Where to Stay in Middlesboro
Hotels, motels, and cabins near Cumberland Gap National Historical Park.
Middlesboro sits at the crossroads of Kentucky, Tennessee, and Virginia, making it a convenient base for exploring Cumberland Gap, Fern Lake, and the Cumberland River. Visitors can choose from familiar chain hotels along US-25E, budget-friendly motels, and cozy mountain cabins in the surrounding hills.
Book early for fall foliage season and summer weekends, when rooms near the national park fill quickly.
Search Hotels on ExpediaDowntown Middlesboro
Walk to Cumberland Avenue shops, restaurants, and the historic district.
Find staysNear Cumberland Gap Park
Minutes from the Pinnacle Overlook, Gap Cave, and the Wilderness Road trails.
Find staysCumberland Gap, TN
Charming small-town inns just through the tunnel, steps from the trailheads.
Find staysHarrogate & Pineville
Nearby options for Lincoln Memorial University visits and Pine Mountain State Resort Park.
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