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Top hotels

Fabulous view, walking distance from Flat Hollow Marina

Fabulous view, walking distance from Flat Hollow Marina

Speedwell
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Clean comfortable home
"The family enjoyed their stay."

Reviewed on May 23, 2025

Fabulous view, walking distance from Flat Hollow Marina
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and wedding services are also provided.
"I always love staying at Olde Mill Inn when I’m in Cumberland Gap. A beautiful, comfortable place to call home during my stays!"

Reviewed on Jun 2, 2025

The Olde Mill Inn Bed & Breakfast
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
Fully refundable
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Amazing
"It was very good. The front desk staff was super nice and welcoming, he was quick to get me checked in and even told me about the rewards system which i didnt know about. The room was clean, the beds were comfortable. Will definitely be staying again."

Reviewed on May 31, 2025

Holiday Inn Express Middlesboro by IHG
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundableReserve now, pay when you stay
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour ...
"Very well kept property"

Reviewed on Jun 9, 2025

Sleep Inn & Suites
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
A golf course and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. Enjoy ...
"The property was clean. The staff was friendly and helpful. It was our first time in the mountains and the serene view of the tree covered mountains filled us with peace. We saw a "Wood Thrush" bird up close from the dining room window, which was new experience"

Reviewed on May 29, 2025

Pine Mountain State Resort Park
Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock

LaFollette
This cabin features a garden, laundry facilities, and barbecue grills.
Narvel’s bunch
"Excellent accommodations. Loved the view, and the birds! Saw a bald Eagle!!"

Reviewed on Aug 11, 2024

Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock
Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks

Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks

New Tazewell
This cabin featured laundry facilities and barbecue grills.
Nice place
"Just what we were looking for."

Reviewed on May 29, 2025

Dog-friendly lake home with private floating dock - jetted tub, firepit, & decks
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
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the ...
"The lawn needed to be mowed, more chairs at the pool, trash in the grassy areas, ants in the room next to ours. Staff was very friendly."

Reviewed on May 25, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock

LaFollette
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Wonderful stay and location with lots of rooms and bathrooms for everyone!
"It was great!"

Reviewed on May 6, 2025

9/9 Lakefront/Mountains/Woods - Protected Cove - Private Dock
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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 Hotel & Travel Guide

For those modern travelers who are planning to explore downtown Cumberland Gap, Travelocity lists a small range of accommodation options in which to stay. Within 6 miles (10 kilometers) of the center of Cumberland Gap, you will find 4 comfortable hotel options.

Located within easy driving distance of Cumberland Gap, are the Sleep Inn & Suites and Holiday Inn Express Middlesboro.

The Days Inn Middlesboro KY is around 4 miles (7 kilometers) from the center of Cumberland Gap. If you would prefer another option, the The Olde Mill Inn Bed and Breakfast is located 4 miles (6 kilometers) away. The Pine Mountain State Resort Park and also the Tazewell Motor Lodge are some other accommodation options worth looking into in Cumberland Gap.

After spending time in in Cumberland Gap, try and leave enough time to visit some of Eastern Tennessee's other attractions. Get ready to discover the sights of Eastern Tennessee's mountains and rolling hills. In addition, you should go to a selection of the area's historic mansions and history museums. Active visitors can also throw themselves into mountain biking, hiking and zip-lining here.

60 miles (97 kilometers) to the south of Cumberland Gap, you'll find Townsend Visitor Center, where you can spend a few hours exploring Tuckaleechee Caverns and Upper Tremont Road. If you're planning to spend any time in Townsend Visitor Center, be sure to check out the Best Western Cades Cove Inn and Dancing Bear Lodge. For another option, head to Downtown Knoxville, 45 miles (69 kilometers) to the south of Cumberland Gap, where you'll find the Knoxville Marriott and Four Points by Sheraton Knoxville Cumberland House Hotel. If you come to Downtown Knoxville, a couple of places to add to your itinerary are the Bijou Theater and McClung Museum of Natural History & Culture.

Ensure yourself a sports fix by making a trip to Neyland Stadium, which is located 45 miles (69 kilometers) to the south of Cumberland Gap. Travelers who enjoy the convenience of checking in to a room in the vicinity, book in the Holiday Inn Knoxville Downtown or Hilton Garden Inn Knoxville/University.

If you are planning on arriving or departing through McGhee Tyson Airport, you may plan to book accommodation at Hilton Knoxville Airport, or Courtyard Marriott Knox Airport, each of which are a short distance away.

