Cumberland Gap Vacation Packages

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Your Cumberland Gap Vacation

Select a Cumberland Gap vacation package and focus on what matters — enjoying yourself. This means no more stressful planning, just lots more time to savor the delights of this lively city, such as its rich history and spectacular views. If your trip to Cumberland Gap includes a little sightseeing, visit popular attractions like Cumberland Gap National Historical Park, Middlesboro Mall and Bell County Historical Society Museum. Whoever you're heading away with and whatever you want to spend, your dream Cumberland Gap vacation is only clicks away with Expedia.

Top Cumberland Gap Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americourt Extended Stays

Americourt Extended Stays

2 out of 5
Price was CA $1,390, price is now CA $1,269 per person
CA $1,269
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to Tri-Cities (TRI)
4/10 (414 reviews)
Tv and lights didn’t work, carpet was soaked. No trash can in rooms

Reviewed on Jul 5, 2026

Motel 6 Kingsport, TN

Motel 6 Kingsport, TN

2 out of 5
Price was CA $1,459, price is now CA $1,321 per person
CA $1,321
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to Tri-Cities (TRI)
8.2/10 Very good! (1,002 reviews)
While the A/C was cool, the humidity was awful. The bed sheets felt damp and it wasn't pleasant. Also, there is no fan in the bathroom so taking a shower only added to the humidity. For these reasons I would pay up to avoid this problem. The place was clean, the staff courteous, and parking ample if you aren't pulling a trailer.

Reviewed on Jul 7, 2026

Days Inn & Suites by Wyndham Johnson City

Days Inn & Suites by Wyndham Johnson City

3 out of 5
Price was CA $1,445, price is now CA $1,316 per person
CA $1,316
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to Tri-Cities (TRI)
6/10 (1,003 reviews)
The staff was friendly and helpful... the room was clean...

Reviewed on Jul 7, 2026

Sleep Inn & Suites Johnson City

Sleep Inn & Suites Johnson City

2.5 out of 5
Price was CA $1,469, price is now CA $1,340 per person
CA $1,340
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to Tri-Cities (TRI)
8.4/10 Very good! (968 reviews)
Great for a 1 or 2 night stay very clean which is my number 1 priority!!

Reviewed on Jul 4, 2026

Baymont by Wyndham Johnson City

Baymont by Wyndham Johnson City

2.5 out of 5
Price was CA $1,413, price is now CA $1,290 per person
CA $1,290
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Yellowknife (YZF) to Tri-Cities (TRI)
6.8/10 (1,006 reviews)
My room had bedbugs and the only thing they did was switch us rooms! My daughter had bites all over her. No "I'm sorry" nothing just here's another room!

Reviewed on Jul 6, 2026

Ready to book your vacation to Cumberland Gap?

 

Choose your dates

Cumberland Gap Hotel Deals

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cumberland Gap TN
The price is CA $179 per night from Jul 28 to Jul 29
CA $179
CA $350 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (48 reviews)
"Great place to stay."

Reviewed on Jun 21, 2026

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
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
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Jul 27 to Jul 28
CA $86
CA $99 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (1,001 reviews)
"the room was clean, pool was not open"

Reviewed on Jul 5, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
The price is CA $157 per night from Aug 2 to Aug 3
CA $157
CA $176 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (900 reviews)
"The extra space of the suites is nice. Rooms and building were fairly clean. Breakfast was not horrible for a hotel breakfast. We would stay again should we be back in that area."

Reviewed on Jul 8, 2026

Sleep Inn & Suites Middlesboro
See all 473 properties in Cumberland Gap
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.
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Frequently asked questions

How much does a Cumberland Gap vacation package cost?
You'll find cheap prices from CA $1,269 on Expedia for your Cumberland Gap escape. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Cumberland Gap costs.
What are the cheapest months to go to Cumberland Gap?
If you'd like to book a cheap Cumberland Gap vacation package, consider visiting in January, August and December. You're likely to find lower rates on airfares and hotels during these months — ideal for budget-conscious travellers.
How many days is enough for Cumberland Gap?
The ideal duration of your Cumberland Gap vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to tick off all the top sights and explore some hidden gems along the way.
How to find the best Cumberland Gap package deals?
Start your search for a Cumberland Gap package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Cumberland Gap package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cumberland Gap escape off to a flying start.
Is it cheaper to book a Cumberland Gap vacation as a package?
You can enjoy significant savings on your next Cumberland Gap getaway by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cumberland Gap?
If you're considering an impromptu Cumberland Gap trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Cumberland Gap?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite season and the activities available will also help you decide when to visit Cumberland Gap.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to save for your trip to Cumberland Gap. Then, select a property that suits your budget, whether that's an affordable stay or a high-end getaway.
  3. Decide how long to go for: Now that you know more about Cumberland Gap, you can work out the right length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Cumberland Gap vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.