Cumberland Gap Vacations from $411

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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.

The Latest Cumberland Gap vacation 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 $460, price is now $411 per person
$411
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tri-Cities (TRI)
8.2/10 Very Good! (1,000 reviews)
Room was amazing and the bed was comfortable. I felt at home and was able to rest after traveling to be at my friends funeral.

Reviewed on Jan 13, 2026

Comfort Suites Kingsport South

Comfort Suites Kingsport South

2.5 out of 5
Price was $584, price is now $516 per person
$516
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tri-Cities (TRI)
9/10 Wonderful! (955 reviews)
Great room, service, and breakfast. Thank you each and everyone for a fantastic stay. I will be back!

Reviewed on Jan 22, 2026

Motel 6 Kingsport, TN

Motel 6 Kingsport, TN

2 out of 5
Price was $495, price is now $438 per person
$438
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tri-Cities (TRI)
8/10 Very Good! (1,002 reviews)
The only place that my son and I stay at in Kingsport :) The staff is wonderful and the rooms are always welcoming.

Reviewed on Dec 28, 2025

Quality Inn Downtown

Quality Inn Downtown

2.5 out of 5
Price was $499, price is now $449 per person
$449
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tri-Cities (TRI)
7.4/10 Good! (542 reviews)
Everything was in order, right off the highway but quiet. Good beds, decent breakfast.

Reviewed on Jan 6, 2026

Carnegie Hotel & Spa

Carnegie Hotel & Spa

4 out of 5
Price was $745, price is now $671 per person
$671
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tri-Cities (TRI)
9.8/10 Exceptional! (1,289 reviews)
Great hotel, excellent staff and outstanding service

Reviewed on Jan 25, 2026

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Cumberland Gap Hotel Deals

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
$131 nightly
The price is $149 total per night from Feb 1 to Feb 2
$149 total
Feb 1 - Feb 2
Total with taxes and fees
9.6/10 Exceptional! (179 reviews)
The staff was excellent. They are wonderful people. They made sure everything was perfect. We enjoyed having breakfast with the other guests. They addressed any allergy concerns and tailored your breakfast for all. I would recommend this bed and breakfast it is the best one we have ever stayed ...

Reviewed on Jan 18, 2026

The Olde Mill Inn Bed & Breakfast
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
$78 nightly
The price is $86 total per night from Jan 28 to Jan 29
$86 total
Jan 28 - Jan 29
Total with taxes and fees
9/10 Wonderful! (680 reviews)
Cabin was clean and well furnished

Reviewed on Jan 21, 2026

Pine Mountain State Resort Park
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Fully refundable
$125 nightly
The price is $138 total per night from Feb 8 to Feb 9
$138 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (700 reviews)
Clean room

Reviewed on Jan 14, 2026

Holiday Inn Express Middlesboro by IHG
See all 460 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.

Find the Best Cumberland Gap Vacation Packages

Cumberland Gap Essential Information

Language
English
Currency
U.S dollars
Population
490
Max Temp Winter
45ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Cumberland Gap vacation package cost?
Offering great value package deals from $411 on Expedia, you'll be thrilled with how little a vacation to Cumberland Gap costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cumberland Gap?
You can generally find lower prices and better availability in January, June and December. Take a look at our cheap Cumberland Gap vacation packages and you could score some excellent off-season deals.
How many days is enough for Cumberland Gap?
Generally, a handful of days is enough to go to the major sights during your Cumberland Gap vacation. But if you want to have more time to unwind or go on day tours, consider extending your itinerary.
How to find the best Cumberland Gap package deals?
Finding a cheap Cumberland Gap package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Cumberland Gap package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cumberland Gap vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a customized Cumberland Gap vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cumberland Gap?
If you're considering an impromptu Cumberland Gap trip, check out 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 find terrific deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Cumberland Gap vacation packages?
Your Cumberland Gap trip should be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.