Top reasons for your vacation to Cumberland Gap

  • Cumberland Gap National Historical Park: Explore the scenic beauty and historical significance of this national park, perfect for walking, biking, and hiking.
  • Outdoor Activities: Enjoy a range of outdoor activities such as fishing, kayaking, swimming, and hiking in the picturesque surroundings of Cumberland Gap.
  • Proximity to Rivers and Mountains: Take advantage of the close proximity to rivers for water activities and the mountains for breathtaking hiking trails.
  • Historical Significance: Learn about the crucial role Cumberland Gap played in American history and immerse yourself in its rich historical heritage.
  • Downtown Middlesboro: Unwind in this charming downtown area, just a short drive away, with its delightful shops, delicious dining options, and friendly atmosphere.

Find your favorite hotels in Cumberland Gap

If you're planning an outdoor vacation in Cumberland Gap, Tennessee, you'll find a range of hotel accommodations available. From affordable options to top-rated hotels, there are choices to suit every budget and preference. Whether you're looking for a cozy inn or a modern hotel, you'll find suitable options in or near Cumberland Gap. These hotels provide convenient access to the natural beauty of the area and offer a comfortable stay for you and your family.

Hotel nameTypeStarsDescription
Cumberland Gap InnMotel2.5This 2.5-star rated motel is a great option for your outdoor vacation in Cumberland Gap. It is pet-friendly, has a no-smoking policy, and offers convenient amenities like a microwave, refrigerator, and free parking. The inn is also within walking distance to various attractions and has free Wi-Fi and air conditioning for your comfort.
The Olde Mill Inn Bed & BreakfastBed & breakfast2.5If you prefer a cozy bed and breakfast experience, The Olde Mill Inn is a 2.5-star rated option. It is located close to hiking trails, golf courses, and historical sites. The inn offers smoking and pet-friendly rooms, along with free breakfast. It also has facilities for recreation and business purposes, making it a well-rounded choice for your outdoor vacation.

Explore the best activities and sights in Cumberland Gap

If you're looking for an outdoor vacation with your family, Cumberland Gap in Tennessee is the perfect destination. With its close proximity to rivers, mountains, and hiking trails, there are plenty of opportunities for outdoor activities. You can explore the beautiful Cumberland Gap National Historical Park, known for its scenic beauty and historical significance. Engage in family-friendly activities like walking, biking, and hiking while enjoying the friendly atmosphere of the area. Don't forget to indulge in local dining options and immerse yourself in the rich history of this charming location.

  1. Great Smoky Mountains National Park: This breathtaking national park offers a majestic mountain experience with its awe-inspiring scenery and captivating nature. Immerse yourself in the lush forests and explore the numerous hiking trails that lead to hidden waterfalls and serene rivers. Enjoy a peaceful picnic surrounded by the beauty of the park or embark on an exhilarating adventure of river rafting. For those seeking a bit of excitement, visit the nearby casino or indulge in some shopping. Great Smoky Mountains National Park is the ideal destination for outdoor enthusiasts and nature lovers, providing an unforgettable experience in the heart of the mountains.
  2. Dollywood: This vibrant theme park promises a thrilling and entertaining experience for the whole family. Dive into the excitement of thrilling rides and enjoy the stunning mountain views as you soar through the air. Immerse yourself in the lively atmosphere of live theater performances and be captivated by the friendly people. Discover the wonders of the underwater world at the aquarium or indulge in a delicious dining experience. Dollywood is the perfect destination for endless entertainment and unforgettable family memories.
  3. Biltmore Estate: Step back in time and immerse yourself in the grandeur of Biltmore Estate, a historic house surrounded by picturesque mountains and stunning gardens. Experience the enchantment of live music and theater performances that transport you to a bygone era. Marvel at the vibrant colors of the blooming flowers in the meticulously manicured gardens. Immerse yourself in the rich culture and heritage of the estate through art exhibitions and festivals. Discover the beauty of the mountains on horseback or take a guided tour to learn more about this architectural masterpiece. Biltmore Estate offers a truly immersive and cultural experience.

Where to stay in Cumberland Gap

Get ready for an unforgettable outdoor vacation in Cumberland Gap, Tennessee! With its close proximity to the river, you can enjoy activities like fishing, kayaking, and swimming. The surrounding mountains offer breathtaking hiking trails, perfect for exploring the area's natural beauty. And don't forget about the historical significance of Cumberland Gap, which played a crucial role in American history. After a day of adventure, unwind in downtown Middlesboro, just a short drive away, where you can find charming shops, delicious dining options, and a friendly atmosphere. Get off the beaten path and discover the hidden gems of Cumberland Gap!

