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5 Top Hole-in-the-Wall Lexington Restaurants

5 Top Hole-in-the-Wall Lexington Restaurants

5 Top Hole-in-the-Wall Lexington Restaurants

These five top hole-in-the-wall Lexington restaurants, with its rich culinary tapestry, offers a delightful array of top tucked-away restaurants that promise to captivate the senses and leave lasting impressions on discerning diners. From the authentic Kentucky flavors of Ramsey’s Diner and Tolly-Ho Restaurant to the Southern charm and seafood delights at Windy Corner Market and Smithtown Seafood, and the intimate dining experience at The Grey Goose, each of these hidden gems unveils a unique facet of the city’s gastronomic landscape.

While we’ve explored these five hole-in-the-wall Lexington restaurants, it’s essential to remember that Lexington’s culinary journey doesn’t end here. The city is teeming with numerous more hole-in-the-wall Lexington restaurants waiting to be discovered. As you traverse the streets of Lexington, keep your eyes open for charming establishments tucked into quaint corners, unassuming buildings, or hidden alleys. These hidden treasures are just waiting to be uncovered, offering a diverse range of cuisines, flavors, and atmospheres that cater to every palate and preference. This is why these are some of the great hole-in-the-wall Lexington restaurants that are waiting for you to discover them. This list is in no particular order.


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1) Ramsey’s Diner

Ramsey’s Diner is one of the top hole-in-the-wall Lexington restaurants, known for its delicious comfort food and warm, welcoming atmosphere. This family-owned and operated restaurant is situated in the heart of Lexington, making it a favorite spot for locals and visitors alike.

One of the standout dishes at Ramsey’s Diner is their famous “Hot Brown.” This Kentucky classic is a delectable open-faced sandwich featuring turkey, bacon, and tomatoes, smothered in a rich Mornay sauce, and baked until golden and bubbly. The combination of flavors and textures in the Hot Brown makes it an absolute must-try when dining at Ramsey’s.

Main Menu Items:

1. “Country Fried Steak”: This hearty dish features a tender, breaded steak, deep-fried to perfection and topped with creamy country gravy. Served with a side of fluffy mashed potatoes and buttery corn, it’s a soul-satisfying meal that brings comfort food to a whole new level.

2. “Kentucky Hot Brown Burger”: Putting a unique twist on their signature dish, Ramsey’s Diner offers a mouthwatering Kentucky Hot Brown Burger. It combines all the flavors of the classic Hot Brown into a juicy burger, complete with turkey, bacon, tomatoes, and that irresistible Mornay sauce. Served with seasoned fries, it’s a burger experience unlike any other.

3. “Fried Chicken and Waffles”: Ramsey’s takes a Southern favorite to new heights with their Fried Chicken and Waffles. Crispy, succulent fried chicken is served on a bed of fluffy waffles, accompanied by maple syrup and a dollop of creamy butter. The sweet and savory combination makes this dish a standout on the menu.

Customer Reviews:

“Ramsey’s Diner is an absolute gem hidden in Lexington! The Hot Brown is out of this world, and the cozy atmosphere makes it the perfect spot for a family dinner. I can’t wait to return!”

“The Country Fried Steak at Ramsey’s is hands down the best I’ve ever had. The breading is perfectly crispy, and the gravy is just heavenly. Highly recommend this place if you want a taste of authentic Southern comfort food.”

“What a delightful find! The Kentucky Hot Brown Burger was a revelation – a brilliant fusion of flavors that left me wanting more. Friendly staff and a homely ambiance added to the overall experience.”

Ramsey’s Diner stands tall as one of the top hole-in-the-wall Lexington restaurants. This family-owned and operated gem offers a warm and inviting environment for patrons to indulge in mouthwatering comfort food. The signature Hot Brown is a highlight, showcasing the restaurant’s dedication to blending traditional Kentucky flavors into innovative and delightful dishes. They are one of the best hole-in-the-wall Lexington restaurants.

Whether you’re savoring their Country Fried Steak, relishing the unique Kentucky Hot Brown Burger, or enjoying the scrumptious Fried Chicken and Waffles, Ramsey’s promises a culinary journey that will keep you coming back for more. So, if you’re in Lexington and seeking a memorable dining experience, don’t miss the chance to discover the charms of Ramsey’s Diner and savor the true essence of Southern hospitality and cuisine. They rank high among the best hole-in-the-wall Lexington restaurants for good reasons.


2) Tolly-Ho Restaurant

Tolly-Ho Restaurant is one of the top hole-in-the-wall Lexington restaurants, offering a delightful blend of American diner classics and comfort food. Located in the heart of the city, this family-owned and operated establishment has been serving the community for generations, making it a popular spot for locals and visitors alike.

