Cumberland Gap Vacations from $423

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Carnegie Hotel & Spa

Carnegie Hotel & Spa

4 out of 5
Price was $483, price is now $423 per person
$423
per person
Dec 19 - Dec 22
found 11 hours ago
Roundtrip flight included
Raleigh (RDU) to Tri-Cities (TRI)
9.8/10 Exceptional! (1,255 reviews)
The staff were so friendly and the hotel was elegant. The room had every amenity and was very clean. Convenient to shopping and dining options.

Reviewed on Oct 11, 2025

Hard Rock Hotel & Casino Bristol

Hard Rock Hotel & Casino Bristol

2.5 out of 5
Price was $855, price is now $746 per person
$746
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tri-Cities (TRI)
9.2/10 Wonderful! (226 reviews)
Beautiful hotel. Perfect casino fun. Will be back!

Reviewed on Oct 13, 2025

Staybridge Suites By Holiday Inn Johnson City by IHG

Staybridge Suites By Holiday Inn Johnson City by IHG

3 out of 5
Price was $865, price is now $779 per person
$779
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tri-Cities (TRI)
9/10 Wonderful! (285 reviews)
Great stay staff was rude

Reviewed on Sep 30, 2025

DoubleTree by Hilton Hotel Johnson City

DoubleTree by Hilton Hotel Johnson City

4 out of 5
Price was $831, price is now $773 per person
$773
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tri-Cities (TRI)
8.4/10 Very Good! (924 reviews)
The room was quite clean but very cramped. I felt claustrophobic in it. The bathroom was excellent with lots of space and clean towels. Doesn’t anyone believe in towel bars anymore? They would have been helpful. The room and hotel were a bit shabby. Toilet paper holder was falling off the wall, worn spots were evident in the room, the elevator floors were worn out, one of the dollies had a flat tire, etc. The desk staff were not very helpful. Loved the restaurant but breakfast was understaffed all three days and staff were scurrying around to replenish plates and flatware. The food was excellent.

Reviewed on Oct 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Cumberland Gap
View all trips

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
$128 nightly
The price is $146 total per night from Nov 13 to Nov 14
$146 total
Nov 13 - Nov 14
Total with taxes and fees
9.6/10 Exceptional! (172 reviews)
"What a great and unique place! We stayed in "The Cabin" room, which apparently is the oldest wood structure in the county, and you could tell it was very historic, yet also very comfortable. The Inn is in a perfect location in town, within a few steps of restaurants and also the National Park. Breakfast ..."

Reviewed on Sep 29, 2025

The Olde Mill Inn Bed & Breakfast
Cumberland Gap Inn

Cumberland Gap Inn

2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
7.8/10 Good! (582 reviews)
"The views around the area are beautiful and the town is peaceful and quiet"

Reviewed on Oct 4, 2025

Get rates
Cumberland Gap Inn
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
$91 nightly
The price is $101 total per night from Nov 10 to Nov 11
$101 total
Nov 10 - Nov 11
Total with taxes and fees
9/10 Wonderful! (627 reviews)
"Great views, and wonderful trails, and pet-friendly."

Reviewed on Oct 9, 2025

Pine Mountain State Resort Park
See all 446 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.

Cumberland Gap Essential Information

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cumberland Gap vacation package cost?
Offering great value package deals from $423 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.

Explore a world of travel with Expedia

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