Green Textured Cycling Background

Monkey Town Loop

Nearby Towns & Parks

Dayton, Cumberland Trail State Park

Length

43.00 Miles

Elevation Range

3000

Terrain

Road Cycling

Features

Residential, Small Town, Woods

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About This Route

The Monkey Town Loop starts and ends in historic Dayton, Tenn., home of the highly publicized Scopes Trail, aka "Monkey Trial," of July 1925. This route is a monumental challenge, featuring two notable climbs: Brayton Mountain and Evensville Mountain. While both are challenging, Evensville takes the nod as the harder climb due to a steeper average grade leading up Walden Ridge. Enjoy this challenge, with its scenery and history, and a fabulous ending at Monkey Town Brewery.

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Street view of a small town main street with brick storefronts, parked cars, trees, and a clear blue sky.
Aluminum pan of baked goods on table with a chalkboard price, and small cups of dessert with scooped ice cream in foreground.

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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.

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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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