One of the standout dishes at Tolly-Ho Restaurant is their legendary “Ho Burger.” This mouthwatering burger features a juicy, flame-grilled beef patty topped with melted American cheese, crispy lettuce, ripe tomatoes, sliced onions, pickles, and their special Tolly-Ho sauce – a secret recipe that adds a burst of flavor. Served on a soft, toasted bun, the Ho Burger is a true representation of classic American comfort food.

Main Menu Items:

1. “The Classic Breakfast Platter”: This hearty breakfast option includes two fluffy scrambled eggs, perfectly cooked bacon or sausage links, golden hash browns, and a choice of toast or fluffy pancakes. It’s a favorite among early morning diners and provides a satisfying start to the day.

2. “Ho-Style Chili Cheese Fries”: For those seeking a indulgent and flavorful treat, Tolly-Ho’s Ho-Style Chili Cheese Fries are a must-try. Crispy, golden fries are smothered in their homemade chili, topped with a generous amount of shredded cheddar cheese, and garnished with chopped onions. It’s a deliciously messy delight that keeps customers coming back for more.

3. “Fried Chicken Sandwich”: Tolly-Ho’s Fried Chicken Sandwich is a crispy and tender delight. A succulent fried chicken breast is served on a buttery brioche bun with lettuce, pickles, and their signature Tolly-Ho sauce. It’s a satisfying option for lunch or dinner, and the flavors are simply irresistible.

Customer Reviews:

“Tolly-Ho is the hidden gem of Lexington! The Ho Burger is legendary for a reason – it’s juicy, flavorful, and utterly addictive. The friendly atmosphere and nostalgic vibe make it a must-visit spot in town.”

“I had the Classic Breakfast Platter and it was amazing! The eggs were perfectly fluffy, and the bacon was crispy – just the way I like it. The service was excellent, and I can see why this place is a local favorite.”

“If you’re craving comfort food, Tolly-Ho is the place to be. Their Ho-Style Chili Cheese Fries are a game-changer! I loved every messy bite. Can’t wait to try more items from their menu.”

Tolly-Ho Restaurant, one of the top hole-in-the-wall Lexington restaurants, stands as a testament to the rich culinary heritage of American diners. This family-owned and operated establishment brings together classic comfort food, warm hospitality, and a nostalgic ambiance that keeps customers coming back for more. From their legendary Ho Burger to the indulgent Ho-Style Chili Cheese Fries, Tolly-Ho offers a delightful array of dishes that cater to diverse tastes. They are one of the popular hole-in-the-wall Lexington restaurants.

Whether you’re starting your day with The Classic Breakfast Platter or savoring their scrumptious Fried Chicken Sandwich, the restaurant ensures that each visit is filled with hearty flavors and a welcoming atmosphere. If you find yourself in Lexington, don’t miss the chance to experience the charms of Tolly-Ho and indulge in the essence of American diner culture. They stand out among the popular hole-in-the-wall Lexington restaurants.


3) Windy Corner Market

Windy Corner Market is one of the top hole-in-the-wall Lexington restaurants, offering a delightful blend of Southern comfort food and a charming countryside ambiance. Nestled in the outskirts of the city, this family-owned and operated restaurant has become a popular destination for locals and visitors seeking a taste of authentic Kentucky cuisine.

The crown jewel of Windy Corner Market’s menu is undoubtedly their famous “Hot Brown Biscuit.” Inspired by the classic Kentucky Hot Brown, this unique twist features a fluffy homemade biscuit topped with layers of turkey, crispy bacon, ripe tomatoes, and a generous drizzle of creamy Mornay sauce. Baked to perfection, this indulgent creation captures the essence of Southern flavors in a single, delectable dish.

Main Menu Items:

1. “Kentucky Country Ham Plate”: A homage to Kentucky’s rich ham tradition, this plate showcases thinly sliced, perfectly cured country ham served alongside stone-ground mustard and homemade biscuits. It’s a delightful combination of sweet and savory that exemplifies the region’s culinary heritage.

2. “Fried Green Tomato BLT”: Putting a delightful twist on a classic, Windy Corner Market offers a Fried Green Tomato BLT that’s a must-try. Crispy, tangy fried green tomatoes are layered with crisp lettuce, juicy slices of bacon, and finished with a zesty herb mayo, all sandwiched between slices of toasted bread. It’s a true taste of Southern comfort with a refreshing twist.

3. “Bourbon Bread Pudding”: For dessert, patrons can indulge in the luscious Bourbon Bread Pudding. This rich and flavorful treat features a velvety bread pudding infused with Kentucky bourbon and topped with a decadent bourbon sauce. It’s the perfect ending to a satisfying meal.

