Cumberland Gap Holiday Packages

Save when you book Cumberland Gap package deals

Choose two or more items and save on your trip:

Book your Cumberland Gap holiday

You work so hard for your money, so don't let it go down the plughole — Wotif is here to help.

It doesn't get easier than one of our flight and accommodation packages.

This way, you'll have some extra funds for your trip to Cumberland Gap.

So, what's holding you back? Book soon and save up to . Simply pick and choose from more than 550 partner airlines and 665,000 worldwide properties.

Don't waste time staring at a screen when you really should be hitting the tarmac. Wotif offers some of the top prices anywhere.

Cumberland Gap Accommodation

Looking forward to your well-earned holiday? Wotif currently offers some wonderful places to rest your head at night. But with just 3 accommodations in Cumberland Gap, the best deals are reserved for those who book in early.

Should have booked your accommodation by now? Left it to the last moment? Don't panic — we've got your back. Check out The Olde Mill Inn Bed & Breakfast (603 Pennlyn Avenue) or the Sleep Inn & Suites (1260 N, 12th Street).

Car Hire in Cumberland Gap

It's an easy taxi drive from Moore-Murrell Airport to Enterprise (4871 W Andrew Johnson Hwy). You'll have your luggage in the back and your gang on the road before you know it.

Holidays to Cumberland Gap

Enjoy going to places you've never been before? Us too. But there's no need to get yourself lost along the way. Look over our guide to Cumberland Gap and you'll be strolling around like a proper local before you know it.

Cumberland Gap has a couple of cities on its doorstep. From the centre, Middlesboro is 10 kilometres away to the north. You can also easily get to Williamsburg, which is 45 kilometres to the northwest.

Whether you're interested in statistics or not, it never hurts to know how many people inhabit the place you're going to. In this area of Eastern Tennessee, the population is approximately 500.

Top Cumberland Gap hotels

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cumberland Gap TN
The price is AU$291 per night from 19 Nov to 20 Nov
AU$291
19 Nov - 20 Nov
includes taxes & fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park: Cottage with free WiFi and parking.
"This is my fourth stay at this property. We love the Cumberland Gap area. We will definitely be returning and specifically to this lovely house. The location is ideal. The hosts communication is great. Can’t say enough good things about our stay here."

Reviewed on 6 Oct 2026

Opens in a new windowCozy Cumberland Gap Cottage Near LMU & Nat’l Park
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 3 Nov to 4 Nov
AU$138
3 Nov - 4 Nov
includes taxes & fees
Pine Mountain State Resort Park: Pet-friendly hotel with free WiFi and free parking. Located in the mountains.
"Beautiful location. Great value for excellent lodging and food."

Reviewed on 30 Oct 2026

Opens in a new windowPine Mountain State Resort Park
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
The Olde Mill Inn Bed & Breakfast: Bed & breakfast with free breakfast and free WiFi.
Opens in a new windowThe Olde Mill Inn Bed & Breakfast
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.