Cycling The Real Wyoming

This 6-day Wyoming ride explores the state beyond its famous parks, crossing open ranchlands, small towns, and wide western valleys. Quiet roads and big skies shape the experience from start to finish.

6 days ✧ Guided ✧ 38 to 74 mi per day ✧ Boutique inns ✧ Support van
Start/finish: Jackson ✧ Season: May to September ✧ From: $3995

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Big Skies and Quiet Roads in Western Wyoming

Western Wyoming is often known for its famous national parks, but the landscapes beyond them reveal a quieter and equally compelling side of the state. Traveling by bicycle through small towns, open valleys, and wide western landscapes offers a deeper look at the rhythms of life in the American West.

High in the pine forests atop Togwotee Pass, Hatchet Resort sits quietly along one of Wyoming's historic mountain crossings. Built in the 1950s on a ranch dating back to the late nineteenth century, the lodge rests among tall spruce and lodgepole pine where cool mountain air and quiet forest surroundings set the tone for the journey ahead.

Red cliffs along Wyoming roads road passing by red cliffs on bluff From the pass, the landscape gradually opens toward the wide valleys surrounding Dubois. Forest gives way to sagebrush hills and open rangeland as the horizon stretches beneath enormous western skies. Dubois itself reflects generations of frontier life, where wooden storefronts and historic hotels recall a time when travelers crossed this country by horseback and wagon.

Much of the riding passes through classic Wyoming ranch country. Wide valleys stretch beneath expansive skies while multicolored buttes rise from the landscape, their layered bands of red, yellow, and gray revealing millions of years of geological history. Long quiet roads cross this open country where traffic is rare and the horizon seems to stretch forever.

Small towns provide welcome pauses along the way. Lander brings a lively western main street shaped by generations of ranching and outdoor life, while the surrounding hills still hold traces of historic mining communities tucked into the mountains beyond town.

Cycling through fall foliage's colors cyclist passing golden aspens Another well-known landmark appears in the tiny community of Farson. The Farson Mercantile has welcomed travelers for generations and is famous among cyclists for something simple but unforgettable: enormous homemade ice cream cones that feel especially satisfying after a long ride beneath the Wyoming sun.

The journey eventually reaches Pinedale, a small mountain town where the pace of life reflects the surrounding landscape. From here the Wind River Range occasionally appears along the horizon to the right, its peaks rising in the distance beyond rolling foothills and open rangeland.

Cycling through these towns and landscapes reveals a side of Wyoming that many travelers miss. Away from crowded park entrances and busy highways, the state unfolds slowly, one quiet mile of road at a time.

Your Journey, Day by Day

Day 1: Togwotee Tranquility

  • Arrive at Jackson Hole Airport.
  • Shuttle to Historic Hatchet Resort.
  • Relax and explore the surroundings.

Your Wyoming adventure begins at Jackson Hole Airport, the gateway to the Grand Tetons! We'll shuttle to our comfortable lodge nestled amidst the towering pines of the Bridger Teton National Forest near Togwotee Pass. Settle in, breathe in the crisp mountain air, and explore the tranquil surroundings before we gather for our orientation and a delicious welcome dinner, setting the stage for the incredible journey ahead.

Relax: Free time to relax until dinner
Eat: Dinner
Sleep: Hatchet Lodge

Day 2: Togwotee Pass & Dubois Discovery

  • Ascend to Togwotee Pass.
  • Cycle to Brooks Lake.
  • Explore cowboy town of Dubois.

After a hearty Wyoming breakfast, we'll begin our ride with a gradual climb through fragrant pine and fir forests towards Togwotee Pass, the highest point of our tour. From the pass, it's a thrilling descent to the tranquil beauty of Brooks Lake, a perfect spot for a picnic lunch. We'll continue on to Dubois, a charming town known for its Western heritage, vibrant art galleries, and the fascinating National Bighorn Sheep Center. Explore the town, soak in the atmosphere, and enjoy a well-deserved dinner.

Ride: 38 mi, Land: short climb, then downhill
Eat: Breakfast, Lunch, Dinner
Sleep: Twin Pines Lodge

Day 3: Wind River & Lander's Charm

  • Cycle along the Wind River.
  • Explore small ranching towns.
  • Discover Lander.

Today's ride offers a change of scenery as we bid farewell to the dense forests and pedal through rolling hills and open prairies alongside the scenic Wind River. We'll pass through small ranching communities, offering a glimpse into authentic rural Wyoming life. Our destination is Lander, a vibrant town known for its outdoor recreation opportunities, from rock climbing to fly fishing. Explore the town's shops, restaurants, and perhaps visit the nearby Sinks Canyon State Park.

