Cowboy Culture After Dark: A Night Out in Jackson, Wyoming

Cowboy Culture After Dark: A Night Out in Jackson, Wyoming

As twilight falls over the Tetons, Jackson Hole trades its tranquil mountain energy for the rhythm of boots on hardwood floors, neon lights flickering over the square, and the unmistakable pulse of Western nightlife. When the sun sets, the spirit of the cowboy doesn't rest—it dances.

Whether you're visiting for the first time or you're a local looking to relive the magic, this guide will take you deep into the heart of Jackson’s cowboy culture after dark—from live music venues and line dancing to where to shop the look.

The Million Dollar Cowboy Bar: Where Legends and Locals Meet

Located at 25 N. Cache Street, the Million Dollar Cowboy Bar is the crown jewel of Jackson Hole’s nightlife. Since 1937, it’s been home to saddle barstools, taxidermy décor, neon signage, and a dance floor that welcomes everyone from seasoned two-steppers to first-time boot-scooters.

Live Music & Events Schedule (July–September)

Music begins nightly at 8:30 PM. Here's a comprehensive look at their summer and early fall lineup:

Looking for more live music? check out our live music section for all the concerts and performances happening in Jackson!

Silver Dollar Bar & Grill: Western Elegance in the Wort Hotel

Just a block away inside the historic Wort Hotel at 50 N. Glenwood Street, the Silver Dollar Bar & Grill offers a more refined—but no less authentic—Western nightlife experience. The venue features a curved bar inlaid with 2,032 silver dollars and serves as both a top-tier restaurant and a live music venue.

Live Music Schedule (Silver Dollar Showroom)

Live shows typically begin at 7:30 PM and are held four nights a week:

• Tuesdays – Bluegrass with One Ton Pig

• Thursdays – Touring or regional Americana/country acts

• Fridays & Saturdays – A rotating mix of regional bands

Upcoming Highlights:

• Jacob Westfall (July 25–26)

• Big Band Jazz (July 27)

• Tasha & the Goodfellows (July 31)

• Tylor & the Train Robbers (August 1)

• Cole Clark (August 2)

• Sister Karee & the Other Brothers (August 9)

With a more intimate setup and excellent food and drink service, the Silver Dollar is ideal for a mellow, music-filled evening with friends or a date.

Cowboy Couture: Where to Shop the Look

Looking the part is half the fun. Whether you’re after custom Western flair or just want to dress the part for a night out, these Jackson shops have you covered:

• J.W. Bennett – A women-founded boutique hat studio offering custom felt hats with feather accents, hand-branded designs, and signature Western elegance.

• Kemo Sabe – High-end cowboy glam with custom Stetsons, exotic leather belts, turquoise jewelry, and boots that belong on the dancefloor.

• Beaver Creek Hats & Leather – Trusted for generations, this shop offers hand-shaped, custom-fitted cowboy hats for every head and style.

• Boot Barn – A go-to for affordable Western wear. Stock up on Wrangler jeans, Ariat boots, and casual cowboy shirts without blowing your budget.

Looking for more Western shopping experiences? Check out our shopping page for a complete guide! 

Line Dancing: Step Into the Rhythm

Want to learn? No problem. The Million Dollar Cowboy Bar offers free line dancing lessons every Thursday from 7:00–8:30 PM, followed by live music into the night. Whether you’re a complete beginner or just brushing up on your two-step, it’s a fun and welcoming environment to get your boots moving.

A Western Night to Remember

As the stars light up the sky over Jackson and music pours from open doors along the square, you’ll feel it—that vibrant blend of tradition and celebration. From dancing at the Cowboy Bar, to cocktails and live bands at the Silver Dollar, and gearing up in style at J.W. Bennett or Boot Barn, your evening becomes more than just nightlife—it becomes part of the story of the West.

Ready to ride into the night? Pull on your boots, tip your hat, and let Jackson Hole show you how cowboy culture comes alive after dark.