Romantic Hotels for a Couple's Getaway in Middlesboro (Kentucky)

Holiday Inn Express Middlesboro, an IHG Hotel

Middlesboro - Montana

This hotel in Middlesboro, Kentucky is the perfect place for an overnight stay or extended vacation. Situated near the Abraham Lincoln Museum and Cumberland Gap National Park, guests can explore the local area and enjoy the scenic views. The hotel offers spacious, clean rooms with modern amenities, including a refrigerator and Keurig coffee pot. Guests can also enjoy a complimentary continental breakfast and free Wi-Fi access. After a day of sightseeing, relax in the outdoor pool before heading to the nearby Shaded Cafe & Steakhouse for a delicious dinner. With friendly staff and comfortable accommodations, this hotel offers an ideal home away from home for everyone.

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More Romantic Hotels for a Couple's Getaway near Middlesboro

Hampton Inn Somerset

Somerset - Montana

59 miles from Middlesboro

This Hampton Inn Somerset offers comfortable and clean accommodations and friendly service. Enjoy a free hot daily breakfast and free high-speed internet access, plus a convenient location just 49 minutes from Lake Cumberland. Our rooms are cozy and well-maintained, with comfortable beds and ceiling fans. The staff is friendly and accommodating, and the breakfast stewardess goes above and beyond to ensure you have a good meal. We offer plenty of selections, including gluten-free and dairy-free options. Our staff is also helpful with recommendations and advice about the area. Enjoy a peaceful and quiet stay, with quick and easy check-in and no surprises. We look forward to welcoming you!

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The Willow Rustic, cozy, country cabin with WiFi, Netflix and privacy

Ravenna - Montana

76 miles from Middlesboro

The Willow rustic, cozy, country cabin with WiFi, Netflix and privacy is the perfect place for a getaway. Enjoy the serene landscape, the quiet surroundings and be amazed by the wildlife that can be found nearby. Take advantage of the patio, ping-pong table, gas grill and camp fire. Get cozy with all the amenities like clean, fresh linens, toiletries and kitchen must-haves. Relax with Netflix and popcorn, or take a stroll around the pond. This cabin offers it all and more! With a 24-hour front desk and friendly owners, you'll feel right at home.

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The Denny House

Paint Lick - Montana

79 miles from Middlesboro

The Denny House is a charming 160-year-old mansion situated in the bucolic countryside of Paint Lick, Kentucky. Enjoy a peaceful stay in this historical home, surrounded by beautiful grounds. Experience a step back in time with the period furnishings and decorations. With a variety of amenities including a shared lounge, a garden, air conditioning, flat-screen TVs, and free WiFi, the Denny House is the perfect destination for a getaway. Wake up to a delicious breakfast prepared by the hospitable innkeeper Vicky, who is attentive but not intrusive. Take a day trip to nearby Berea or explore the nearby Fort Boonesborough State Park and Kentucky Music Hall of Fame and Museum. Enjoy a relaxing stay at the Denny House and make memories that will last a lifetime.

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Hampton Inn Winchester KY

Winchester - Montana

99 miles from Middlesboro

This Hampton Inn is the perfect place to stay for your trip to Winchester. Featuring a convenient location just off I-64 and only a 5-minute drive from downtown, it's the ideal spot for a relaxing stay. Enjoy a hot breakfast each morning and take a dip in the outdoor pool. Rooms are updated and comfortable with full size pillows, flat screen TVs, and USB charging ports. As an added bonus, the staff provides water and free snacks, plus there's a complimentary nightly snack from meatballs to chicken fingers. With friendly service and great amenities, Hampton Inn will make your stay in Winchester a memorable one.

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The Lake House A Hidden Gem Sleeps 4

Columbia - Montana

100 miles from Middlesboro

The Lake House A Hidden Gem Sleeps 4 is the perfect destination for couples looking for a peaceful and private getaway. Located in south central Kentucky between Columbia and Greensburg, it is hidden away from the hustle and bustle of everyday life. This charming cabin is nestled beside a small private lake, making it ideal for fishing, sunning, and relaxing. Towels and bed linen are provided, and there are plenty of outdoor areas for gathering. The interior is beautifully decorated and the post and beam construction adds character. The host, Gayle, is kind and accommodating and ensures that guests have everything they need. Perfect for a romantic anniversary trip or a fishing getaway, The Lake House is a hidden gem that won’t disappoint. Key code entry and plenty of privacy make this the perfect place to relax and reconnect.