Ride: 74 mi, Land: small hills, mostly downhill
Eat: Breakfast, Lunch, Dinner
Sleep: Pronghorn Lodge

Day 4: Atlantic City's History & Farson's Treats

  • Explore Atlantic City & South Pass City.
  • Downhill ride to Farson.
  • Refuel at Farson Mercantile.

We'll shuttle to the historic ghost town of Atlantic City, a fascinating remnant of Wyoming's gold rush era. From there, we'll explore the well-preserved South Pass City, offering a vivid glimpse into the state's past. Get ready for an exhilarating downhill ride to Farson, a small community famous for the iconic Farson Mercantile, where we'll refuel with their legendary ice cream and other treats before shuttling to Pinedale.

Ride: 43 mi, Land: small hills, then long downhill
Eat: Breakfast, Lunch, Dinner
Sleep: Chambers House

Day 5: Pinedale's Views & Hoback's Junction

  • Views of Fremont Lake & Green River Valley.
  • Shuttle to Jackson.
  • Farewell dinner.

Our final day of cycling takes us from Pinedale, a charming town surrounded by the Wind River Mountains, through stunning landscapes. We'll pedal past pristine lakes, including the picturesque Fremont Lake, and traverse the beautiful Green River Valley, with its rolling hills and peaceful ranching communities. Our ride culminates at Hoback Junction, where the Hoback and Snake Rivers converge, offering a dramatic backdrop to our final night. We'll shuttle to the vibrant town of Jackson, a gateway to Grand Teton National Park, for a memorable farewell dinner, celebrating our incredible Wyoming cycling adventure.

Ride: 47 mi, Land: small hills
Eat: Breakfast, Lunch, Dinner
Sleep: Antler Inn

Day 6: Jackson Farewell

  • Depart from Jackson Hole Airport.

After a final breakfast together, we'll provide shuttles to Jackson Hole Airport for your departures, filled with memories of stunning landscapes and unforgettable experiences.

Travel: Shuttle to airport
Eat: Breakfast

Back to the story         Always start with the itinerary

Does this sound like your cup of tea?

Ready to book your spot on the Cycling The Real Wyoming? Check out the available dates & prices, then sign up! Or request a private date for you & your friends, family.

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The cool inns where you will sleep!


  • photo of Hatchet Resort

    Hatchet Resort

    Nestled at the gateway to Grand Teton and Yellowstone, this historic 1954 resort offers rustic log cabins, modern comforts, and panoramic mountain views—a perfect base for your national park adventures.

  • photo of Twin Pines Lodge and Cabins

    Twin Pines Lodge and Cabins

    Experience authentic Wyoming charm in handcrafted log cabins, unwind by the stone fireplace, and explore the scenic beauty of Dubois—a cozy retreat from the everyday hustle.

  • photo of Inn at Lander

    Inn at Lander

    Discover a welcoming base camp offering comfortable rooms, an on-site restaurant, and proximity to outdoor adventures—a perfect blend of comfort and convenience in the heart of Wyoming.

  • photo of Chambers House Bed & Breakfast

    Chambers House Bed & Breakfast

    Stay in a lovingly restored 1904 schoolhouse featuring cozy rooms, hearty breakfasts, and a rich history—an inviting haven for travelers seeking a unique and local experience.

  • photo of Antler Inn

    Antler Inn

    Located just a block from Jackson's vibrant Town Square, this inn offers comfortable rooms, a fitness center, and easy access to shops, restaurants, and nightlife—a perfect spot to enjoy the local flavor.

Note: Hotels shown are our preferred choices but may not be available for all dates. Alternates will be of similar style and quality.

Ready to Join Cycling The Real Wyoming


Book a scheduled departure or request your own dates.

13 - 18 Sep 2026 $3995 6 days Book Now available
20 - 25 Sep 2026 $3995 6 days Book Now available
single occupancy from +$750deposit $600prices per person in US Dollars
Plan a private departure for you, your friends or family!       Request Your Dates
12 - 17 Sep 2027 $3995 6 days Book Now available
19 - 24 Sep 2027 $3995 6 days Book Now available
single occupancy from +$750deposit $600prices per person in US Dollars
Plan a private departure for you, your friends or family!       Request Your Dates
10 - 15 Sep 2028 $4595 6 days Book Now available
17 - 22 Sep 2028 $4595 6 days Book Now available
single occupancy from +$750deposit $600prices per person in US Dollars
Plan a private departure for you, your friends or family!       Request Your Dates

All the little details!

