Find & Book the Best Hotels in Fleming County for 2026

Top Cities in Fleming County

A rural landscape with barns, a silo, and a fenced area.

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Our top choices for Fleming County hotels

A red building with a covered porch, two potted plants, a grill, and a ladder.

1. Beautiful Country Sunsets I

Hillsboro

Simple

￥21,424 total

includes taxes & fees

Nov 4 - Nov 5

A wooden cabin with a porch and a green roof, surrounded by gravel and a wooden fence.

2. Beautiful country sunsets II

Hillsboro

Rebecca M.

￥19,736 total

includes taxes & fees

Dec 2 - Dec 3

3. Quiet Country home, Pet friendly

Wallingford

Julie G.

￥26,484 total

includes taxes & fees

Nov 12 - Nov 13

An outdoor seating area with chairs and a fire pit under string lights.

4. Highland Hideaway - Tons of character, modern updates and art !

Flemingsburg

￥28,156 total

includes taxes & fees

Nov 28 - Nov 29

A covered porch with stone walls, a staircase, and outdoor seating.

5. Spacious Lodge w/ Fire Pit & Hot Tub

Wallingford

Trystan S.

￥96,464 total

includes taxes & fees

Nov 11 - Nov 12

A living room with a brown leather sofa, a wooden coffee table, a patterned rug, and a sign reading 'Echo Hill Farm'.

6. Renovated KY Farmhouse Retreat w/ Pasture Views!

Wallingford

SooJin

A spacious room with a wooden floor, a stone fireplace, a red leather chair, a green armchair, and a grey sofa.

7. Charming country home on 433 acres

wallingford

Maria B.

￥18,472 total

includes taxes & fees

Nov 8 - Nov 9

A wooden deck with a round table and two chairs, a window, and a wooden wall.

8. Lazy Lake Cabin 1! Pet Friendly

Flemingsburg

Donna S.

￥24,797 total

includes taxes & fees

Nov 12 - Nov 13

A gravel driveway leading to a rustic building with a red roof, surrounded by a pond and trees.

9. Lazy Lake Cabin 2!!! Pet Friendly!!

Flemingsburg

Frederick L.

￥26,484 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with white cabinets, a black refrigerator, and a wooden dining table with chairs.

10. 3-bedroom house in charming Morehead near Cave Run and Morehead State

Morehead

￥52,160 total

includes taxes & fees

Nov 3 - Nov 4

A house with a covered porch, wooden steps, and a star decoration on the wall.

11. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Morehead

Debra

￥30,001 total

includes taxes & fees

Nov 18 - Nov 19

A wooden deck with a view of a pond, surrounded by lush greenery and a wooden bridge.

12. Sugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.

Morehead

Amy J.

A spacious kitchen with wooden cabinets, a stone island, and modern appliances.

13. Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14

Morehead

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Top Fleming County Hotel Reviews

Best Western Eagles Inn

8/10 Good

"The EV charger is a game changer for me. My son’s girlfriend goes to Morehead but there are no superchargers within an hour of the school. When we first visited I had to plan a stop in Lexington and then make sure I had enough battery to get back. So much more convenient. The hotel was clean, breakfast was good, The staff was great."

Holiday Inn Express & Suites Mt Sterling North by IHG

10/10 Excellent

"Great Hotel Came to stay one night for a funeral. Me & my best friend had 2 rooms reserved. We call & asked for connecting rooms & due to me having a suite n her having normal room we couldn’t, but we were allowed an early check in at 2pm to help us. Then when we came to actually check in they updated my friend’s room to a suite so we could have a joining rooms. The lady checking us in was so so nice. My room was perfect. I was excited for a hotel WITHOUT CARPET. It makes the room so much cleaner. Huge bathroom with bright lights to get ready. Then they had desk area with a mirror and chair you could sit and get ready too. I was thankful for the ironing board and iron for my dress for funeral. I slept great in the bed. It was an amazing stay. My friends went down for breakfast n sent me pics and were talking about how great it was. They said they had anything you could imagine. I was busy getting ready and had Starbucks door dashed to us. It’s a great area with a lot of little places to go. I stayed in a Hilton in Lexington 6 days last week and I would pick this hotel over that one any day. Thanks for a wonder -quick stop. ."

