Cumberland Gap Vacations from $453

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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.
Americourt Hotel

Americourt Hotel

2.5 out of 5
Price was $571, price is now $453 per person
$453
per person
Feb 12 - Feb 16
found 10 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
6.6/10 (517 reviews)
Place was very inviting and cozy. Will stay here again.

Reviewed on Dec 29, 2025

Hard Rock Hotel & Casino Bristol

Hard Rock Hotel & Casino Bristol

2.5 out of 5
Price was $802, price is now $670 per person
$670
per person
Mar 16 - Mar 20
found 17 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
9.2/10 Wonderful! (262 reviews)
Loved the spa and the hotel room was very nice!

Reviewed on Jan 7, 2026

Mountain Harbour B&B and Hiker Hostel

Mountain Harbour B&B and Hiker Hostel

3.5 out of 5
Price was $774, price is now $676 per person
$676
per person
Feb 12 - Feb 16
found 10 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
9.2/10 Wonderful! (112 reviews)
As always, it’s a pleasure to stay a bit at Miuntain Harbour. Friendly, restful, and the food is exceptional. Can’t visit Tennessee without (at least) one night here.

Reviewed on Aug 11, 2025

Econo Lodge Kingsport East

Econo Lodge Kingsport East

2 out of 5
Price was $622, price is now $545 per person
$545
per person
Mar 16 - Mar 20
found 17 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Tri-Cities (TRI)
7.6/10 Good! (504 reviews)
Quiet and good for quick night stay.

Reviewed on Nov 9, 2025

Fairfield Inn & Suites by Marriott Johnson City

Fairfield Inn & Suites by Marriott Johnson City

2.5 out of 5
Price was $861, price is now $760 per person
$760
per person
Mar 16 - Mar 20
found 17 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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 8 to Jan 9
$111 total
Jan 8 - Jan 9
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 $453 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.