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Restaurants near Labrot & Graham's Old Oscar Pepper Distillery

Discover the historic charm of Labrot & Graham's Old Oscar Pepper Distillery, a landmark steeped in tradition and bourbon heritage. Where to Eat Near Labrot & Graham's Old Oscar Pepper Distillery? The dining scene near this iconic distillery is vibrant and diverse, offering something for every palate. Options range from upscale steakhouses serving USDA Prime cuts and fresh seafood to casual eateries with a focus on farm-to-table concepts featuring locally sourced ingredients. If you're in the mood for a relaxed atmosphere, you can find lively taverns showcasing classic American fare or try your hand at authentic Southern cuisine. After exploring the distillery, enjoy your meal while soaking in the rich cultural ambiance of the area. With such a variety of culinary experiences available, you're sure to find the perfect spot to satisfy your cravings.
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131 restaurants available nearby

How are Featured results ranked

A photo of Heirloom - Midway restaurant
1. Heirloom - Midway
4.8
Exceptional(2507)
€€€€
• Contemporary American • Midway
Booked 19 times today
Nestled in the heart of Kentucky horse country, Heirloom is just 20 minutes from downtown Lexington and Keeneland, offering a unique fine dining experience rooted in eclectic contemporary cuisine. Heirloom proudly cooks without the use of seed oils and features an extensive boutique wine list curated to complement every dish.Recognized for excellence year after year, Heirloom has received the OpenTable Diners’ Choice Award consecutively for the past 15 years and was named one of OpenTable’s “Top 100 Restaurants in America” in 2016. Additional accolades include “Best New Restaurant in the State of Kentucky” by The Lane Report and “Best Fine Dining Restaurant in the Lexington Area” by Kentucky Monthly Magazine.Whether celebrating a special occasion or enjoying an evening in the Bluegrass, Heirloom delivers an exceptional dining experience defined by hospitality, creativity, and quality.
A photo of Cypress & Oak restaurant
2. Cypress & Oak
4.5
Awesome(413)
€€€€
• Steakhouse • Frankfort
Booked 14 times today
A high-end steakhouse with an unparalleled dining experience marries traditional elegance with modern sophistication. The restaurant exudes a classic steakhouse vibe with an open kitchen layout and an ambiance rich with dark wood and jewel tones. With 66 seats in the main dining room and bar, 32 in a private rentable dining room, and 30 on the outdoor patio, Cypress & Oak offers versatile dining options for both intimate gatherings and larger events.
A photo of Tony's of Lexington restaurant
3. Tony's of Lexington
4.8
Exceptional(5636)
€€€€
• Steakhouse • Lexington
Booked 71 times today
Tony's of Lexington is the perfect mixture of an eclectic urban feel, traditional southern charm, and unparalleled service.(859) 955-TONY (8669)
A photo of Black Squirrel restaurant
4. Black Squirrel
4.7
Exceptional(89)
€€€€
• Breakfast • Versailles
Booked 5 times today
Led by award-winning Executive Chef Cole Arimes and Chef de Cuisine Olivia Jackson, Black Squirrel serves modern Southern comfort food paired with warm, “feels like home” hospitality and attentive service.Housed in a beautifully restored 1860s brick landmark on downtown Versailles' charming Main Street, our restaurant offers breakfast and lunch inspired by locally sourced ingredients and regional flavors. From early-morning breakfasts to leisurely lunches enjoyed in a space rich with history, Black Squirrel invites guests to gather, savor, and celebrate the best of Kentucky cuisine.
A photo of Castle Farm restaurant
5. Castle Farm
4.5
Awesome(4348)
€€€€
• Contemporary American • Lexington
Booked 47 times today
Celebrate locally sourced ingredients and cuisine inspired by Kentucky at Castle Farm, a farm-to-table restaurant tucked inside the stunning interior of The Kentucky Castle. At Castle Farm you'll enjoy delicious, locally sourced ingredients prepared with great culinary expertise by our chefs. Castle Farm Restaurant can accommodate parties of 12 or less. For parties larger than 8, please call to reserve a table. (859) 256-0322. Menu availability subject to change.
A photo of Carson's on Main restaurant
6. Carson's on Main
4.8
Exceptional(7284)
€€€€
• American • Lexington
Booked 127 times today
"Carson's on Main" is the original flagship restaurant for Carson's Restaurants (founded Dec. 5, 2016) and is located in historic downtown Lexington.Carson's features exciting chef-driven recipes and hand-crafted cocktails that combine rustic refinement with classic Kentucky elegance in a casual, yet comfortable atmosphere- Making it the perfect place to celebrate a birthday, go on that first date, a meal before a show at Rupp Arena/Lexington Opera House, or just to stop in for a quick bite at the bar!Carson's Restaurants are multi-year winners of OpenTable's "Diners' Choice" (2017,18,19,20,21,22,23,24,25, & 26) and were included in RestaurantNews 'Top 100 Restaurants in America 2018'. We can't wait to welcome you!
A photo of Carson's Back Porch restaurant
7. Carson's Back Porch
4.8
Exceptional(325)
€€€€
• American • Lexington
Booked 60 times today
Step into Carson’s Back Porch—exposed brick walls, the soft glow of chandeliers, flickering copper lanterns, and plush tufted booths create the feeling of a Charleston porch brought indoors! Featuring a more refined "up-scale" dining experience featuring a new menu (with a few of Carson's Classics). Sit back, take it easy, and remember... the weather is always perfect on the Back Porch!"Carson's Back Porch" is the newest concept and location for Carson's Restaurants and is located in historic downtown Lexington (behind the original "Carson's on Main").Carson's Restaurants are multi-year winners of OpenTable's "Diners' Choice" (2017,18,19,20,21,22,23,24,25, & 26) and were included in RestaurantNews 'Top 100 Restaurants in America 2018'.
A photo of OBC Kitchen restaurant
8. OBC Kitchen
4.8
Exceptional(5219)
€€€€
• American • Lexington
Booked 88 times today
OBC Kitchen is a local, chef-driven restaurant that houses an extremely rare bourbon collection, eclectic craft beer selection, and extensive wine list. Centuries-old local barn wood surrounds guests as they enjoy high-quality, distinctive dishes in a pub-like atmosphere. Indulge in chef-driven dishes and seasonal favorites. Enjoy brunch favorites, Bloody Marys, and mimosas on Saturday and Sunday. The passionate staff fosters a spirit of hospitality and Kentucky heritage. OBC Kitchen was named after the counties that eventually became Kentucky; “Old Bourbon County” was stamped on bourbon barrels that floated down the Mississippi from Kentucky and became synonymous with the best bourbon in the U.S.
A photo of Holly Hill Inn restaurant
9. Holly Hill Inn
4.7
Exceptional(1470)
€€€€
• Farm-to-table • Midway
Booked 17 times today
Enjoy a unique dining experience at Holly Hill Inn, where our seasonal prix fixe menu is filled with dishes created from locally raised ingredients and heritage Kentucky foodstuffs.Relax in an art-filled dining room and savor a leisurely meal, enhanced by an award-winning wine list, craft cocktail menu, and curated bourbon collection. Our culinary team is led by founder and chef Ouita Michel and culinary director and executive chef Tyler McNabb.Reservations for each service are limited so that guests may enjoy their time with us to the fullest. If you're dining with a party of more than six, please email hollyhillmidway@aol.com or call 859-846-4732 so we may assist with your reservation.Holly Hill Inn has been featured in The New York Times, Garden and Gun, Wine Spectator and Southern Living. For more information, visit www.hollyhillinn.com. To receive our newsletter and explore recipes and stories, visit www.hollyhillandco.com.
A photo of Jeff Ruby's Steakhouse - Lexington restaurant
10. Jeff Ruby's Steakhouse - Lexington
4.8
Exceptional(7064)
€€€€
• Steakhouse • Lexington
Booked 113 times today
Since opening in 2019, Jeff Ruby’s Steakhouse has quickly become a Lexington landmark, proudly welcoming guests to celebrate life and enjoy the best total dining experience the city has to offer. The restaurant celebrates Lexington heritage and bluegrass hospitality, with nods to horse racing, bourbon, and Kentucky sports legends throughout its design. Conveniently located downtown close to Rupp Arena, it’s the perfect backdrop for an upscale, energetic, and elegant night out in Lexington. Savor the Jeff Ruby Experience at this family-owned and operated steakhouse, featuring USDA Prime Steaks, raw bar & sushi, extensive wine lists, awe-inspiring Art Deco décor, live entertainment, and impeccable service. Guests enjoy favorites like the Ruby Roll, Freddie Salad, dry-aged Cowboy Steak, Jeff Ruby’s Baked Macaroni & Cheese, and the famous Butter Pie. Private dining options are also available to elevate any occasion. Learn more at JeffRuby.com.

