Cumberland Gap Vacations from $365

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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.
Motel 6 Kingsport, TN

Motel 6 Kingsport, TN

2 out of 5
Price was $393, price is now $365 per person
$365
per person
Feb 12 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) 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

Hard Rock Hotel & Casino Bristol

Hard Rock Hotel & Casino Bristol

2.5 out of 5
Price was $600, price is now $538 per person
$538
per person
Feb 12 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Tri-Cities (TRI)
9.2/10 Wonderful! (262 reviews)
Slots were mediocre, tables had great dealers, friendly and kept everyone engaged. Fun getaway

Reviewed on Jan 9, 2026

Country Inn & Suites by Radisson, Abingdon, VA

Country Inn & Suites by Radisson, Abingdon, VA

2.5 out of 5
Price was $432, price is now $397 per person
$397
per person
Feb 12 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Tri-Cities (TRI)
9.2/10 Wonderful! (1,174 reviews)
The room was clean and the breakfast was nice. Love the chocolate chip cookies in the lobby. One of the days we stayed there was no WiFi, which was disappointing. All the staff we interacted with were wonderful except for one, Sherry. I had two interactions with her. She was curt and not welcoming at all! The second time, our room keys stopped working and I had to go to the front desk to get the situation resolved. She did not once apologize for the inconvenience or even look at me. Not the person I would want representing my company.

Reviewed on Jan 8, 2026

Americourt Extended Stays

Americourt Extended Stays

2 out of 5
Price was $400, price is now $373 per person
$373
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Tri-Cities (TRI)
4.2/10 (394 reviews)
Great location , cheap price.

Reviewed on May 9, 2025

Fairfield Inn & Suites by Marriott Johnson City

Fairfield Inn & Suites by Marriott Johnson City

2.5 out of 5
Price was $481, price is now $450 per person
$450
per person
Feb 12 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Tri-Cities (TRI)
9.4/10 Exceptional! (669 reviews)
This hotel is in a excellent area and has a wonderful staff. Very pleasant stay with comfortable beds.

Reviewed on Oct 18, 2025

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Cumberland Gap Hotel Deals

Cumberland Gap Inn

Cumberland Gap Inn

2.5 out of 5
630 Brooklyn Street Cumberland Gap TN
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Jan 11 to Jan 12
$111 total
Jan 11 - Jan 12
Total with taxes and fees
8/10 Very Good! (587 reviews)
The beds were comfy, it was quiet and clean. We will book here again in the future!

Reviewed on Dec 31, 2025

Cumberland Gap Inn
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
$149 nightly
The price is $169 total per night from Jan 15 to Jan 16
$169 total
Jan 15 - Jan 16
Total with taxes and fees
9.6/10 Exceptional! (178 reviews)
Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds.

Reviewed on Dec 18, 2025

The Olde Mill Inn Bed & Breakfast
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Fully refundable
$94 nightly
The price is $103 total per night from Feb 1 to Feb 2
$103 total
Feb 1 - Feb 2
Total with taxes and fees
9/10 Wonderful! (815 reviews)
Room was clean and comfortable. Staff was courteous.

Reviewed on Dec 23, 2025

Sleep Inn & Suites Middlesboro
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 $365 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.