Find Historic Hotels in Cumberland Gap, TN

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Cumberland Gap Historic Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Cumberland Gap

Suite, Accessible, Ensuite (Thomas Walker Annex) | 1 bedroom, WiFi
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (425)
"Nice place in historic Cumberland Gap, walkable to hiking trail and pave local trail. The room is spacious, very clean, and comfortable bed. Homemade breakfast was delicious."
United States
Ry
The Olde Mill Inn Bed & Breakfast
Honeymoon Suite, 1 King Bed | Laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn

Cumberland Gap Inn

2.5 star property
Cumberland Gap
8.0 out of 10, Very Good, (583)
"The views around the area are beautiful and the town is peaceful and quiet "
United States
Robert
$98 nightly
The price is $111
Dec 10 - Dec 11
Total with taxes and fees
Cumberland Gap Inn
Exterior
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cumberland Gap
9.2 out of 10, Wonderful, (42)
"Just as advertised. Very quiet and enjoyable stay!"
United States
Anonymous traveler
$189 nightly
The price is $211
Dec 14 - Dec 15
Total with taxes and fees
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Exterior
Luxury Brooklyn St APT - Near LMU & Nat’l Park

Luxury Brooklyn St APT - Near LMU & Nat’l Park

Cumberland Gap
9.6 out of 10, Exceptional, (25)
"This apartment was perfect for my husband and I and 2 adult children. It was right downtown Cumberland Gap with great views and a cute patio to enjoy morning coffee. It had everything we needed and was extremely clean. The hosts was easy to communicate with and provided all the information we needed to enjoy our stay. "
United States
kim s.
$178 nightly
The price is $199
Dec 10 - Dec 11
Total with taxes and fees
Luxury Brooklyn St APT - Near LMU & Nat’l Park
Room, 1 King Bed, Non Smoking | Desk, free WiFi, bed sheets
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

2.5 star property
Tazewell
9.0 out of 10, Wonderful, (46)
"Newly renovated. Very clean & quiet."
United States
Suzanne
$77 nightly
The price is $89
Dec 19 - Dec 20
Total with taxes and fees
Imperial Inn by OYO Tazewell
Outdoor wedding area
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
9.0 out of 10, Wonderful, (669)
"The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay. "
United States
DeAnna
$98 nightly
The price is $108
Dec 11 - Dec 12
Total with taxes and fees
Pine Mountain State Resort Park
Standard Room | Desk, blackout drapes, iron/ironing board, rollaway beds
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (691)
"Clean hotel, good breakfast options."
United States
Harold
$118 nightly
The price is $130
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG
Aerial view
Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club

3.0 star property
Tazewell
9.4 out of 10, Exceptional, (142)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
$130 nightly
The price is $146
Jan 1 - Jan 2, 2026
Total with taxes and fees
Woodlake Lodge Golf and Country Club
Double Room, Smoking | Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
$79 nightly
The price is $88
Dec 10 - Dec 11
Total with taxes and fees
Boone Trail Inn
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
Jellico
7.2 out of 10, Good, (1000)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
$74 nightly
The price is $85
Dec 23 - Dec 24
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line
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.
View all properties

Top Cumberland Gap Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Great hotel! Clean, updated, courteous and friendly staff and an outstanding breakfast! "
Carol 1-night trip
Posted 4 days ago
Sleep Inn & Suites Middlesboro

Frequently asked questions

What should a history enthusiast expect from a trip to Cumberland Gap?
You'll probably want to seek out the sights of historical relevance while you're staying in Cumberland Gap. Also explore the many sights to visit such as riverfront and mountain views
How many historical hotels are there in Cumberland Gap?
Cumberland Gap is home to 5 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places in Cumberland Gap?
Cumberland Gap is notable for landmarks like Cumberland Gap National Historical Park. You'll also find The Pinnacle and Middlesboro Mall in the area.
What is a historic hotel like in Cumberland Gap?
By choosing a historic hotel, you can stay in a place that has an officially recognized historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of these historic hotels in Cumberland Gap, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value as well as how it shaped the community.
Do historic hotels in Cumberland Gap have modern facilities?
Hotels include modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the popular amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Cumberland Gap, you won't find yourself staying at a place that is rundown or uncomfortable.

Explore a world of travel with Expedia