Trip SevensSignup
Launches Saturday, May 31st and concludes Sunday, June 8th. Seven days of riding at an estimated $1,973 per bike ($1,465 if sharing a room). Deadline 4/30/2025. Regions include Ohio, West Virginia, Virginia, North Carolina, Tennessee, Kentucky and Indiana. There are seven bikes for rent within 100 miles of our start point. Read the testimonials!
Skill Meter: 5/5
Technical, highly challenging roads throughout.
Seven riders will conquer seven states in seven days! We'll gather in Maysville, Kentucky where the eastward curves multiply exponentially. Ohio's famous "Triple Nickel" (SR-555) introduces the first of many grand scale twisties. West Virginia then stair-steps to the Virginia border before pointing our compass directly at North Carolina.
Lesser known mountain roads offer a vast array in switchbacks and casual sweepers, the always majestic views readying our senses for more challenging alternates the next morning.
Not interested in riding Tail of the Dragon or the Cherohala? Relax and visit the Wheels Through Time museum. TN-61 then guides us toward Cumberland Gap, followed by some of Kentucky's most beautiful backroads. This path continues due north along hilltops, rivers and valleys only to ricochet west into Big Oaks National Wildlife Refuge. Our trip finds its tail in Madison, Indiana where reflection awaits with memories in tow.
Schedule and Accommodations
Group riding times are discussed/announced the night before. All lodging is included. Some lodging includes breakfast. Customers are responsible for gas, food and excursion fees unless otherwise stated below. Each coordinator will have a limited array of roadside tools. Bring any obscure utilities specific to your motorcycle.
Saturday
Let's gather and get acquainted! Opened in 2005, Maysville, Kentucky's French Quarter Inn offers every modern amenity. Its waterfront location boasts riverside views, oversized Jacuzzi tubs and a unique decor. We'll gather at 5pm in the lobby, vote on where to eat and discuss all things tour. Tippedores on-site casual breakfast has plenty of seating, serving a traditional menu.
Includes: Lodging (Pool, Hot Tub, Fitness, Laundry, Wifi)
Sunday
We'll begin with a warmup cruise along the Ohio River. Each road change from there introduces more intricate demands as we pass through Pike Lake State Park and eventually Chillicothe on our way to the Triple Nickel. Part of Ohio's "Windy 9", these 65 technically challenging miles reach southeast for Parkersburg where we'll rest for the night with 250 miles logged.
Includes: Breakfast + Lodging (Fitness, Wifi)
Monday
We're heading southeast, making our way along SR-47 into Burnt House. The curves remain constant as we pass through Troy, Rock Cave and Holly River State Park. In Hacker Valley, we'll break for lunch at Holly River Grocery and enjoy the rest of the day meandering toward the Virginia border, knocking another 250 miles off the docket.
Includes: Breakfast + Lodging (Wifi)
Tuesday
This segment is 275 miles of Virginia hills and mountains. Exiting George Washington/Jefferson National Forest, we leave Warm Springs in immediately twisty fashion. In Meadows of Dan, we cruise the Blue Ridge Parkway for a few miles before exiting in favor of its extended, highly technical alternates. Postcard-worthy views come complete with opportune photo stops.
Includes: Lodging (Food Nearby)
Wednesday
Well paved gems hide along the ridgeline. State roads act as a warmup. Brief jaunts lead to "Gaps" and "Trails" that scramble southwest, always skirting parkway sanity. Reverse turns dive into the endless curves of US-221 before hectic switchbacks conjoin its outliers. After that it's more of the same, barrel rolling into Maggie Valley on a 275 mile smirk.
Includes: Lodging (Pool, Hot Tub, Wifi)
Thursday
We have a lot of route options to choose from. Each might join the Cherohala Skyway, Tail of the Dragon (129) or Foothills Parkway. After that, you still have the gorgeous landscapes of Tennessee and Kentucky's twistiest roads to contend with. Be careful not to get caught up in the tasty eats over at Elvira's Cafe or you'll need a nap before SR-66!
Includes: Breakfast + Lodging (Wifi)
Friday
At 275 miles total, this is again a big day. Launching east before stair-stepping north, we'll break for lunch in either Hazard or Quicksand. Climbing the bluegrass state, our route takes us aimlessly through hilly, rural back country. One more rest stop in Lenox connects our day to its end in Morehead, Kentucky. Don Señor Mexican Bar & Grill will be good for anything that ails us.
Includes: Breakfast + Lodging (Pool, Fitness, Wifi)
Saturday
We'll head northwest from Morehead through Pleasant Valley and Williamstown, Kentucky. Lunch will be served either there or across the Ohio River in Rising Sun, Indiana. With a thick final handful of curves, our journey ends gracefully in Madison after a 240 mile day and 1,700+ miles of twisty fun!
Includes: Breakfast + Lodging (Pool, Fitness, Wifi)
Sunday
Make your way home! Seriously. It's likely we've all had a wonderful time riding incredible roads while bonding with new friends ... but all good things have their end. We're grateful for your business and look forward to riding with you again in the future, schedules permitting. We kindly ask that you contact us and let us know that you've made it home safe!
