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The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
The price is CA $188 per night
CA $188
CA $213 total
includes taxes & fees
Jun 29 - Jun 30
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions Cumberland Gap National Historical Park and The Pinnacle are located nearby.
Breakfast included
Parking included
Cumberland Gap Inn

Cumberland Gap Inn

2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
Get rates
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and The Pinnacle are located nearby.
Pet-friendly
Parking included
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $159 total
includes taxes & fees
Jun 29 - Jun 30
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Middlesboro Mall and Bell County Historical Society Museum are located nearby.
Breakfast included
Pet-friendly
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
Free cancellation
Reserve now, pay when you stay
The price is CA $86 per night
CA $86
CA $99 total
includes taxes & fees
Jun 12 - Jun 13
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Veterans Park and Greenlee Park are located nearby.
Pool
Hot tub
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road, Pineville, KY
The price is CA $124 per night
CA $124
CA $151 total
includes taxes & fees
Jun 8 - Jun 9
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Pine Mountain State Resort Park and Wasioto Winds Golf Course are located nearby.
Pool
Pet-friendly
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Free cancellation
Reserve now, pay when you stay
The price is CA $132 per night
CA $132
CA $146 total
includes taxes & fees
Jun 29 - Jun 30
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bell County Historical Society Museum and Middlesboro Mall are located nearby.
Pool
Breakfast included
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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.

Cumberland Gap Vacations

Whether you're embarking on a weekend away or an extensive journey, it's a good idea to know the basics about Cumberland Gap before setting off.

If you wander 6 miles (10 kilometers) south of Middlesboro, or 30 miles (48 kilometers) southeast of Williamsburg, you'll end up in Cumberland Gap.

A big part of traveling is meeting new people, so why not make pals with a few of the 500 locals who reside in this part of Eastern Tennessee?

Places to visit in Cumberland Gap

Are you looking for a way to alleviate the stress of modern life? Savor the fresh air as you go for a romp through Cumberland Gap National Historical Park. Need more ideas? History has endless lessons. Soak up the knowledge and better acquaint yourself with the past at Bell County Historical Society Museum. But that's not all there is. Shopaholics rejoice — you'll be able to treat yourself to a little impulse buying at Middlesboro Mall. Ready to exercise that bank card and buy up a storm?

Where do you fly into for Cumberland Gap?

Landing at McGhee Tyson Airport (TYS)? After you've jumped off the plane and collected your bags, downtown Cumberland Gap will be only 55 miles (89 kilometers) from here.

Frequently asked questions

How much are vacation packages to Cumberland Gap?
Exciting adventures await you in Cumberland Gap, with Travelocity vacation packages starting from as low as . Providing both flights and hotels, these awesome deals make it really easy to discover all corners of the world.
How long should my Cumberland Gap vacation be?
If you need some guidance, most visitors spend around 2 nights vacationing in Cumberland Gap. But to discover the true spirit of this place, stay a few extra nights. You’ll be able to tick off more attractions and really immerse yourself in the local culture.
Where can I get the best vacation package deals for Cumberland Gap?
Your dream vacation can be booked through Travelocity. With access to 400 airline partners and a whopping 1,000,000 hotels all over the world, selecting the ultimate Cumberland Gap package deal couldn’t be easier.
Why should I purchase my Cumberland Gap vacation bundle via Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you find. Add on our 24/7 customer support and top-quality service and your dream vacation is closer than ever before.
Will I save money on my Cumberland Gap car rental if I combine it with a hotel or flight?
With a Cumberland Gap vacation package, you can bundle your flight, car and hotel bookings and save a tidy sum. If you want to explore the best of this awesome city, why not start with Dollywood? This well-known sight is 88 kilometers from Cumberland Gap. With your own set of wheels, you’ll be there soon enough.
Which airport is best for Cumberland Gap?
McGhee Tyson Airport (TYS), the major terminal in Cumberland Gap, is where you’ll step off the plane. It’s situated 97 kilometers south of the center of town.
Where should I stay when visiting Cumberland Gap?
The Cumberland Gap Inn is popular with many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Cumberland Gap vacation photos for more inspiration

Cumberland Gap
Photo by Alexis Wyrick
Photo by Alexis Wyrick
Photo by Travelling Taylor
Photo by Travelling Taylor