  1. Reliance: Reliance is a charming city that offers a unique outdoor experience for families. Known for its beautiful natural surroundings, Reliance is the perfect destination for hiking, camping, and fishing enthusiasts. The city is nestled in the heart of the Appalachian Mountains, providing breathtaking views and a tranquil atmosphere. Families can explore the nearby Cherokee National Forest, which offers a variety of recreational activities such as horseback riding and wildlife spotting. Additionally, Reliance is home to the Hiwassee River, where families can enjoy kayaking, tubing, and picnicking along the riverbanks. With its scenic beauty and outdoor adventures, Reliance is an ideal spot for a memorable family vacation.
  2. Tiprell: Tiprell is a hidden gem that offers a unique outdoor experience for families. Situated in close proximity to Cumberland Gap National Historical Park, Tiprell provides a wealth of opportunities for hiking, biking, and exploring nature trails. Families can embark on the Wilderness Road Trail, which takes them through historic sites and offers stunning views of the surrounding mountains. Tiprell also boasts a vibrant local community, with opportunities to visit local farms and participate in agricultural activities. The town's warm and welcoming atmosphere, coupled with its natural beauty, makes Tiprell a must-visit destination for families seeking an outdoor vacation.

Best times to go to Cumberland Gap

The travel seasons of Cumberland Gap

Trips to Cumberland Gap show no change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.

Cumberland Gap has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 75.2 degrees Fahrenheit. The wettest month in Cumberland Gap is July, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January34.9°F (1.6°C)Light RainMostly Cloudy
February39.6°F (4.2°C)Light RainMostly Cloudy
March47.3°F (8.5°C)Light RainMostly Cloudy
April56.1°F (13.4°C)Light RainMostly Sunny
May64.9°F (18.3°C)Light RainMostly Sunny
June72.3°F (22.4°C)Light RainMostly Sunny
July75.2°F (24.0°C)Light RainMostly Sunny
August73.8°F (23.2°C)Light RainMostly Sunny
September68.4°F (20.2°C)Light RainMostly Sunny
October57.4°F (14.1°C)Light RainMostly Sunny
November46.2°F (7.9°C)Light RainMostly Sunny
December40.5°F (4.7°C)Light RainMostly Cloudy

Food and dining in Cumberland Gap

When visiting Cumberland Gap, Tennessee, you'll find a variety of delicious local cuisines to satisfy your taste buds. One popular restaurant in the area is Angelo's, a highly rated Mediterranean Italian restaurant. They offer a diverse menu with flavorful dishes that will surely please any food lover. Additionally, you can explore other good restaurants in the neighborhood, such as Huddle House, Tiny Town, and Shades Cafe, each offering their own unique culinary experiences. Whether you're craving Italian cuisine, traditional American fare, or something in between, Cumberland Gap has a range of options to delight your palate.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation. Utilize our family-friendly badge to find hotels that offer additional amenities for children. Moreover, our custom filters assist you in selecting hotels closest to popular attractions, providing enhanced cleaning services, all within your budget range.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. In pursuit of this goal, we will assist you in finding and planning your ideal trip. We offer transparent pricing, reliable reviews, and 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Cumberland Gap?

Save money on your trip to Cumberland Gap by visiting during the less popular season from November to January. Take advantage of bundle deals by combining your flights, hotel, and car bookings for a discounted price. Enjoy inexpensive local activities such as walking along the river, exploring the historical sites, and dining at budget-friendly restaurants. Cumberland Gap offers a range of affordable options for your family to enjoy while staying within your travel budget.

Frequently asked questions

What are the top kid-friendly hotels in Cumberland Gap?
Family trips are where wonderful memories are made, but traveling with little ones can be a challenge. These kid-friendly Cumberland Gap hotels offer perks that aim to keep old and young alike relaxed and happy: The Olde Mill Inn Bed & Breakfast will help make your adventure the most memorable one yet. It features a range of conveniences aimed at families, such as complimentary breakfast and free WiFi. Alternatively, spend your Cumberland Gap getaway at 1928 Home in the heart of Cumberland Gap. Take advantage of animal viewing activities, shopping facilities and more here.
Where can I find cheap hotels in Cumberland Gap?
At Travelocity you’ll find really nice hotels in Cumberland Gap at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cumberland Gap rather than in Cumberland Gap. We may find you even better rates, too.
How do I find the best Cumberland Gap hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Cumberland Gap then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cumberland Gap?
The cheapest hotel in Cumberland Gap is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cumberland Gap?
There are 411 hotels in Cumberland Gap on Travelocity.
What are the best hotels in Cumberland Gap?
Cumberland Gap has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cumberland Gap for you!
When is the best time to visit Cumberland Gap?
If you want the joy of a fun-filled trip in peak season, visit Cumberland Gap during March, September and October. If you’d prefer the peace of off-season, book a stay during quieter months, such as January, June and December.
When is the cheapest time to stay in Cumberland Gap?
Based on historic data is usually the cheapest month to visit Cumberland Gap. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cumberland Gap?
There are multiple hotels in Cumberland Gap that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cumberland Gap. We have plenty of kid-friendly hotels in Cumberland Gap to choose from on Travelocity!
Why book a hotel in Cumberland Gap through Travelocity?
Because we have the top hotels in Cumberland Gap! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cumberland Gap on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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