Sheridan County, Wyoming
The Mountains Are Right There.
Here's What to Do With Them.
A local guide to Sheridan, Wyoming — the Big Horns, the polo fields, the rodeo grounds, and everything worth doing in between.
Sheridan sits at the foot of the Big Horn Mountains in a way that's hard to explain until you arrive. The range just fills the western sky — massive and close, the kind of close that makes you reach for your camera before you've even parked the car. Below it: a cattle and polo town with a historic Main Street, a genuine rodeo, and a ranching culture that hasn't been manufactured for visitors. This guide is for people who want to do it right.
Whether you're here for the mountains, the events, the fishing, or just to slow down somewhere genuinely beautiful, Sheridan tends to surprise. Here's what to know — and where to stay when you get here.
Hiking, Driving & Getting Up There
The Big Horn Mountains rise from the high plains west of Sheridan and top out near 13,000 feet in the Cloud Peak Wilderness. The approach from Hwy 14 or 14A is one of the most dramatic mountain drives in the American West — and you're on it within twenty minutes of downtown.
One of the most accessible and rewarding hikes in the area. The trail follows the Tongue River through a narrow limestone canyon with walls rising several hundred feet. Best in late spring through fall. Dogs welcome on leash. Trail starts just off Hwy 14 — pull over where everyone else is parked.
Black Tooth Brewing on N. Broadway St — earn a pint of Saddle Bronc Brown. 30 minutes from the trailhead.
The wilderness area covers nearly 190,000 acres and includes Cloud Peak itself at 13,167 feet. Day hikers typically access it via the West Tensleep or Hunter Corrals trailheads. Backpackers find some of Wyoming's least-crowded alpine terrain up here — granite lakes, wildflowers in July, and the kind of silence that recalibrates something.
Frackelton's on Main St — white tablecloth dinner feels well-deserved after 20 miles in the backcountry.
The road most visitors never find. Gravel, steep, and quiet in the way that mountain roads get quiet when they filter out everyone who isn't paying attention. Twenty to twenty-five miles of connected trails at the top — the Brink, Bear Knuckle, Fire Up — managed by the Sheridan Community Land Trust. The kind of place locals keep to themselves.
Red Grade Road closes Monday–Friday, 8am–6pm, May through October 2026 and 2027. Weekends, holidays, and early mornings remain open. Full details and trail access →
Black Tooth Brewing — the patio after a long Red Grade ride is exactly what it sounds like.
If the weather doesn't cooperate for a hike, this byway is the next best thing. The road climbs through Medicine Wheel Passage and passes the Medicine Wheel National Historic Landmark — a 75-foot prehistoric stone circle at 9,642 feet that's been used ceremonially for over 10,000 years. The views over the Bighorn Basin on the west side are extraordinary.
The Mint Bar — cold beer, live music some nights, and a back bar that's been there since 1907.
Stay nearby · East of Sheridan
The Magpie CabinA working equine ranch with the Big Horns filling the skyline. Horses in the pasture, Starlink internet, and a porch built for watching the light change. 2 bedrooms, pets welcome.
Check Availability →
Stay nearby · Mountain Views · Groups
The Bondline HomeBig Horn views from the deck, 3,000 sq ft, and space for up to 9 guests. Minutes from the mountain access roads.
Check Availability →From The Register
Red Grade Road: The Other Side of the Mountain → Hunting the Big Horns: A Field Guide to Wild Morels →The Sport That Never Left
Polo came to Sheridan County in the 1890s, brought by Malcolm Moncreiffe and Oliver Wallop — British and Scottish ranchers who ran cattle on this land, procured war horses for the British Army during the Boer Wars, and saw no reason to give up their sport in the process. Some of the Wallop family still ranches here. The ranch they built eventually passed to Bradford Brinton, whose estate is now a museum of Western art-one of the more remarkable chains of custody in Wyoming history.
The Big Horn Polo Club has been playing on that same ground since 1898, making it one of the oldest continuously operating clubs in the United States. Adjacent to it, the Flying H Polo Club draws international professionals and high-goal competition — top players often bring young horses to Big Horn to develop them, then compete at the Flying H at the highest level. Together they've made this small Wyoming valley one of the most significant polo destinations in the country. That sentence surprises most people when they hear it.
