--- title: "Wyoming Road Trip Itinerary — Sheridan as Your Home Base | Wyo Stays" description: "A 5-day Wyoming road trip itinerary using Sheridan as your base — Bighorn Mountains, Cody, Yellowstone, and Devil's Tower. Written by locals. wyostays.com" lang: en json-ld: | [ { "@context": "https://schema.org", "@graph": [ { "@type": [ "LocalBusiness", "LodgingBusiness", "RealEstateAgent" ], "@id": "https://wyostays.com/#organization", "name": "Wyo Stays", "legalName": "Wyo Stays LLC", "url": "https://wyostays.com", "logo": { "@type": "ImageObject", "@id": "https://wyostays.com/#logo", "url": "https://wyostays.com/images/wyo-stays-logo.png", "caption": "Wyo Stays — Licensed Wyoming Vacation Rental Brokerage" }, "image": { "@id": "https://wyostays.com/#logo" }, "description": "Wyo Stays is a licensed Sheridan County brokerage built for vacation rentals, headquartered at 151 W Brundage St in Sheridan, Wyoming. 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Main Street, King's Saddlery, Black Tooth Brewing." }, { "@type": "ListItem", "position": 2, "name": "Day 2 — Bighorn Mountains", "description": "Bighorn Scenic Byway, Tongue River Canyon, Sibley Lake." }, { "@type": "ListItem", "position": 3, "name": "Day 3 — Cody & Yellowstone", "description": "Drive to Cody. Buffalo Bill Center of the West. Enter Yellowstone via east entrance." }, { "@type": "ListItem", "position": 4, "name": "Day 4 — Devil's Tower", "description": "Drive east on I-90 to Devil's Tower National Monument. Tower Trail loop. Lunch in Sundance." }, { "@type": "ListItem", "position": 5, "name": "Day 5 — Return via Powder River Basin", "description": "Drive through the Powder River Basin. Stop in Buffalo for lunch. Return to Sheridan." } ] } }, { "@type": "FAQPage", "mainEntity": [ { "@type": "Question", "name": "Is Sheridan a good base for a Wyoming road trip?", "acceptedAnswer": { "@type": "Answer", "text": "Sheridan is an ideal base. It sits at the intersection of I-90 and US-14, giving you direct access to the Bighorn Mountains, Devil's Tower (2 hours east), Cody and Yellowstone (3.5 hours west), and the entire northern Wyoming corridor. Most guests use Sheridan as a home base for 3–5 nights and do day trips." } }, { "@type": "Question", "name": "How many days do you need for a Wyoming road trip?", "acceptedAnswer": { "@type": "Answer", "text": "Five days is the sweet spot for a Sheridan-based circuit: Day 1 in Sheridan, Day 2 in the Bighorns, Day 3 to Cody and the east entrance of Yellowstone, Day 4 to Devil's Tower, and Day 5 back through the Powder River Basin. Seven days lets you add two full days inside Yellowstone." } }, { "@type": "Question", "name": "Can you drive from Sheridan to Yellowstone in one day?", "acceptedAnswer": { "@type": "Answer", "text": "Yes. Sheridan to Yellowstone's east entrance via Cody is about 3.5 hours. You can leave Sheridan by 7am, enter the park by 10:30am, spend the full day, and return to Sheridan by evening — or overnight in Cody to split the drive." } }, { "@type": "Question", "name": "What is the best time for a Wyoming road trip?", "acceptedAnswer": { "@type": "Answer", "text": "June through September offers the best conditions. All mountain passes are open, Yellowstone is fully accessible, and Sheridan's event calendar is packed. July has the WYO Rodeo, August has polo, and September brings fall colors on the Bighorn Scenic Byway." } }, { "@type": "Question", "name": "Is Devil's Tower worth the drive from Sheridan?", "acceptedAnswer": { "@type": "Answer", "text": "Absolutely. Devil's Tower is 2 hours east of Sheridan via I-90 — an easy half-day trip. The 1.3-mile Tower Trail loop around the base takes about an hour. Combined with lunch in Sundance, it makes a perfect day trip from your Sheridan vacation rental." } } ] }, { "@type": "BreadcrumbList", "itemListElement": [ { "@type": "ListItem", "position": 