Customer Reviews:

“Windy Corner Market truly lives up to its reputation as one of the top hole-in-the-wall Lexington restaurants. The Hot Brown Biscuit is divine – the biscuit itself is so fluffy, and the Mornay sauce takes it to another level. Wonderful dining experience in the heart of Kentucky.”

“The Kentucky Country Ham Plate was a delightful taste of tradition. The country ham was sliced to perfection, and the biscuits were melt-in-your-mouth delicious. I left with a satisfied appetite and a happy heart.”

“The Fried Green Tomato BLT is a unique twist on a classic, and it’s amazing! The fried green tomatoes added a delightful tang, and the herb mayo was a fantastic touch. I’ll definitely be back for more.”

Windy Corner Market, one of the top hole-in-the-wall Lexington restaurants, stands as a popular gem offering an authentic taste of Kentucky’s culinary heritage. This family-owned and operated establishment welcomes diners with warm Southern hospitality and a rustic countryside setting. Their signature Hot Brown Biscuit, a delightful rendition of the classic Kentucky Hot Brown, is a true highlight, showcasing the restaurant’s commitment to elevating traditional flavors. They are another of the great hole-in-the-wall Lexington restaurants.

From the Kentucky Country Ham Plate to the Fried Green Tomato BLT, each dish is crafted with care, ensuring that visitors experience the essence of Southern comfort in every bite. And to top it all off, the Bourbon Bread Pudding provides a decadent and satisfying conclusion to the meal. For those seeking an immersive culinary journey through Kentucky’s flavors and traditions, Windy Corner Market is the ideal destination, promising an unforgettable dining experience surrounded by the charm of the Bluegrass State. They deserve to be ranked high among the great hole-in-the-wall Lexington restaurants.


4) Smithtown Seafood

Smithtown Seafood is one of the top hole-in-the-wall Lexington restaurants, specializing in fresh and flavorful seafood dishes. Located in a charming corner of the city, this family-owned and operated restaurant has carved a niche for itself, drawing seafood enthusiasts from all around to savor their delectable offerings.

The highlight of Smithtown Seafood’s menu is undoubtedly their renowned “Kentucky Catfish Po’ Boy.” This Southern classic features golden-fried catfish fillets, nestled in a soft and crusty French baguette, and dressed with lettuce, tomatoes, pickles, and a zesty remoulade sauce. The combination of crispy catfish and the flavorful sauce makes this dish a must-try for anyone seeking an authentic taste of Kentucky’s seafood delights.

Main Menu Items:

1. “Shrimp and Grits”: Smithtown Seafood’s rendition of Shrimp and Grits is a delightful marriage of flavors. Plump, succulent shrimp are sautéed in a rich and savory sauce, served over a bed of creamy stone-ground grits, and garnished with scallions. This dish offers a harmonious blend of textures and tastes that leave diners craving for more.

2. “Seafood Platter”: The Seafood Platter at Smithtown Seafood is a true seafood lover’s dream come true. This indulgent platter includes a mouthwatering assortment of perfectly fried shrimp, catfish, oysters, and calamari, accompanied by a side of crispy French fries and coleslaw. It’s a delightful feast that showcases the restaurant’s dedication to fresh and high-quality seafood.

3. “Cajun Seafood Boil”: For those seeking a communal dining experience, the Cajun Seafood Boil is the perfect choice. A generous medley of crab legs, shrimp, crawfish, and corn on the cob, all boiled in a fragrant blend of Cajun spices, unleashing a burst of flavors. It’s a messy and enjoyable feast, best shared with friends and family.

Customer Reviews:

“Smithtown Seafood truly lives up to its reputation as one of the top hole-in-the-wall Lexington restaurants. The Kentucky Catfish Po’ Boy was incredible, and the remoulade sauce took it to a whole new level of deliciousness. Can’t wait to explore more of their seafood offerings.”

“The Shrimp and Grits were absolutely divine! The shrimp were perfectly cooked, and the creamy grits were so comforting. This place knows how to do seafood right.”

“The Seafood Platter was a delightful assortment of flavors and textures. Everything was fried to perfection, and the coleslaw was a refreshing side. A must-visit for seafood lovers!”

Smithtown Seafood stands proudly as one of the top hole-in-the-wall Lexington restaurants, offering a delightful seafood-centric dining experience. As a family-owned and operated establishment, the restaurant exudes warmth and a genuine passion for serving the freshest and most flavorful seafood dishes. From their renowned Kentucky Catfish Po’ Boy to the indulgent Seafood Platter and the communal delight of the Cajun Seafood Boil, each menu item exemplifies the restaurant’s commitment to quality and authenticity. They are one of the leading hole-in-the-wall Lexington restaurants.