Matches run Sunday afternoons through the summer season at both clubs. Bring a blanket, a tailgate setup, something cold to drink. At half time everyone walks onto the field for the divot stomp — stomping back the grass torn up by the horses' hooves. Standing in the middle of that field with the Big Horns filling the sky behind the far goalpost, watching polo ponies and their riders go back and forth while looking down toward Sheridan, it's hard not to feel like you stumbled onto something extraordinary. The crowd is a mix: ranching families who've been coming for decades, international professionals, and visitors who read about it online and couldn't quite believe it was real. Both clubs are on Bird Farm Road in Big Horn. Check individual schedules each season for exact match days.
The Brinton Museum bistro — farm-fresh food, rotating Western art exhibits, and a cottonwood-lined drive with the southern Big Horns coming through the trees. Brunch at the Brinton, polo in the afternoon. You're moving between chapters of the same story.
Named for the same Don King of King's Saddlery on Main Street. Polo alongside bronc riding, roping, and a world-championship blacksmith competition — all on the polo fields, no barriers between the crowd and the action. Friends who've been describe it as a party. The uninitiated are welcome.
It made me think how fortunate and genuinely strange it is to live somewhere that offers this, for free, on a Sunday afternoon in summer.
— Tyler, Late Checkout WY
Sheridan Weekend Base · 2 Bedrooms
The Wayfarer BungalowA comfortable Sheridan base for a weekend that ends with Sunday polo, starts with the Brinton, and has dinner on Main Street somewhere in between.
Check Availability →A Sunday in Big Horn — the full story → coming to The Register
A Real Rodeo. Not a Show.
The Sheridan WYO Rodeo has been running since 1931. It takes place every July and consistently ranks among the top professional rodeos in the country — drawing PRCA competitors, a week of associated events, and a crowd that includes people who've been coming for forty years. The Indian Relay Races, held alongside the rodeo, are among the most viscerally exciting events in all of Western sport: bareback riders switching between horses at full gallop, with no saddle and no stirrups.
The week includes a parade down Main Street, a carnival, concerts, dances, and the nightly rodeo performances. Book accommodations well in advance — the town fills up. If you can only do one night, make it the Indian Relay Races. Buy tickets through the WYO Rodeo website before you arrive.
The Mint Bar — the unofficial headquarters of WYO Rodeo week. Expect a crowd, live music, and no room at the bar unless you arrive early.
Downtown · Sleeps 8 · Historic
The New York Store SuiteA 9,000 sq ft penthouse in the 1907 New York Store Building — on Main Street, directly above the parade route. Four bedrooms, soaring ceilings, and a front-row seat to everything WYO Rodeo week.
Check Availability →
Downtown · Sleeps 8 · Loft
The Pressroom AtelierA 110-year-old brick loft half a block from the Mint Bar. Two king suites, a bunk room, rooftop terrace with Big Horn views, and a BlueStar kitchen. The kind of place people extend their stay.
Check Availability →A Main Street That Actually Delivers
Sheridan's Main Street has resisted the hollowing out that took most small Western towns. King's Saddlery has been making custom saddles and ropes since 1946 and ships to working ranches around the world. The WYO Theater — a 1923 vaudeville house — still hosts concerts and films. The Mint Bar still has the original back bar. The whole street is walkable and genuinely worth an afternoon.
Opened in 1907. Ran a speakeasy during Prohibition. The original back bar unchanged since the 1940s. Thousands of cattle brands burned into the wall panels — bring a flashlight if you want to find your county. The Mint is where WYO Rodeo week ends up, where polo players drink on Sunday evenings, and where Sheridan explains itself to anyone willing to sit still long enough to listen. Don't look for it on a best-bars list. Just go.
Don King started making saddles here in 1946. The museum in the back is free and substantial — an honest collection of Western gear, ropes, Native American artifacts, and a saddle collection that would take an hour to walk through properly. The shop still sells working gear to working cowboys. Worth your time regardless of whether you ride. The ropes on the wall aren't decoration. They're inventory.
The Flemish Revival mansion of John B. Kendrick — cattle rancher, governor, U.S. Senator — sitting on a hill above town exactly as it was in 1913. The house is meticulously preserved and the tour is genuinely interesting, especially if you want to understand how cattle wealth shaped this county.
Le Reve or Frackelton's — both on Main Street, both excellent for a proper dinner.