1, "name": "Home", "item": "https://wyostays.com" }, { "@type": "ListItem", "position": 2, "name": "Blog", "item": "https://wyostays.com/journal" }, { "@type": "ListItem", "position": 3, "name": "Wyoming Road Trip Itinerary" } ] } ] } ] --- [Book direct & save 16–20% — no Airbnb fees Learn more → ](/book-direct) [![Wyo Stays logo](/assets/logo-mark-i6yhcujF.png)Wyo Stays™ ](/) [Stays](/stays)[Venues](/venues) Explore [Weddings](/weddings)[Hunting](/hunting) Owners [Rentals](/rentals)[About](/about)[(307) 312-9656](tel:+13073129656)[Book Now](https://book.wyostays.com/wyostays/theme/wyostays?sid=ndg-a__hfxk762a19&num_guests=1) [Book Now](https://book.wyostays.com/wyostays/theme/wyostays?sid=ndg-a__hfxk762a19&num_guests=1) [Stays](/stays)[Venues](/venues)Explore[Weddings](/weddings)[Hunting](/hunting)Owners[Rentals](/rentals)[Partners](/partners)[About](/about)[Journal](/journal) [Tenant Portal](https://wyostays.managebuilding.com/Resident/portal/login)· [Owner Portal](/owner-portal) [(307) 312-9656](tel:+13073129656)[Book Direct — Save 16–20% →](https://book.wyostays.com/wyostays/theme/wyostays?sid=ndg-a__hfxk762a19&num_guests=1) ![Wyoming Road Trip Itinerary — Sheridan as Your Home Base](https://images.unsplash.com/photo-1469854523086-cc02fe5d8800?auto=format&fit=crop&w=1920&q=80) Road Trips Northern Wyoming Summer · Fall # Wyoming Road Trip Itinerary — Sheridan as Your Home Base Five days. One base camp. Bighorn Mountains, Cody, Yellowstone, and Devil's Tower — all from a single vacation rental in Sheridan. Dalton Goodyear · May 15, 2026 · 8 min read ## Why Sheridan Is the Perfect Road Trip Base Most Wyoming road trips make the mistake of constant hotel-hopping — packing and unpacking every night, losing half the morning to checkout logistics, and paying resort prices in three different towns. There's a better way: pick one base, and drive circles around it. Sheridan sits at the crossroads of I-90 and US-14, placing you within a day's drive of every major northern Wyoming destination. Devil's Tower is two hours east. Cody and Yellowstone's east entrance are 3.5 hours west. The Bighorn Mountains are 30 minutes south. And downtown Sheridan itself — with its historic Main Street, world-class dining, and genuine Western culture — is worth two days on its own. The math works: instead of booking four different hotels at four different price points, you book one [Wyo Stays vacation rental](https://book.wyostays.com) for five nights. You unpack once. You leave your hiking boots by the door. You come home to the same kitchen every night. And you save 30–40% on lodging costs compared to the hotel-hop approach. 5-Day Wyoming Road Trip from Sheridan — Daily Driving Distances Day Destination Drive Time Distance Highlights Day 1 Sheridan — — Main Street, King's Saddlery, Black Tooth Brewing Day 2 Bighorn Mountains 30–60 min 25–50 mi Scenic Byway, Tongue River Canyon, Sibley Lake Day 3 Cody → Yellowstone 3.5 hrs 180 mi Buffalo Bill Center, Yellowstone east entrance Day 4 Devil's Tower 2 hrs 130 mi Tower Trail loop, Sundance for lunch Day 5 Powder River Basin 2.5 hrs 140 mi Buffalo, Clear Creek Trail, return to Sheridan All drive times are approximate from downtown Sheridan. Roads are well-maintained and scenic. ## Day 1 — Arrive in Sheridan Check into your Wyo Stays property and resist the urge to drive anywhere. Sheridan's downtown is the point today. Walk Main Street from the WYO Theater to King's Saddlery — the most fascinating Western store in America, where Don King has been making saddles since 1946. Allow 90 minutes minimum. The museum in the back is free and extraordinary. Dinner at Frackelton's — Sheridan's best restaurant, housed in a beautifully restored historic building. If the seasonal menu includes anything with local beef or elk, order it. After dinner, walk to The Mint Bar for a Wyoming Whiskey and soak in a bar that's