Cumberland Gap Vacations from $339

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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 $459, price is now $339 per person
$339
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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 $874, price is now $694 per person
$694
per person
Mar 31 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) 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

Quality Inn & Suites I-81 Exit 7

Quality Inn & Suites I-81 Exit 7

2.5 out of 5
Price was $498, price is now $437 per person
$437
per person
Mar 31 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tri-Cities (TRI)
8/10 Very Good! (999 reviews)
Room was clean. Staff was helpful. Good budge friendly place to stay.

Reviewed on Jan 16, 2026

Bristol Arcadia Inn

Bristol Arcadia Inn

2.5 out of 5
Price was $1,210, price is now $1,068 per person
$1,068
per person
Mar 31 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tri-Cities (TRI)
8/10 Very Good! (1,003 reviews)
Clean, Relaxing, Comfortable Bed

Reviewed on Jan 18, 2026

Comfort Suites Kingsport South

Comfort Suites Kingsport South

2.5 out of 5
Price was $624, price is now $561 per person
$561
per person
Mar 31 - Apr 4
found 20 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tri-Cities (TRI)
9/10 Wonderful! (955 reviews)
Stayed 3 nights, everything was great. Room was very clean, breakfast area was clean and well maintained. I would definitely stay here again.

Reviewed on Nov 18, 2025

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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
$149 nightly
The price is $169 total per night from Jan 21 to Jan 22
$169 total
Jan 21 - Jan 22
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
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
$67 nightly
The price is $76 total per night from Jan 20 to Jan 21
$76 total
Jan 20 - Jan 21
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
The pros: pleasant staff, check in was quick and easy. The room was clean and the bathroom as well. Comfortable, left early did not shower. The bed was very comfortable and so were the pillows. The room warmed quickly when heat was turned on. Cons: breakfast is non-existent. I had meds to take and ...

Reviewed on Jan 15, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Lakeside Landing at Deerfield

Lakeside Landing at Deerfield

LaFollette TN
10/10 Exceptional! (8 reviews)
Great family vacay!
Beautiful condo with all the amenities. Had a fantastic time and will definitely stay here again!

Reviewed on Jun 26, 2025

Get rates
Lakeside Landing at Deerfield
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 $339 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.