Book Hotels in Ashland, Kentucky

As an avid explorer, you find inspiration as you relive historic discoveries. Follow the path of early American settlers to Ashland, to begin your exploration of the “Old Kentucky Home.” Ashland is small, yes, but that makes it an ideal place to soak up the history and take in every detail of this former frontier. Spend your days wandering through the rolling landscape, visit historic town landmarks still in use today, and take your toes to the edge of the Ohio River. With one of our Ashland hotels waiting at the end of the day, you’ll have Southern hospitality waiting after you taste, touch, and wander through the region that inspired some of the earliest pioneers.

Visiting Ashland

When the first family of Ashland, the Poages, left the Shenandoah Valley, Ashland was open space curving along the riverbank. With the same unquenchable curiosity, you’ll catch a glimpse of that early landscape in the oak trees bowing in the town’s Central Park. Stroll along ponds and let birdsong guide you along the city’s quiet craftsman homes. You’ll find many of the top hotels in Ashland, KY lined up between the park and the waterfront—ah, convenience and beauty.

To give your feet a rest, pick up one of our Ashland rental cars and cruise down Winchester Avenue. Stop to peruse the exhibitions at the Highlands Museum & Discovery Center, which relies on local curators and researchers to build and maintain collections that tell Ashland’s stories as they unfold. At each exhibition, you’ll join the community as they build a bridge between historic tales and future possibilities. When evening comes, spend a night on the town, starting with a comedy showcase at the Paramount Arts Center and a drive into Louisville for dinner and live jazz. If the alto sax is your lullaby of choice, make sure you book one of our Louisville hotels.

You’ve heard Shenandoah calling and you mind the Cumberland Gap like the tracks of the London Underground. It’s time to book hotels near Ashland, KY with Travelocity, and travel with the Westward Expansion.