This vibrant city is set against the Tennessee River where the Cumberland Plateau meets the Appalachian Mountains. This geologically diverse region has over 12,000 years of human history and heritage, from Native Americans to the Civil War and modern day.
With its thriving downtown area, surrounding countryside, and a huge network of nearby trails, Chattanooga is a great place for all types of cyclists! Come ride with us and see why Chattanooga is one of the country’s fastest growing cycling destinations!
Red Clay State Park
Cocktails at the Chattanooga Choo Choo
Historic downtown Chattanooga
The Dwell Hotel
Day 1: Meet the group and get ready to ride! Today you’ll get to know Chattanooga on a tour of the city. We’ll see the historic incline, the Riverwalk and iconic Lookout Mountain. On the way back to the Dwell Hotel, we’ll check out the Coker Museum, a cool spot that houses Corky Coker’s personal car collection of over 100 vintage cars, motorcycles, trucks, buses, and even 3 airplanes hanging overhead. Get cleaned up at the Dwell, then we’ll head over to the Chattanooga Choo-Choo for cocktails before dinner!
Day 2: This morning we’ll start with a shuttle to Red Clay State Park, where we’ll ride the Red Clay Loop. A favorite with the locals, the Red Clay Loop features some of the best roads in the region, and it offers a glimpse into the region’s past with a stop at Red Clay State Park. The state park visitors center does an excellent job of interpreting the historic significance of the area, which was the last capital of the Cherokee nation before they were forced to head west on the Trail of Tears.
Day 3: Today we’ll cycle the long, narrow Sequatchie Valley. The Sequatchie Valley is a narrow divide between Tennessee’s South Cumberland and Walden’s Ridge. We have a stunning ride planned between the two ridges, where the valley is only 2-3 miles wide. This route is famous in the Chattanooga biking scene for the scenic views and relatively easy grade. Drop into the beautiful valley and get a stunning perspective on this unique geologic feature in Southeast Tennessee.
Day 4: On our last morning, we’ll start our day at Cloudland Canyon State Park. We’ll take a short hike to a waterfall, then take our final ride to Chickamauga Battlefield. In 1863 the Union Army moved south to this battlefield from middle Tennessee to capture the city of Chattanooga, the gateway to the Confederacy.
Pre- and post-tour transportation provided: More information about provided pre- and post-trip transportation and parking options will be provided after booking
“Wonderful trip. Our guides… made it awesome. They were both super reliable and helpful. The bikes were well attended to as well. Great accommodations and service throughout the trip. Thanks.”
~Diane P., CO
3 Breakfasts | 4 Lunches | 2 Dinners
The price on the tour page in the 2023 catalog is incorrect.
PP Double Occupancy
*This is required if you are traveling solo or if you are traveling with someone but require separate beds.