Plan your trip
Book hotels with free cancellation
Sign in to save 10% or more on thousands of hotels
Search almost a million properties worldwide
Check prices for these dates, December 15–16, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hike the historic mountain pass where Daniel Boone blazed the Wilderness Road at Cumberland Gap National Historical Park. Rangers at the visitor centre offer guided tours of Gap Cave and Hensley Settlement, where you'll discover pioneer life.
See all hotels in Cumberland Gap
If you’re having a hard time finding motels in Cumberland Gap, let us help you find motels or similar properties from more than 287 lodging options in the larger area. Just use our search tools to filter by price per night or cost-effective amenities such as free parking and free breakfast.
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. In the U.S., motels became more commonplace at the end of the 1940s with the appeal of road trip vacations, peaking in the 1960s with over 60,000 properties.
Here are some of our customers' top motels in the larger area. Cumberland Gap Inn: Enjoy access to the terrace, and freebies including WiFi and parking. Econo Lodge Middlesboro: A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Central Cumberland Gap is 2.3 mi (3.6 km) away. Dixie Plaza hotel: Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning. Located 10.8 mi (17.4 km) from the heart of Cumberland Gap. Boone Trail Inn: Central Cumberland Gap is 3 mi (4.8 km) away. A seasonal outdoor pool, free WiFi, and free parking are available during your stay. Tazewell Motor Lodge: 10.4 mi (16.7 km) from the heart of Cumberland Gap. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.
Some outdoorsy places nearby include The Pinnacle, Kentucky Ridge State Forest, and C.W. Gose Municipal Park. While you're checking out the area, consider visiting Cumberland Gap National Historical Park, Lincoln Memorial University, and Middlesboro Mall.
Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Cumberland Gap to help you plan yours. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Cumberland Gap is 62 inches.