Whether you’re in the mood for classic Southern favorites or innovative seafood creations, Smithtown Seafood has something to delight every palate. So, for those seeking an unforgettable seafood journey in the heart of Lexington, look no further than Smithtown Seafood, where the flavors of the sea and Kentucky charm come together to create an exceptional dining experience. They have earned the rank of being one of the leading hole-in-the-wall Lexington restaurants.


5) The Grey Goose

The Grey Goose is one of the top hole-in-the-wall Lexington restaurants, offering an intimate and cozy dining experience. Situated in a charming area of the city, this family-owned and operated restaurant has earned a reputation for its warm hospitality and delicious culinary offerings.

The crown jewel of The Grey Goose’s menu is their celebrated “Bourbon Barrel Filet.” This delectable dish features a tender and succulent filet mignon, dry-aged to perfection, and infused with the rich flavors of Kentucky bourbon. Grilled to the desired level of doneness, this steak is served with a side of roasted vegetables and creamy garlic mashed potatoes, creating an extraordinary culinary experience that captures the essence of Lexington’s culinary heritage.

Main Menu Items:

1. “Southern Fried Chicken Sandwich”: The Southern Fried Chicken Sandwich at The Grey Goose is a mouthwatering delight. Tender, juicy chicken is seasoned, battered, and fried to crispy perfection. It’s then served on a toasted brioche bun, accompanied by zesty pickles, shredded lettuce, and a tangy homemade sauce. This sandwich elevates the classic fried chicken to new heights.

2. “Kentucky Hot Brown Mac ‘n’ Cheese”: Combining two iconic Kentucky dishes, The Grey Goose offers a unique twist with their Kentucky Hot Brown Mac ‘n’ Cheese. This indulgent creation includes creamy macaroni and cheese, topped with slices of turkey, crispy bacon, and juicy tomatoes, all smothered in a rich Mornay sauce. Baked until golden and bubbling, this dish is a delightful marriage of flavors.

3. “Seafood Risotto”: For seafood enthusiasts, the Seafood Risotto is a must-try. This creamy and flavorful dish features a medley of shrimp, scallops, and mussels, perfectly cooked and served atop a bed of luscious saffron-infused risotto. The combination of seafood and risotto makes for a luxurious and satisfying dining experience.

Customer Reviews:

“The Grey Goose is truly one of the top hole-in-the-wall Lexington restaurants. The Bourbon Barrel Filet was out of this world – tender, juicy, and the bourbon infusion added a delightful twist. The ambiance and service made it a perfect evening.”

“The Southern Fried Chicken Sandwich is a winner! The chicken was crispy and flavorful, and the pickles and sauce complemented it perfectly. A hidden gem in Lexington for sure!”

“The Kentucky Hot Brown Mac ‘n’ Cheese was a revelation – two classics in one dish! The flavors were spot on, and it was pure comfort food at its best. Can’t wait to come back for more.”

The Grey Goose, one of the top hole-in-the-wall Lexington restaurants, exudes a warm and inviting ambiance for diners seeking an exceptional culinary experience. As a family-owned and operated establishment, the restaurant prides itself on offering a diverse menu that captures the essence of Lexington’s rich culinary heritage. The Bourbon Barrel Filet, with its delectable bourbon infusion, stands as a testament to the restaurant’s commitment to elevating classic dishes. They are one of the favorite hole-in-the-wall Lexington restaurants.

From the Southern Fried Chicken Sandwich to the inventive Kentucky Hot Brown Mac ‘n’ Cheese and the indulgent Seafood Risotto, The Grey Goose offers a tantalizing array of flavors to satisfy a variety of palates. For those in search of an intimate and memorable dining experience in Lexington, The Grey Goose is undoubtedly a top-notch choice, where every visit promises to be an unforgettable culinary journey. They can definitely be counted among the favorite hole-in-the-wall Lexington restaurants.


Now you know why these are some of the great hole-in-the-wall Lexington restaurants just waiting for you to discover them. However, it’s important to let you know that this is not an exhaustive list of the great hole-in-the-wall Lexington restaurants and that this list is in no particular order.

Whether you’re a local or a visitor, venturing into these lesser-known dining destinations can lead to unforgettable culinary surprises and experiences that define the heart of Lexington’s food culture. So, venture off the beaten path, explore the hole-in-the-wall Lexington restaurants, and savor the tastes and traditions that make the hole-in-the-wall Lexington restaurants truly remarkable. The culinary adventure doesn’t stop here; it’s merely the beginning of an exciting journey of discovery into the hidden culinary gems of this vibrant and dynamic city.


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