1
Conley's Drive-In Restaurant
American restaurant
👍👍 I hadn't stopped here in many years. This is a drive up & employee comes and takes your order at your car, I ordered corndog/dipdog, onion rings, & cherry coke. My friend ordered ham & cheese sandwich, crinkle fries, & coca cola to drink. All the food was tasty & fresh. The onion rings tasted homem...
$ $$$
4.70 (502 reviews)
2
Shades Café & Steakhouse
Steak house
👍👍 If you come here, I would suggest the Grilled Salmon. Their sides are very tasty. I love the sautéed Brussel Sprouts and the sweet potato casserole. The bartender is phenomenal and makes the best Cosmopolitan around.
$$ $$
4.60 (777 reviews)
6
Cumberland avenue La Esperanza
Mexican restaurant
😠 Terrible customer service! Me and two friends ordered food take-out. Two of us ordered a meal and one ordered cheese sauce. We asked for two bags of chips since there was 3 of us eating, and they said only one bag per order. I said the cheese sauce comes with a bag of chips and rudely they said “on...
$$ $$
4.60 (329 reviews)
7
La Esperanza Mexican Restaurant
Mexican restaurant
👍👍 Passing through Middlesboro and stumbled upon La Esperanza. What a gem! Delicious lunch (steak fajitas), friendly service, outstanding price.
$$ $$
4.50 (468 reviews)
8
GameStop
Video game store
Chain retailer offering new & used video games, plus consoles, controllers & related gear.
$$ $$
4.50 (277 reviews)
9
King Donuts 2
Donut shop
👍👍 Awesome donut shop in Middlesboro! Came here for the first time today. Service was excellent. Staff was very friendly. They have a special where if you get a dozen donuts you get 2 free. Tried the donuts and the breakfast croissants. Everything was great.
$ $$$
4.80 (116 reviews)
10
Sleep Inn & Suites
Hotel
Contemporary rooms in a casual hotel offering a fitness room, plus hot breakfast & Wi-Fi.
4.40 (406 reviews)
11
New China Express
Chinese restaurant
🫤 This is a very poorly maintained location, and the quality standards extend from food to facility. Do not recommend this location and less significant upgrades and standards are raised.
$ $$$
4.40 (347 reviews)
12
Pelancho's
Mexican restaurant
Mexican eatery & bar serving traditional meals & margaritas in a colorful, hacienda-themed space.
$ $$$
4.30 (662 reviews)
13
Su Taco Casa
Mexican restaurant
Branch of a Texas-based chain serving casual Mexican fare such as tacos, burritos & nachos.
$ $$$
4.40 (309 reviews)
14
Yamato's Japanese Steakhouse
Japanese steakhouse
👍👍 Great sushi and pad Thai! So glad to see a tasty Asian food place in Middlesboro! Worth a try if you’re heading through Cumberland Gap area!
$$ $$
4.40 (294 reviews)
16
Big Lots
Discount store
Chain selling a range of products such as housewares, grocery items & furniture.
$ $$$
4.30 (421 reviews)
17
Save A Lot
Grocery store
Discount supermarket chain carrying brand-name & private-label grocery items.
4.30 (384 reviews)
18
Ike's Artisan Pizza
Pizza restaurant
👍👍 A hidden gem away from all the fast food glut. Delightfully beautiful bar area that kept the feel of old downtown dining. The Beltline pizza was simple but wonderfully delicious. The crust has the perfect amount of char without being like a cracker and thankfully not greasy. No flavor dominated whi...
$$ $$
4.40 (194 reviews)
19
El Mariachi Mexican Grill
Mexican restaurant
👍👍 Delicious food and servers were friendly, helpful, and punctual with food delivery. Price seemed fair for the quality of food. Will definitely eat there again!
$$ $$
4.20 (588 reviews)
20
Lee's Famous Recipe Chicken
Chicken restaurant
Counter-service chain offering honey-dipped chicken, biscuits & other comfort food.
$ $$$
4.20 (326 reviews)