are recommended for every event.

R&B Friends “Giving” Brunch poster: Sunday November 22, 10 AM–2 PM with DJ Nikita, plus the Brunch, Beats & Blessings holiday giving drive for Family Promise of Yellowstone Valley
Sun Nov 22 · 10 AM–2 PM

R&B Friends “Giving” Brunch

Celebrate the season with R&B from DJ Nikita, brunch, and a little giving back. Our Brunch, Beats & Blessings holiday drive benefits Family Promise of Yellowstone Valley. Bring a donation (teen and tween gifts, diapers and baby wipes, holiday stockings, stocking stuffers, or gift cards) and get a free raffle ticket for a chance to win a Thanksgiving basket. Reservations recommended.

Thanksgiving Eve live music by Jessa Larson poster: Wednesday November 25 at The Windmill & Bar 51, with string lights and fall leaves, a Thanksgiving Eve badge, and Jessa seated with a guitar. Playing live 6–8 PM, Wednesday Prawn Basket Special $22, and Happy Hour 4–6:30 PM.
Wed Nov 25 · 6–8 PM

Thanksgiving Eve – Live Music by Jessa Larson

Kick off the holiday with Happy Hour from 4–6:30pm, then stay for live music by Jessa Larson from 6–8pm. Our Wednesday Prawn Basket Special is just $22. Grab your people and come see us before the big feast!

Brunch with Big Sky Santa poster: Sunday December 20, 10 AM–2 PM at The Windmill, with Santa reading by his sleigh. Story Time with Santa, photos by Santa’s Sleigh, candy canes and a kids’ scavenger hunt; bring a toy for the Misfit Toys of Billings drive and get a free raffle ticket. Reservations recommended, 406-252-8100
Sun Dec 20 · 10 AM–2 PM

Brunch with Big Sky Santa

Bring the whole family for a morning of holiday magic at The Windmill! Enjoy Story Time with Santa, photos by Santa’s Sleigh, candy canes for every kid, and a scavenger hunt for kids, plus brunch and mimosas for the grown-ups. Bring a gently used toy for the Misfit Toys of Billings toy drive and get a FREE raffle ticket! Reservations are recommended, and each one includes a two-hour dining experience. Call 406-252-8100 or book at windmillbar51.com.

Recent events
  • Oct 25, 2026 · Boos & R&B Brunch: Halloween costume brunch with R&B from DJ Nikita.
  • Oct 23–24, 2026 · 20th Anniversary Celebration: two nights of throwback menu and prices, with Rhythm & Vibe live Friday.
  • Oct 1, 2026 · Community Day: 10% of all sales donated to support the Ghekiere, Schneider and Smith families.
  • Sep 25, 2026 · Rhythm & Vibe: soul, Motown and R&B.
  • Sep 13, 2026 · Grandparents Day Brunch with the Elana Hayden Quartet.
  • Sep 4, 2026 · Lunatic Fringe live on the patio, 6–9 PM.