Near Main St · 1 Bedroom · Couples
The Troubadour SuiteA bright, well-appointed one-bedroom just steps from downtown — hardwood floors, mid-century character, and easy walking access to everything on Main Street.
Check Availability →Sheridan's Creative Market
Born in a Barn is an annual outdoor market held in Sheridan in mid-September — featuring local makers, artisans, food vendors, and small businesses from across the region. It's the kind of event that reflects something real about this community: a place that values craft, keeps things local, and draws a crowd without trying too hard. If your dates line up, it's worth building your trip around.
Vendors typically include jewelry, leather goods, ceramics, clothing, Wyoming-made food products, and local art. The fall edition usually aligns with peak foliage season in the Big Horns — worth stacking with a mountain drive. Check their social media for exact dates each season.
Smith Alley Brewing on N. Main — local craft beers in a space as thoughtfully done as the market itself.
Near Downtown · 2 Bedrooms · Fire Pit
Cedar & Sage HouseA cozy cottage a mile from downtown with a wood fire pit, private fenced yard, and garage parking. The kind of place you come back to after a full day feeling genuinely at home.
Check Availability →The Bighorn River & High Country Streams
The Bighorn River, about ninety minutes south of Sheridan, is one of Wyoming's premier tailwater fisheries — cold, clear, and loaded with large brown and rainbow trout year-round. Closer to town, the Tongue River and its tributaries offer small-stream fishing in beautiful mountain terrain.
The section below Yellowtail Dam near Fort Smith, Montana is arguably the best dry-fly water in the region. Wade fishing and drift boats both work. Local outfitters in Sheridan can set you up with guides, gear rental, and licenses. Go in September if you can — the crowds thin and the fish are aggressive.
Wyoming's Rib & Chop House — a cold drink and a proper steak after a long day on the water.
The upper Tongue and its tributaries hold wild brook and brown trout in classic high-country habitat. Access is straightforward off Hwy 14 — pull-offs and short trails down to the water. A Wyoming fishing license is required; pick one up at a local hardware store or online through Wyoming Game & Fish.
Black Tooth Brewing — the patio is a fine place to watch the afternoon light go flat on a fishing day well spent.
Quiet Neighborhood · Fenced Yard · Pets
The Stardust BungalowA renovated two-bedroom with a fully fenced yard, fast fiber internet, and two private outdoor spaces. Good base for families and anyone traveling with dogs.
Check Availability →The Big Horns in Snow
Sheridan in winter is genuinely underrated. The Big Horns receive substantial snow — Antelope Butte Mountain Resort, about an hour west, offers uncrowded skiing and snowboarding with no lift lines and reasonable prices. The valley floor stays relatively mild compared to much of Wyoming, and downtown remains active through the cold months. If you want a quiet Wyoming winter weekend with excellent mountain access, this is it.
A community-owned ski area that reopened in 2022 after years of closure — locals fought hard to bring it back and it shows. Terrain for beginners through advanced, a warming lodge, and the kind of unhurried atmosphere that's disappeared from most ski areas. Check their snow report before heading up; call days are common in the Big Horns.
The Mint Bar — the fireplace and a whiskey after a day on the mountain is exactly as good as it sounds.
Winter-Ready · Fire Pit · 2 Bedrooms
The Wayfarer BungalowHeated tile floors, an electric fireplace, a gas fire pit in the yard, and blackout shades on both bedrooms. Exactly what a winter weekend calls for.
Check Availability →All Late Checkout WY Properties
Hand-picked, personally hosted, no booking fees. Every dollar goes to the property and the experience.
Downtown Sheridan
The Pressroom Atelier
Sleeps 8 · 3 BR · Rooftop
Main Street · Historic
The New York Store Suite
Sleeps 8 · 4 BR · 9,000 sq ft
East of Sheridan · Ranch
The Magpie Cabin
Sleeps 4 · 2 BR · Mountain Views
Mountain Views · Groups
The Bondline Home
Sleeps 9 · 3 BR · 3,000 sq ft
Near Downtown · Cozy
The Wayfarer Bungalow
Sleeps 4 · 2 BR · Fire Pit
Near Downtown · Garden
Cedar & Sage House
Sleeps 4 · 2 BR · Fire Pit
Quiet Neighborhood · Pets
The Stardust Bungalow
Sleeps 4 · 2 BR · Fenced Yard
Near Main St · Couples
The Troubadour Suite
Sleeps 2 · 1 BR · Walkable