Getting to the Fun!

The Cycling Wyoming Bike Tour meets and ends at Jackson Hole Airport. Guides will meet arriving flights, between 9:00 and 13:00

Guests should plan their flights to arrive in Jackson Wyoming before 13:00 (1 pm) on Day 1 of the tour and their departing flights after 11:00 on Day 6.

Jackson Hole Airport code: JAC     Local Time: GMT-7

  Travel Tip:   Parking is available at Jackson Hole Airport for folks planning to drive to the tour ($25 per day).

Whatcha gonna getExceptional Stays & Comfort
  • Historic hotels & remote lodges for an authentic stay
Delicious Local Flavors
  • Delicious dinners featuring regional favorites
  • Nutritious breakfasts & roadside picnics
Adventure & Exploration
  • Top-quality bicycles available for your journey
  • Guided by local experts who know the hidden gems
  • Detailed maps & route instructions for worry-free navigation
Hassle-Free Support
  • Support vehicle for luggage transport & convenient lifts
  • Relax with included airport transfers
Your papers, please

U.S. citizens do not need a passport for our U.S. tours, but you will need a REAL ID-compliant driver's license or another TSA-accepted form of identification for domestic flights.

Non-U.S. citizens need a valid passport to enter the United States. Depending on nationality, foreign travelers will need either an approved ESTA under the Visa Waiver Program or a visitor visa. ESTA applications should be made only through the official U.S. government site: https://esta.cbp.dhs.gov/. For visa questions, contact your nearest U.S. Embassy or Consulate.

What is the food like on the Wyoming cycling tour?

Wyoming is more about big landscapes than culinary fireworks, but meals are hearty, satisfying, and well suited to riding country. Expect classic American fare, with trout dishes, barbecue, steaks, burgers, and local beef often taking center stage.

The food fits the place: mountain-town restaurants, lodge dining rooms, and relaxed western hospitality after a day on the road.

How much climbing is involved on the Wyoming ride?

The route crosses mountain ranges near Togwotee Pass and South Pass, but we shuttle a good portion of those bigger climbs. Riders tackle selected sections near the top rather than grinding every mile from the valley floor.

Much of the remaining riding follows river valleys and open country, with smaller inclines rather than long sustained mountain ascents.

How strong are the winds in Wyoming?

Wyoming winds can certainly make themselves known, but they are not an everyday certainty. Wind direction depends on local weather conditions, so it might be a headwind, tailwind, or sidewind on any given day.

As with most western riding, a flexible attitude helps. Some days the wind is part of the challenge; other days it is barely noticed.

How remote are the riding areas in Wyoming?

The riding feels remote because towns, services, and businesses are widely spaced along the route. Between overnight stops, much of the day is spent in open country rather than passing through one town after another.

That said, the route is not wilderness survival. We usually have decent cell coverage along much of the way, and our overnight towns have the expected comforts after a day on the bike.

What wildlife might we see while cycling in Wyoming?

Wildlife along the riding route is usually limited to smaller grazing animals such as pronghorn and deer. Larger animals such as bison and bears are more commonly found in national parks and forested areas rather than the open roads we ride.

The pleasure here is often the broader western landscape: big skies, open valleys, distant mountains, and the occasional flash of wildlife moving through the sagebrush.

What are the cycling roads like in Wyoming?

The roads are paved highways, some with shoulders, and traffic is generally light once we are past Dubois on the first cycling day. Dubois sees some additional traffic from travelers heading toward Yellowstone, but only a fraction of what passes through the parks themselves.

For much of the tour, the roads feel spacious and open, which is one of the great pleasures of cycling in Wyoming.

What is the weather typically like in Wyoming?

Fall in Wyoming is often cool, clear, and excellent for riding. Mornings can be chilly enough for tights and arm warmers, but many days warm up enough for short sleeves by lunchtime.

As with any mountain-west destination, weather can change, so riders should come prepared with layers rather than relying on one perfect forecast.

Why ride Wyoming?

Wyoming offers a different kind of western cycling experience: wide-open valleys, quiet highways, big skies, small towns, and mountain views without the crowds that gather around better-known resort areas.

The riding is less about conquering famous passes and more about moving through a landscape that still feels spacious and untamed. With lighter traffic, fewer resort-town distractions, and roads that roll through ranch country, river valleys, and high desert, Wyoming gives cyclists a quieter, more elemental version of the American West.

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