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    Dewey's Bar & Grill

    3.5 (4 reviews)
    Closed 1:00 pm - 8:00 PM

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    Bank 253 - Chicken Tenders and Tater Tots

    Bank 253

    3.4(77 reviews)
    18.9 mi
    $$

    In town for a concert and looking for somewhere to escape the bad weather and figured we'd grab a…read morequick bite close to the hotel within walking distance. Lucky for us we came upon Bank 253. Very welcoming from the moment we stepped in. Our server was super nice, I can't remember her name but she was really pretty & brunette with tats. Awesome service from start to finish! My husband and I ordered the fried cheese sticks to start and we were shocked when she set the basket down. Such a huge portion, which we didn't complain lol hot and super cheese pull! Really yummy! After we scarfed those down we each ordered the bacon cheeseburger. Can I just say... one of the best burgers I've had in a long while!! The bacon crumbles were super smokey and the burger... omgosh so big and juicy! Perfect medium rare cook! Bun held up nicely for such a big burger patty. Loved seeing the crinkle fries! You don't see those often and they're our fave! Cooked golden brown but not overcooked. The only complaint is my husband wasn't a fan of the sweet tea but it didn't ruin the meal by any means. Everything was great and we're glad we walked through those doors. Would definitely stop back in if we ever find ourselves visiting Pikeville for a concert again.

    Went on a weekday evening. They have an jndoor and covered outdoor option. Sat in a booth, watched…read moresome TV. Ordered their Philly steak sandwich but felt it was a bit dry. Fries were good. Loved the fried green tomatoes! Laid back environment, quiet. Friendly, quick, attentive service. Noticed locals, families. Near the school and Hampton inn.

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    Bank 253 - Fleet details

    Fleet details

    Bank 253 - Fried green tomatoes

    Fried green tomatoes

    Bank 253

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    145 Roadhouse - Tater Skins.

    145 Roadhouse

    4.0(34 reviews)
    45.1 mi

    The food was delicious. The service was outstanding. The prices were fair. The best meal we had in…read morethe Red River Gorge area. We kept driving further out and this was less than a half mile from where we stayed. Drinks were delicious as well. I would recommend this establishment to anyone.

    We didn't have a ton of options in this area, but we could have done worse than 145 Roadhouse. My…read moretop-tier chum who literally went to the school of hospitality and I stopped by here for dinner last Wednesday on a pretty muggy, rainy evening on our way from the SE Appalachia section of KY to Irvine, KY. It was conveniently located right off 15, and despite the meh weather, the place was easy to spot largely because there were a lot of cars in the parking lot - a compliment to the restaurant and its food, or the only game in town? Based on our experience, probably a little bit of both. Definitely does have the roadhouse vibes; it's very spacious and kind of dark in there, with a bar to the right of the entrance and the vast majority of the acreage dedicated to a large dining area on the left. We were seated immediately and after the meal took advantage of the cool map situation by the bathrooms where, if you requested a pushpin from one of the employees, you placed it on the map to show where you came from. Already oodles of NJ representatives on there, which is unsurprising. The random North Dakota pushpin was a bit of a shock, but I guess they travel too. The menu was pretty large but I was immediately drawn to the Fried Catfish w/ Hush Puppies entree, along with the tater skins app, which our waitress went out of her way to compliment. The Catfish was decent; as you can see from the accompanying picture, it was a huge portion and I took a sizeable chunk of it to go (where I think I eventually threw it out because it's not really road trip friendly). Coincidentally (or not, given where we were in the country) I'd had some hush puppies the night before at a hotel in Blacksburg, VA, and these were better. Those others were over-fried but also had mac and cheese stuffed in them, so these basically had better texture but not as much flavor. The mac and cheese was a real low point, unfortunately. Not dissimilar to the hush puppies, they were super tasteless and a bit watery. They had a bit of breading/crumb topping, but it really didn't do anything to improve the situation - definitely something for them to work on. The taters were just okay; usually the issue with them is that they're in the deep fryer for too long (which is not an issue for a lot of people, I suspect), but these I thought actually weren't cooked enough. The interiors were a little tough so the potatoes could have used a little more time in the oven or fryer. Service was solid. Our waitress was very nice and happily contributed her thoughts/opinions on different items of the menu, which my chum loves to seek out when we're in a new, unfamiliar place. I was starting to get a little tired by this point in the day so it was nice to have efficient, quick turnaround times for everything. The prices were decent as well, which probably isn't too surprising given that we were still pretty far away from Lexington and other, more populated areas. This was fine for what it is, and my preference is always to go local when you're traveling through small town USA in lieu of the chains. This wasn't incredible, but we enjoyed our time here and left a literal physical reminder of our time here with the aforementioned pushpin.

    Photos
    145 Roadhouse
    145 Roadhouse - Halsey's Ribeye, Brussel sprouts, roll

    Halsey's Ribeye, Brussel sprouts, roll

    145 Roadhouse - Extensive bourbon collection (this is Kentucky after all)

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    Extensive bourbon collection (this is Kentucky after all)

    Billy Rays - Poolroom Cheeseburger

    Billy Rays

    4.0(78 reviews)
    3.5 mi
    $

    Billy Ray's Restaurant in Prestonsburg is the kind of place that instantly reminds you why local,…read morefamily-owned restaurants still matter. From the moment you walk through the doors on North Front Street, you're greeted with genuine Appalachian hospitality--warm, unpretentious, and welcoming in the best possible way. The food is classic comfort done right. Portions are generous, flavors are bold, and everything tastes like it was made with care rather than rushed out of a kitchen. The home-style cooking is the real star here--savory meats, perfectly cooked sides, and that unmistakable "down-home" flavor that keeps locals coming back and first-timers planning their return before they've even paid the bill. Nothing feels overworked or trendy--just honest, satisfying food that hits the spot every time. The wait staff and service at Billy Ray's is consistently friendly and attentive without being intrusive. The staff treats you like a regular, even if it's your first visit, and that personal touch elevates the entire dining experience. You never feel rushed, and questions about the menu are met with enthusiasm and helpful recommendations. The atmosphere is relaxed and comfortable, making it ideal for families, friends, or a casual lunch stop while passing through town. It's clean, well-kept, and full of local character--exactly what you want in a small-town restaurant. If you're in Prestonsburg and want a meal that's filling, flavorful, and genuinely satisfying, Billy Ray's Restaurant is a must-visit. This is Eastern Kentucky dining at its finest--simple, hearty, and done with heart . Just a shame we couldn't fit in any of the delicious cakes! Next time! Thanks for a wonderful Diner experience.

    We took our large group of 20 people there last week on Saturday night. The waitress was very…read morefriendly with fast service considering the large size of our group! The food was delicious as always - I had the open face roast beef with mashed potatoes and gravy! My friend had the special for the night - Meatloaf! She loved it!

    Photos
    Billy Rays - Kentucky scenery

    Kentucky scenery

    Billy Rays - They said they put bread in their burger meat I tried it and so did Bryan it was gross.

    They said they put bread in their burger meat I tried it and so did Bryan it was gross.

    Billy Rays - Tons of desserts!

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    Tons of desserts!

    Dewey's Bar & Grill - breakfast_brunch - Updated September 2026

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