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Leipers Fork Challenge

Nearby Towns & Parks

Leiper's Fork, Natchez Trace Parkway, Thompson's Station, Franklin

Length

44.00 Miles

Elevation Range

3000

Terrain

Road Cycling

Features

Small Town, Farmland, Woods

Learn on ridewithgps.com

About This Route

This route has it all - beautiful wide-open ranchland and tree-lined ridge roads, challenging climbs and fast descents, smooth pavement and bumpy chipseal. It also includes 13 miles of the Natchez Trace Parkway. The variety on this ride is fantastic, but be advised that quite a few of the climbs are super steep, with grades reaching close to 20%. Despite these challenges, we highly recommend this route, as it showcases everything that Middle Tennessee has to offer in one beautiful ride. Starting at Historic Leipers Fork is an added bonus - this tiny community is centered around the immensely popular Fox & Locke restaurant and music venue. Leipers Fork also has a couple of art galleries, a spa, and a wine-tasting room featuring local wines.

Know More
Two cyclists ride on a curving roadway beside a stone bridge, surrounded by trees and greenery.
Two cyclists ride a bridge over a green, grassy embankment with dense trees in the background.
A person rides a bicycle on a curved road in a rural area with fields and trees in the background.
Two cyclists ride on a rural road, wearing helmets and sunglasses, chatting as they pedal past a fence and open field.
Two cyclists ride on a curved rural road bordered by wooden fences and dense trees in a sunny outdoor scene.
Two cyclists ride past a storefront under a leafy archway; outdoor seating, stone sculpture, and dappling sunlight enrich the scene.

Ride With GPS

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The Real Seal

In a world where millions of AI-generated photos are created every day, travelers can’t always tell what’s real anymore. But we’ve made a commitment to never use AI-generated pictures to represent our destinations. Every place we show is real. And to prove it, we created a certified mark for our photography that verifies its authenticity.

Every original photo submitted is analyzed to confirm it’s real, not AI-generated. Once verified, each picture receives content credentials and secure metadata showing who captured it, when it was taken and what camera was used.

Some basic retouching can still be part of a certified photo, but only when it helps to better reflect what was already there.

The Tennessee Real Seal sets a new standard for travel content that people can trust. So even when the landscape looks too beautiful to be true, you know it didn’t come from a prompt. It’s a real place in Tennessee, waiting for you to explore.

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