Hocking Hills Weekend Itinerary: Caves, Trails & Breweries Near Our Cabins

    Hocking Hills · Creola OH · Itinerary

    Hocking Hills Weekend Itinerary: Caves, Trails & Breweries Near Our Cabins

    By Oak & Oar Retreats · August 26, 2026

    Our three cabins — Hill Yea!, Whittle Escape, and the Creola collection — sit minutes from the best of Hocking Hills. Here is the weekend itinerary we share with every guest. (Interactive map with drive times from each cabin: Hill Yea! Adventure Guide.)

    Day 1 — The Greatest Hits

    • Ash Cave (3 miles / 5 minutes from the cabins) — the largest recess cave in Ohio, with an easy accessible trail and a seasonal waterfall.
    • Cedar Falls — the park's biggest waterfall by volume; a moderate half-mile hike.
    • Old Man's Cave — the classic. Upper and Lower Falls, Devil's Bathtub, and the gorge trail.
    • Dinner at Millstone BBQ or Jack's Steakhouse in Logan.

    Day 2 — Adventure & Libations

    • Morning: Conkle's Hollow Rim Trail for the best views in the park (sheer cliffs — keep kids close), or saddle up at Spotted Horse Ranch or Hocking Valley Trail Rides.
    • On the water: kayak or pontoon rentals on Lake Logan or Lake Hope — guest favorites all summer.
    • Afternoon in Logan: Brewery 33, Hocking Hills Moonshine tastings, 58 West, and Hocking Hills Winery.
    • Coffee stops: Spotted Owl Coffee or The Old Dutch Restaurant for a classic breakfast.

    After Dark

    The John Glenn Astronomy Park (about 15 minutes away) offers some of the darkest skies in Ohio — telescope programs run most clear weekends. Then back to the cabin for the hot tub, sauna, or fire pit under the stars.

    Where to Stay

    Hill Yea! sleeps 6 with a hot tub, outdoor fireplace, fire pit swing with projector screen, fenced dog run, and Level 2 EV charging. Whittle Escape adds a private sauna, hot tub, and fire table for two-plus-a-loft coziness. Book direct and save 15% on your next stay.