been operating since 1907. ## Day 2 — Bighorn Mountains This is the day that makes people extend their trip. Drive US-14 west through Dayton and up the Bighorn Scenic Byway. The road climbs from 4,000 to 9,000 feet in under an hour, passing through three climate zones and some of the most dramatic mountain scenery in the American West. Stop at Tongue River Canyon for a morning hike — the 7-mile out-and-back trail follows the river through limestone walls several hundred feet high. It's 20 minutes from downtown and feels like another planet. Pack lunch and eat at Sibley Lake, a glacial lake at 8,200 feet with views that make you forget you're in Wyoming, not Switzerland. > The Bighorn Scenic Byway is the most underrated mountain drive in America. Three climate zones in one hour. No traffic. No entrance fee. Just the road and the mountains. > > — Dalton Goodyear, Wyo Stays founder ## Day 3 — Cody & Yellowstone Leave early — 7am if possible. The drive to Cody takes about 2.5 hours via US-14 through the Bighorn Basin, and the landscape shifts from mountains to high desert to red-rock canyons. Cody itself is worth a stop: the Buffalo Bill Center of the West is five museums in one, and it's genuinely one of the best museum complexes in the West. From Cody, the east entrance to Yellowstone is another hour through the Wapiti Valley — a river canyon that Theodore Roosevelt called "the most scenic 50 miles in America." You'll enter Yellowstone at Fishing Bridge and have the afternoon for Yellowstone Lake, Hayden Valley, and the Grand Canyon of the Yellowstone. Yellowstone Day Trip vs. Overnight A day trip from Sheridan to Yellowstone is ambitious but doable. You'll see the east side of the park — Yellowstone Lake, Hayden Valley, and Canyon Village. To see Old Faithful and the west side, plan to overnight in Cody or West Yellowstone. Most Wyo Stays guests do the day trip and say it was enough. ## Day 4 — Devil's Tower Head east on I-90 — the opposite direction from the mountains, into the rolling grasslands of the Powder River Basin. Devil's Tower National Monument appears on the horizon 30 minutes before you reach it, rising 867 feet above the Belle Fourche River. The 1.3-mile Tower Trail circles the base and takes about an hour at a comfortable pace. The monument is sacred to multiple Indigenous nations — the Lakota call it Bear Lodge. Visit with respect. The ranger programs are excellent and explain both the geological and cultural significance. Lunch in Sundance (the town that gave the Sundance Kid his name), then drive back to Sheridan for your last evening. ## Day 5 — Powder River Basin & Home If you're leaving Sheridan today, take the scenic route south on I-90 to Buffalo — a small town at the base of the Bighorns with a beautiful Clear Creek walking trail through downtown. The Occidental Hotel, where Butch Cassidy once stayed, is worth a peek. From Buffalo, you can connect to I-25 south toward Casper, or loop back to Sheridan via US-16 through the southern Bighorns. What to Pack for a Wyoming Road Trip Item Why When Layers Mountain temps drop 30°F from base to summit Always Binoculars Wildlife viewing — elk, pronghorn, bison, eagles Always Sunscreen + hat High altitude + clear skies = fast burns May–Sep Bear spray Required for Yellowstone backcountry, smart everywhere May–Oct Cooler Pack lunch for mountain and park days Always National Parks pass $80 annual pass pays for itself in two parks Always > The best Wyoming road trip isn't about covering the most ground. It's about having a home base good enough that coming back to it every night feels like a reward, not a compromise. ## Where to Stay in Sheridan [Wyo Stays](https://wyostays.com) manages 40+ vacation rentals across Sheridan County — from downtown lofts walkable to every restaurant to mountain cabins near the Bighorn trailheads. For a road trip base, we recommend