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Restaurants near Castlewood Park

Discover the charm of Castlewood Park, a local gem known for its scenic beauty and recreational activities. Where to Eat Near Castlewood Park? The dining scene surrounding Castlewood Park is vibrant and diverse, catering to various tastes. Options range from modern Italian restaurants known for their handmade pastas and reimagined small plates, to cozy American steakhouses serving classic dishes like perfectly grilled steaks and fresh seafood. You'll also find inviting taverns that offer a casual atmosphere alongside hearty pub fare. Whether you're in the mood for a satisfying meal after a day of outdoor fun or a night out with friends, the local eateries promise a delightful dining experience. Enjoy the perfect blend of flavors and atmospheres that make dining near Castlewood Park truly special.
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76 restaurants available nearby

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A photo of Carson's on Main restaurant
1. Carson's on Main
4.8
Exceptional(7295)
££££
• 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
2. Carson's Back Porch
4.8
Exceptional(332)
££££
• American • Lexington
Booked 62 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 Jeff Ruby's Steakhouse - Lexington restaurant
3. Jeff Ruby's Steakhouse - Lexington
4.8
Exceptional(7074)
££££
• Steakhouse • Lexington
Booked 107 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.
A photo of Tony's of Lexington restaurant
4. Tony's of Lexington
4.8
Exceptional(5638)
££££
• Steakhouse • Lexington
Booked 48 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 OBC Kitchen restaurant
5. OBC Kitchen
4.8
Exceptional(5234)
££££
• American • Lexington
Booked 91 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 Millstone restaurant
6. Millstone
4.8
Exceptional(511)
££££
• American • Lexington
Booked 56 times today
Millstone is a casual upscale American restaurant that blends modern flavors with regional influence. We focus on high-quality ingredients, thoughtful presentation, and warm, approachable hospitality — refined but comfortable.
A photo of Frank and Dino's restaurant
7. Frank and Dino's
4.8
Exceptional(2061)
££££
• Italian • Lexington
Booked 55 times today
FRANK AND DINO'SLEXINGTON, KENTUCKYTraditional fine Dining Italian Restaurant open for Lunch and Dinner reservations 7 days a week
A photo of Epping's on Eastside restaurant
8. Epping's on Eastside
4.7
Exceptional(2462)
££££
• Unspecified • Lexington
Booked 32 times today
We're a bit like our hometown: sophisticated, well-traveled, but grounded in our roots. We believe there's nothing more important than taking time to dine well with family and friends in a beautiful space. And we have a passion for all things Bluegrass - curing our meats in-house, supporting the region's diverse farming and food community, and keeping a local-first mindset in everything we do. Epping's is located in a renovated historic building that once held Epping Bottling Works, home to the hustle and spirit of local entrepreneur John G. Epping. Today, we are proud to honor that history and be part of the energy of downtown Lexington's Warehouse Block.
A photo of Dudley's on Short restaurant
9. Dudley's on Short
4.8
Exceptional(2971)
££££
• American • Lexington
Booked 30 times today
Dudley's Restaurant has been a mainstay on the Lexington dining scene since 1981. Centered in the heart of downtown Lexington, Dudley's offers delicious modern American cuisine with an award-winning wine list to match. Food Network has featured Dudley's for the classic Tournedos Maxwell and has been awarded "Best of the South" twice by Southern Living Magazine. Dudley's was recently awarded a Lifetime Achievement award from the KY Department of Agriculture for using KY Proud ingredients in Chef Hannah Coffey's globally inspired menus. Dudley's welcomes guests to enjoy dining in the more casual bar area, formal main dining room, or on the rooftop terrace.**Rooftop seating is per guest request, weather permitting, and availability is Wednesday-Sunday for Dinner Only
A photo of Merrick Inn restaurant
10. Merrick Inn
4.7
Exceptional(5381)
££££
• Regional American (Contemporary Southern) • Lexington
Booked 44 times today
Nestled inside a beautifully preserved pre–Civil War manor house, our restaurant has been a cornerstone of Southern hospitality in Lexington for more than 43 years. Once part of a working thoroughbred farm, the property carries a rich legacy of Kentucky tradition. Today, that heritage lives on through gracious hospitality, elegant surroundings, and a dining experience that reflects the character and charm of the land itself.Our cuisine celebrates elevated Southern tradition, showcasing locally sourced ingredients, seasonal produce, and classic regional flavors reimagined with a modern, fine-dining approach. Each dish reflects both the heritage of the South and the creativity of contemporary culinary craft.From intimate dinners to celebratory gatherings, guests are welcomed with gracious service, thoughtfully curated wines, and a dining experience rooted in history, elegance, and the enduring spirit of Southern hospitality.

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