Cumberland Gap Hotels

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Check prices for these dates

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

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Top 10 trending Cumberland Gap hotels

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

The Olde Mill Inn Bed & Breakfast

2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (424)
"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 price is €131
includes taxes & fees
1 Dec - 2 Dec
The Olde Mill Inn Bed & Breakfast
Honeymoon Suite, 1 King Bed
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
The price is €96
includes taxes & fees
1 Dec - 2 Dec
Cumberland Gap 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, (1007)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is €73
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Jellico - Tennessee State Line
Standard Room
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (690)
"Clean hotel, good breakfast options."
United States
Harold
The price is €109
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Middlesboro by IHG
Outdoor wedding area
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
9.0 out of 10, Wonderful, (662)
"Staff were amazing! Very unique experience in the cottage and the fireplace was really special highly recommended!"
United States
Andrew
The price is €104
includes taxes & fees
9 Dec - 10 Dec
Pine Mountain State Resort Park
Room, 1 King Bed, Non Smoking
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

2.5 star property
Tazewell
9.0 out of 10, Wonderful, (45)
"Great hotel"
United States
Tahir
The price is €70
includes taxes & fees
1 Dec - 2 Dec
Imperial Inn by OYO Tazewell
Standard Room, 2 Double Beds, Non Smoking
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2.0 star property
Middlesboro
7.4 out of 10, Good, (443)
"Clean place with friendly staff. "
United States
James
The price is €76
includes taxes & fees
1 Dec - 2 Dec
Econo Lodge Middlesboro
Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (809)
"Clean, super nice staff, bed comfortable "
United States
Kay
The price is €88
includes taxes & fees
22 Dec - 23 Dec
Sleep Inn & Suites Middlesboro
Standard Room, 1 Queen Bed, Non Smoking
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
8.0 out of 10, Very good, (66)
"Didn't stay as we found a better location in Cumberland Gap. "
United States
Alan
The price is €72
includes taxes & fees
6 Dec - 7 Dec
Suburban Studios Middlesboro
Double Room, Smoking
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (109)
"Place was clean. AC worked good. "
United States
David
The price is €78
includes taxes & fees
1 Dec - 2 Dec
Boone Trail Inn
Exterior
Tazewell Motor Lodge

Tazewell Motor Lodge

2.0 star property
Tazewell
9.0 out of 10, Wonderful, (86)
"The room was dated but clean and had every convenience. The bed was comfortable, there were several TV channels to choose from, a nice refrigerator and microwave and even an ironing board and iron. Patrick was very friendly and accommodating and I’ll stay there again next trip. "
United States
Betty
Tazewell Motor Lodge
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
The price is €136
includes taxes & fees
31 Dec - 1 Jan 2026
Woodlake Lodge Golf and Country Club
Exterior
Dixie Plaza hotel

Dixie Plaza hotel

2.0 star property
Tazewell
5.4 out of 10, (27)
"They were very good southern people very understanding "
United States
Louise
The price is €46
includes taxes & fees
1 Dec - 2 Dec
Dixie Plaza hotel
Comfort House | Private kitchen
The House on Park Avenue

The House on Park Avenue

3.5 star property
Pineville
The price is €345
includes taxes & fees
1 Dec - 2 Dec
The House on Park Avenue
House (2 Bedrooms) | Interior
Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home

3.0 star property
Williamsburg
The price is €265
includes taxes & fees
1 Dec - 2 Dec
Peaceful & Private! Pet-friendly Williamsburg Home
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.
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Learn more about Cumberland Gap

Hike the historic mountain pass where Daniel Boone blazed the Wilderness Road at Cumberland Gap National Historical Park. Rangers at the visitor centre offer guided tours of Gap Cave and Hensley Settlement, where you'll discover pioneer life.

See all hotels in Cumberland Gap
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Top Cumberland Gap Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Clean room, comfortable bed, quiet location. The hotel sits on a hill off the road and is very quiet. Breakfast was great; waffles, eggs, sausage, biscuits and gravy, fried chicken, hash browns."
Alison 1-night trip
Posted 4 days ago
Sleep Inn & Suites Middlesboro

More cheap stays in Cumberland Gap

Econo Lodge Middlesboro

Econo Lodge Middlesboro

1623 Cumberland Avenue Middlesboro KY
The price is €76 per night from 1 Dec to 2 Dec
€76
1 Dec - 2 Dec
includes taxes & fees
7.2/10 Good! (442 reviews)

Frequently asked questions

Where is the best place for a stay in Cumberland Gap?
The Olde Mill Inn Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Cumberland Gap Inn is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Cumberland Gap.
What are some of the best holiday rentals that Cumberland Gap has to offer?
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock: This holiday home rental outside of Cumberland Gap is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. See all vacation rentals in Cumberland Gap.
If I need to cancel my hotel reservation in Cumberland Gap, will I receive a refund?
Yes! The majority of room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Cumberland Gap.
What is the favourite LGBTQ-friendly hotel in Cumberland Gap?
The Olde Mill Inn Bed & Breakfast is a top LGBTQ-friendly B&B that features free breakfast and free parking. See all available hotels listed as LGBTQ-friendly in Cumberland Gap.
What's the best dog-friendly place to stay in Cumberland Gap?
Cumberland Gap Inn is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Cumberland Gap.
What are some accommodation options with pools in Cumberland Gap?
Pine Mountain State Resort Park: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Days Inn by Wyndham Jellico - Tennessee State Line and Holiday Inn Express Middlesboro by IHG are a couple of other choices that feature an on-site pool. View all hotels with pools in Cumberland Gap.
How is it to stay in Cumberland Gap?
Visitors can enjoy all that Cumberland Gap has to offer, including the riverfront, mountain views and restaurants. The walkable and welcoming setting also entices those visiting the city. In Cumberland Gap, there are 5 hotels and other accommodation options to choose from. Find out more about Cumberland Gap.
What is there to see in Cumberland Gap?
A favourite place to visit is Cumberland Gap National Historical Park. You'll also find The Pinnacle and Middlesboro Mall in the area. Take a look at what more there is to see and do in Expedia's Cumberland Gap guide.
What's the seasonal weather in Cumberland Gap?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Cumberland Gap is 1581 mm.

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