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Asbury Inn & Suites

Wilmore - Montana

100 miles from Middlesboro

Asbury Inn & Suites is the perfect place to stay for the night or for a longer stay. Located on the campus of Asbury Seminary and across the street from Asbury University, the hotel offers non-smoking rooms, a fitness center, free WiFi, and a shared lounge. The room and bathroom were immaculately clean and comfortable. The manager was friendly and helpful. The breakfast buffet had many delicious options, and the dining area was spacious. Guests can find plenty of restaurants and shops nearby. The staff are accommodating and courteous, and the hotel is exceptionally clean, spacious and quiet. All in all, Asbury Inn & Suites is an ideal place to relax and enjoy your stay.

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Origin Lexington, a Wyndham Hotel

Lexington - Montana

104 miles from Middlesboro

Experience the luxury and comfort of Origin Lexington, a Wyndham Hotel! Located in the heart of Lexington, only 2.4 km from The Mall At Lexington Green, our hotel offers a full suite of amenities, including a fitness centre, free private parking, a restaurant and a bar. Relax in one of our well-appointed guest rooms, or explore the local restaurants, shops and attractions nearby. Whether you're in town for business or pleasure, you'll find everything you need here at Origin Lexington. Enjoy our friendly staff, upscale decor, and delicious breakfast. Plus, we're just a short drive to the airport and the Kentucky Derby. Come stay with us and experience the perfect blend of comfort and luxury!

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Home2 Suites By Hilton Lexington Hamburg

Lexington - Montana

104 miles from Middlesboro

Home2 Suites by Hilton Lexington Hamburg is the perfect choice for your next stay. Located just off I-75, it's convenient to restaurants and shopping. Our 3-star hotel offers air-conditioned rooms with free WiFi, a fitness center and an indoor pool. Enjoy a cozy king suite with a separate sitting area, or opt for a kitchenette. Our beds are comfortable and our sheets are clean. Start your day with a hearty breakfast with plenty of meat options and fresh waffles. Our friendly staff will make your stay even better - and our 12:00 checkout time is an added bonus. Book your stay today!

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Staybridge Suites - Lexington S Medical Ctr Area, an IHG Hotel

Lexington - Montana

105 miles from Middlesboro

Staybridge Suites - Lexington S Medical Ctr Area, an IHG Hotel is the perfect place to stay for your visit to Lexington. Located less than 1km from The Mall At Lexington Green and 7km from The Arboretum, this hotel offers modern suites with fully-stocked kitchenettes, luxurious bedding, two TVs, and complimentary high-speed WiFi. Enjoy the fitness center, shared lounge, barbecue facilities, and free private parking. Get your day started with the delicious complimentary breakfast featuring items such as scrambled eggs, sausage links, bacon, home fries, waffle, coffee, and more. The team of friendly and helpful staff will provide excellent service, from check-in to check-out. Whether you’re here for business or pleasure, you won’t be disappointed with your stay at Staybridge Suites - Lexington S Medical Ctr Area, an IHG Hotel.

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Hampton Inn Lexington Medical Center, KY

Lexington - Montana

106 miles from Middlesboro

Hampton Inn Lexington Medical Center is an ideal destination for guests looking for a comfortable stay close to the University of Kentucky and downtown Lexington. Our contemporary guest rooms are equipped with free WiFi, LCD flat-screen TV with premium movie channels, and a large work desk with ergonomic chair. Enjoy a complimentary hot breakfast buffet each morning, and relax with our friendly staff and exceptional service. Our convenient location is ideal for family visits, church conferences, or attending UK events. For added safety and peace of mind during Covid, each room comes with a seal to let you know that it has been cleaned and is ready for you. We look forward to welcoming you soon!

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TownePlace Suites by Marriott Lexington Keeneland/Airport

Lexington - Montana

107 miles from Middlesboro

Towneplace Suites by Marriott Lexington Keeneland/Airport offers the perfect blend of comfort and convenience. Start your day with a delicious hot or cold buffet breakfast. Then enjoy the great amenities like a fitness centre, free bikes and a shared lounge. The spacious and modern suites are perfect for all kinds of travelers, with a kitchenette, comfortable bed, and roomy bathroom. The friendly staff will make sure you feel right at home, and pet travelers will love the pet-friendly accommodations. All this, plus the hotel's proximity to restaurants, gas stations and other attractions, make it the perfect place for a relaxing and enjoyable stay.

More info in Booking.com