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

10/10 Excellent

"Val and her husband were very hospitable. I have rented from VRBO many times and have never met the owner of the property but walked in to a list of rules and instructions for checkout. That was not the case with Val's retreat! Even though we did not get in until close to 10pm Val was still there to greet us, gave us a tour of cabin, had our towels on the towel warmer, ensured the hot tub was at a nice relaxing temperature and even had cookies on the kitchen table and snacks with bottled water in the fridge. Oh and I can't forget her husband, Richard already had a fire going in our private fire pit, he even made a fire the following night while we were still out visiting with family. It was so wonderful and defiantly a change to have such and kind welcome. Our oldest daughter is getting married in a year and half and she wants to book both suites and have a bachelorette weekend there. I think we will have to do this for sure. I had mentioned this to Val while we were there so she even took time on Sunday to give us a tour of the other suite. We will defiantly be booking with Val anytime we are in town to visit with family and most likely a bachelorette weekend as well! Thank you Val and Richard!!"

Starway to Heaven Cabin at Red River Gorge - Hot Tub - Great View

10/10 Excellent

"Everything was perfect with this cabin! Tucked away on a dead end road up in the mountains, it offers gorgeous colorful Fall scenic views off the deck with a peaceful silence we would never be able to find at our home in the suburbs of Chicago. Not too far from some fabulous excursions to the Gorge Underground and Natural Bridge. The house is immaculate with very comfortable beds, updated appliances and a luxurious hot tub. I can't say enough about how perfect a pick this was for our long weekend getaway - no negatives!"

The Getaway - Wi-Fi - Pet friendly - New Deck

10/10 Excellent

"We absolutely loved our stay at this cabin! It was cozy, comfortable, and felt just like home. Everything was perfect, from the amenities to the spectacular view. The host was incredibly nice and quick to respond whenever I had a question, which made everything even better. We couldn’t have asked for a better getaway and would definitely recommend this cabin to anyone looking for a relaxing escape. We would happily stay here again!"

Room 1

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Top Cities in Fleming County

Flemingsburg

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Our top choices for Fleming County hotels

1. Beautiful Country Sunsets I

2. Beautiful country sunsets II

3. Quiet Country home, Pet friendly

4. Highland Hideaway - Tons of character, modern updates and art !

5. Spacious Lodge w/ Fire Pit & Hot Tub

6. Renovated KY Farmhouse Retreat w/ Pasture Views!

7. Charming country home on 433 acres

8. Lazy Lake Cabin 1! Pet Friendly

9. Lazy Lake Cabin 2!!! Pet Friendly!!

10. 3-bedroom house in charming Morehead near Cave Run and Morehead State

11. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

12. Sugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.

13. Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14

Top Fleming County Hotel Reviews

Best Western Eagles Inn

Cave Run Red River Gorge Cabin

Holiday Inn Express & Suites Mt Sterling North by IHG

Relax & Recharge in this 2BR/2BA Cottage Retreat located in Morehead, KY

Starway to Heaven Cabin at Red River Gorge - Hot Tub - Great View

Holiday Inn Express and Suites Morehead by IHG

Days Inn by Wyndham Maysville Kentucky

The Getaway - Wi-Fi - Pet friendly - New Deck

Cherokee Cabin Renovated - Cliff & Lake Views - Cave Run Lake & Red River Gorge

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Search Hotels in Fleming County

Change your mind

Treat yourself

Be picky

Top Cities in Fleming County

Flemingsburg

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Fleming County hotels

1. Beautiful Country Sunsets I

2. Beautiful country sunsets II

3. Quiet Country home, Pet friendly

4. Highland Hideaway - Tons of character, modern updates and art !

5. Spacious Lodge w/ Fire Pit & Hot Tub

6. Renovated KY Farmhouse Retreat w/ Pasture Views!

7. Charming country home on 433 acres

8. Lazy Lake Cabin 1! Pet Friendly

9. Lazy Lake Cabin 2!!! Pet Friendly!!

10. 3-bedroom house in charming Morehead near Cave Run and Morehead State

11. Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

12. Sugarloaf Mountain Escape Secluded 3 bedroom, 5 acres, ATV, RV and boat storage.

13. Spacious Farm Stay Near Cave Run Lake & Red River Gorge. Sleeps 14

Top Fleming County Hotel Reviews

Best Western Eagles Inn

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