a downtown property: you'll want to walk to dinner after a long day of driving. [The Pearl](https://wyostays.com/the-pearl-of-sheridan-wyoming) and [The Onyx](https://wyostays.com/the-onyx-sheridan-wyoming) are both on Main Street with full kitchens, dedicated parking, and the kind of design that makes you want to come home at the end of the day. Book direct at [book.wyostays.com](https://book.wyostays.com) and save 16–20% versus Airbnb. ### Related Guides More planning resources for your Wyoming trip. [ #### Sheridan vs Jackson Hole An honest comparison of Wyoming's two best destinations. ](/blog/sheridan-wyoming-vs-jackson-hole)[ #### Tongue River Canyon Hiking Guide The complete trail guide for Sheridan's most popular hike. ](/blog/tongue-river-canyon-hiking-guide)[ #### Medicine Wheel Guide Visiting the sacred stone circle in the Bighorn Mountains. ](/blog/medicine-wheel-national-historic-landmark-wyoming) [Browse All Stays](https://book.wyostays.com) ### Plan Your Wyoming Road Trip 40+ vacation rentals across Sheridan County. One base camp for your entire Wyoming adventure. [Browse Stays](https://book.wyostays.com) Contents - [Why Sheridan Is the Perfect Road Trip Base](#why-sheridan) - [Day 1 — Arrive in Sheridan](#day-one) - [Day 2 — Bighorn Mountains](#day-two) - [Day 3 — Cody & Yellowstone](#day-three) - [Day 4 — Devil's Tower](#day-four) - [Day 5 — Powder River Basin & Home](#day-five) - [Where to Stay in Sheridan](#where-to-stay) Share [ Planning a trip? Browse 40+ properties across Sheridan County. Browse Stays ](https://book.wyostays.com) ## Frequently Asked Questions Is Sheridan a good base for a Wyoming road trip? Sheridan is an ideal base. It sits at the intersection of I-90 and US-14, giving you direct access to the Bighorn Mountains, Devil's Tower (2 hours east), Cody and Yellowstone (3.5 hours west), and the entire northern Wyoming corridor. Most guests use Sheridan as a home base for 3–5 nights and do day trips. How many days do you need for a Wyoming road trip? Five days is the sweet spot for a Sheridan-based circuit: Day 1 in Sheridan, Day 2 in the Bighorns, Day 3 to Cody and the east entrance of Yellowstone, Day 4 to Devil's Tower, and Day 5 back through the Powder River Basin. Seven days lets you add two full days inside Yellowstone. Can you drive from Sheridan to Yellowstone in one day? Yes. Sheridan to Yellowstone's east entrance via Cody is about 3.5 hours. You can leave Sheridan by 7am, enter the park by 10:30am, spend the full day, and return to Sheridan by evening — or overnight in Cody to split the drive. What is the best time for a Wyoming road trip? June through September offers the best conditions. All mountain passes are open, Yellowstone is fully accessible, and Sheridan's event calendar is packed. July has the WYO Rodeo, August has polo, and September brings fall colors on the Bighorn Scenic Byway. Is Devil's Tower worth the drive from Sheridan? Absolutely. Devil's Tower is 2 hours east of Sheridan via I-90 — an easy half-day trip. The 1.3-mile Tower Trail loop around the base takes about an hour. Combined with lunch in Sundance, it makes a perfect day trip from your Sheridan vacation rental. [Licensed Wyoming Brokerage ](/why-wyo-stays-sheridan-wyoming)[95+ Managed Properties ](https://book.wyostays.com/wyostays/theme/wyostays?sid=ndg-a__hfxk762a19&num_guests=1)[Book Direct — Save 16–20% ](/book-direct) 🏆 Airbnb Superhost 🏅 Airbnb Guest Favourite ★ VRBO Premier Partner ✓ Licensed WY Brokerage ✓ Fully Insured & Bonded 🏅 20 Under 40 Founder ![Wyo Stays logo](/assets/logo-mark-i6yhcujF.png) ### Wyo Stays Where Wyoming Stays. · Licensed Wyoming Real Estate Brokerage. 151 W Brundage St Sheridan, WY 82801 Don't take our word for it — [verify our license](https://online.wyrec.org/#/verifylicense) with the Wyoming Real Estate Commission. 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