This Old West Ranch Serves Chuckwagon Dinners With Singing Cowboys And Mountain Views

Tucked beneath the towering bluffs of the Rocky Mountain foothills, just minutes from downtown Colorado Springs, there’s a place where cowboy hats outnumber baseball caps and the air smells like mesquite and campfire beans. Welcome to Flying W Ranch, where history, harmony, and hearty helpings collide in one unforgettable Colorado evening.

If you’ve never watched the sun set over red rock cliffs while a band of singing cowboys harmonizes under string lights, you’re in for a treat. Equal parts dinner theater, heritage site, and Western adventure, Flying W isn’t just a tourist attraction—it’s a full-on time warp wrapped in plaid and powered by bootscootin’ joy.


TripAdvisor / snapshotsofzen

What We Love

Authentic Chuckwagon Suppers
Grab a tin plate and saddle up—dinner here isn’t just a meal, it’s an event. Expect tender beef brisket, trail-style beans, baked potatoes, and biscuits served cowboy-style in an open-air courtyard. It’s rustic, delicious, and portioned like the frontier depended on it.


TripAdvisor / AndyB5542

Live Western Music
After dinner, the real magic begins. The Flying W Wranglers—America’s second-oldest Western singing group—bring the stage to life with tight harmonies, quick wit, and just enough yodeling. It’s part concert, part comedy, and 100% toe-tapping fun.


TripAdvisor / katylinvw918

Old West Town Vibes
Before supper’s served, wander through Flying W’s mini frontier village, complete with a blacksmith shop, general store, and vintage jail cell. Every nook is a photo op, and you’ll feel like you stepped onto the set of a classic Western.


TripAdvisor / JayRairigh

Horse-Drawn Wagon Rides
Depending on the season, you might get a chance to ride in a real wagon, bumping gently down dirt trails with views of Pikes Peak in the distance. Kids love it, but honestly—so do most grown-ups.


TripAdvisor / Brittany M

Mountain Views & Open Skies
Whether you’re dining, listening, or strolling around, those front-range views are always there. Expect golden-hour light bouncing off red rocks and a Colorado sky that stretches endlessly overhead.


TripAdvisor / J M

Atmosphere & Setting

Flying W is equal parts charming and cinematic. The setting—nestled in a rocky canyon with wooden structures and firepits—feels like a blend of national park lodge and Wild West movie set. There’s country music floating on the breeze, laughter from the saloon porch, and the smell of meat slow-roasting over open flames. It’s family-friendly, cozy, and undeniably nostalgic, with just the right touch of kitsch.


TripAdvisor / IndianaKris

Value (Is It Worth It?)

Tickets typically run around $65 for adults and $35 for kids, which includes dinner and the full musical show. Given the food, the entertainment, and the ambiance, it’s more than fair. Plan to spend about 2.5 to 3 hours there. It’s a hit with families, multigenerational groups, date-night couples, and out-of-towners looking to soak up Western culture in a single sitting.

Other Considerations

Parking is free and plentiful, though it fills fast—arrive early to enjoy the pre-show village activities. The ranch is open seasonally, generally from spring through fall, and shows often sell out in advance, so book ahead. Wear comfy shoes for walking gravel paths, and bring a light jacket—mountain evenings cool off fast, even in summer. Food allergies? Let them know ahead of time—they’re accommodating but it’s best to plan.

Flying W Ranch isn’t just a night out—it’s a slice of Americana, served with a biscuit and a side of fiddle. Whether you’re a local or a first-time visitor to the Rockies, this is one Colorado tradition that leaves you smiling long after the last cowboy song fades.

Flying W Ranch
📍 3330 Chuckwagon Rd, Colorado Springs, CO 80919-3501

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