Book Exclusive Cumberland Gap Vacation Packages

Choose one or more items to build your trip:

Cumberland Gap flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Kingsport TriCities Airport

Sleep Inn & Suites Kingsport TriCities Airport

2.5 out of 5
Price was CA $1,476, price is now CA $1,317 per person
CA $1,317
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tri-Cities (TRI)
Book a stay at this business-friendly hotel in Blountville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Putt-Putt Fun Center and Warriors' Path State Park are located nearby.
Volunteer Inn at Church Hill near Kingsport

Volunteer Inn at Church Hill near Kingsport

2 out of 5
Price was CA $1,777, price is now CA $1,434 per person
CA $1,434
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tri-Cities (TRI)
Stay at this hotel in Church Hill. Enjoy free WiFi, free parking, and room service. Popular attractions Silver Lake Golf Club and Laurel Run Park are located nearby.
Super 8 by Wyndham Kingsport

Super 8 by Wyndham Kingsport

2.5 out of 5
Price was CA $1,611, price is now CA $1,424 per person
CA $1,424
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tri-Cities (TRI)
Book a stay at this business-friendly hotel in Kingsport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Car Museum and Kingsport Carousel & Park are located nearby.
Motel 6 Kingsport, TN

Motel 6 Kingsport, TN

2 out of 5
Price was CA $1,594, price is now CA $1,410 per person
CA $1,410
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tri-Cities (TRI)
Book a stay at this business-friendly motel in Kingsport. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Warriors' Path State Park and Kingsport Town Center Mall are located nearby.
Holiday Inn Express Hotel and Suites Kingsport by IHG

Holiday Inn Express Hotel and Suites Kingsport by IHG

2.5 out of 5
Price was CA $1,834, price is now CA $1,642 per person
CA $1,642
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tri-Cities (TRI)
Book a stay at this business-friendly hotel in Kingsport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cattails at Meadowview and Kingsport Town Center Mall are located nearby.

Top Cumberland Gap hotels deals

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
Get rates
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
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 $80 per night
CA $80
CA $91 total
Nov 3 - Nov 4
includes taxes & fees
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.
Breakfast included
Spa
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $146 per night
CA $146
CA $161 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this 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
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Free cancellation
The price is CA $166 per night
CA $166
CA $186 total
Nov 13 - Nov 14
includes taxes & fees
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
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
Free cancellation
The price is CA $113 per night
CA $113
CA $124 total
Nov 8 - Nov 9
includes taxes & fees
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
Imperial Inn Tazewell

Imperial Inn Tazewell

2.5 out of 5
2196 Highway 25E Tazewell TN
Free cancellation
Reserve now, pay when you stay
The price is CA $106 per night
CA $106
CA $123 total
Oct 30 - Oct 31
includes taxes & fees
Stay at this hotel in Tazewell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions C.W. Gose Municipal Park and Woodlake Lodge, Golf, and Country Club are located nearby.
Pet-friendly
Parking included
Don't see what you're looking for?
See all available properties in Cumberland Gap
View all properties
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 CA $1,317. 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

A mountainous landscape with a valley shrouded in clouds, rocky outcrops, and autumn-colored foliage.
A mountainous landscape with autumn foliage and a valley shrouded in mist.
A forest with a rocky stream, a stone wall, and a large boulder.
A mountainous landscape with dense green forests and a river winding through the valleys.

Explore More Ways to Travel with Travelocity