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See what locals rave about

From verified diners like you
From verified diners like you
  • KATE
    Tampa / Central Florida West •5 reviews
    5.0
    Dined 1 day ago
    What a lovely restaurant. Stopped off here for lunch after finishing a distillery tour. The restaurant has a great ambiance and the waiting staff were excellent. I had the special fried chicken sandwich with fries and my husband had the Philly cheesesteak sandwich with Mac ‘n’ cheese. Both were delicious. We’ll certainly pay another visit.
    More info
    Black Squirrel$$$$• Breakfast• Versailles
    •
    4.7
  • JeffGold
    San Francisco Bay Area •31 reviews
    5.0
    Dined 4 days ago
    As always, the food and service were first class.
    More info
    Cypress & Oak$$$$• Steakhouse• Frankfort
    •
    4.5
  • Phoebe
    1 review
    5.0
    Dined 5 days ago
    We had a great experience with Dominic!!! Great personality and hospitality extended way above our expectations!! We decided to change our anniversary restaurant from just this night. Will be requesting him as our server every time from now on!
    More info
    Tony's of Lexington$$$$• Steakhouse• Lexington
    •
    4.8
  • Denise & SteveGold
    Greater Boston •29 reviews
    5.0
    Dined 7 days ago
    Everything was great. Always a treat to have Gretchen as our server! One of our guests was vegetarian and they accommodated her easily! Fall cocktails yummy as well!
    More info
    Heirloom - Midway$$$$• Contemporary American• Midway
    •
    4.8
  • Steve
    Houston •1 review
    5.0
    Dined 7 days ago
    Steak was amazing and service was great both in the bar and dinning area.
    More info
    Castle Farm$$$$• Contemporary American• Lexington
    •
    4.5

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