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Restaurants near Castlewood Park

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36 restaurants available nearby

A photo of Jeff Ruby's Steakhouse - Lexington restaurant
1. Jeff Ruby's Steakhouse - Lexington
4.8
Exceptional(5702)
Price: Very Expensive
• Steakhouse • Lexington
Booked 92 times today
Lexington, KY loves its legends and Jeff Ruby's Steakhouse has quickly become one since opening in 2019. Proudly offering nationally-acclaimed U.S.D.A. Prime Steaks, fresh Seafood & Sushi, Impeccable Service, and Live Entertainment, Jeff Ruby's Steakhouse provides the perfect backdrop for an upscale, energetic, and elegant evening on the town. Opulent interiors pay homage to Art Deco luxury while still feeling uniquely Lexington. Hospitality reigns king here and being treated like royalty is a hallmark of our service. Private dining available for intimate gatherings up to larger groups looking to celebrate life. Outdoor dining is a lovely option on our decorated, temperature controlled patio. Delivery, Take Out, and Meal Kit options also available at JeffRuby.com. We can't wait for you to enjoy your next Jeff Ruby Experience!
A photo of Carson's on Main restaurant
2. Carson's on Main
4.8
Exceptional(6211)
Price: Moderate
• American • Lexington
Booked 153 times today
Carson's Food & Drink features new and exciting chef-driven recipes and cocktails that combine rustic refinement with classic Kentucky elegance in a casual, yet comfortable atmosphere.One of Lexington Kentucky's finest restaurants; Multi Year Winner of OpenTable's "Diners' Choice" (2017,18,19,20,21,22) and included in RestaurantNews 'Top 100 Restaurants in America 2018'.We can't wait to welcome you!
A photo of Tony's of Lexington restaurant
3. Tony's of Lexington
4.8
Exceptional(5113)
Price: Expensive
• Steakhouse • Lexington
Booked 59 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 Frank and Dino's restaurant
4. Frank and Dino's
4.7
Exceptional(1531)
Price: Expensive
• Italian • Lexington
Booked 28 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
5. Epping's on Eastside
4.8
Exceptional(2211)
Price: Moderate
• Unspecified • Lexington
Booked 29 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
6. Dudley's on Short
4.7
Exceptional(2674)
Price: Expensive
• American • Lexington
Booked 23 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 Bradley Hoffman'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 Coles 735 Main restaurant
7. Coles 735 Main
4.8
Exceptional(3666)
Price: Expensive
• Unspecified • Lexington
Booked 32 times today
At Coles, we're dedicated to bringing the art of dining to every experience. Think local meats cured in-house. Crisp vegetables fresh off the vine, pickled onsite. Breads baked fresh each day. The best seasonal ingredients available, sourced from local farms and trusted purveyors. And our menus go beyond the plate, with handcrafted cocktails featuring unique, house-made ingredients, hundreds of bourbons available for tasting, and an award-winning carefully curated wine program. We believe in honoring history and chose to set our restaurant in a restored historic landmark in downtown Lexington.
A photo of Carson's at Andover restaurant
8. Carson's at Andover
4.8
Exceptional(873)
Price: Expensive
• American • Lexington
Booked 125 times today
"Carson's at Andover" is "Carson's Food & Drink's" second location. Featuring new and exciting chef-driven recipes and cocktails that combine rustic refinement with classic Kentucky elegance in a casual, yet comfortable atmosphere. "Carson's on Main" is a multi year winner of OpenTable's "Diners' Choice" (2017,18,19,20,21,22) and included in RestaurantNews 'Top 100 Restaurants in America 2018'. We can't wait to welcome you!
A photo of ItalX restaurant
9. ItalX
4.6
Exceptional(629)
Price: Expensive
• Italian • Lexington
Booked 23 times today
ItalX, an avant-garde Italian restaurant, is now open for weekend lunch and dinner six days a week at City Center. The restaurant is located at 160 West Main Street. The team draws inspiration from Italy's emphasis on simple, fresh, quality ingredients and inspired hospitality in a warm and inviting space. A twist on traditional Italian fare, the menu will feature multiple scratch-made pastas, reimagined small plates, vegetarian and gluten-free offerings, and everyone's favorite desserts. Popular Italian dishes will be reinvented with elegant presentation. ItalX's bar program offers extensive Italian wines from all regions of 'the Boot' and an inventive cocktail list, backed by house-made ingredients and Italian liqueurs.
A photo of Granddam restaurant
10. Granddam
4.6
Exceptional(322)
Price: Expensive
• American • Lexington
Booked 17 times today
Granddam, nestled within The Manchester Hotel, is a captivating Bluegrass dining hall that pays homage to its eponymous matriarchal racehorse. While Granddam may be past her prime, she continues to live the dream through the restaurant's unique ambiance and offerings.Step into the world of Granddam and let her spirit envelop you. The menu features reimagined Bluegrass fare, sourced from local purveyors, ensuring a fresh and authentic dining experience.Conveniently located just off the hotel's lobby, Granddam invites you to savor the flavors of the Bluegrass region and relish in the legacy of a spirited racehorse. It's a place where traditions are celebrated and memories are made, all under the watchful gaze of Granddam herself.

See what locals rave about

From verified diners like you
From verified diners like you
  • Lindsay
    New York City •1 review
    5.0
    Dined 1 day ago
    My boyfriend and I went here for a steak dinner. I did the blackened ribeye and he did the cowboy cut. We ordered too many sides, and they were all so good, the Brussels sprouts in particular. The food was amazing and the service was wonderful.
    More info
    Jeff Ruby's Steakhouse - LexingtonPrice: Very Expensive• Steakhouse• Lexington
    •
    4.8
  • Elaine VIP
    Central Kentucky •4 reviews
    5.0
    Dined 4 days ago
    We have visited Carson's many times. In fact we only live about half a mile from the new location at Andover, and although it's very nice we still prefer the downtown location. It just seems more intimate. The service was great and our server Hanna couldn't have been nicer and or have been any more helpful.
    More info
    Carson's on MainPrice: Moderate• American• Lexington
    •
    4.8
  • TraceyVIP
    Central Kentucky •34 reviews
    5.0
    Dined 4 days ago
    Love the Andover location plan on visiting often Ambiance and service were both superb
    More info
    Carson's at AndoverPrice: Expensive• American• Lexington
    •
    4.8
  • DonaVIP
    Cincinnati / Dayton •38 reviews
    5.0
    Dined on Jan 2, 2025
    The new menu items were fantastic. We were not in a steak mood tonight. My wife had the chicken, which was phenomenal. I had the Strozzapreti Pesto, which was excellent. Can’t wait to go back.
    More info
    Tony's of LexingtonPrice: Expensive• Steakhouse• Lexington
    •
    4.8
  • Vanessa
    Nashville •2 reviews
    5.0
    Dined on Jan 1, 2025
    Delicious food with perfectly sized portions. The Ravioli Della Nonna was divine with a smooth creamy red sauce, the Chicken Parm light and delicate, and the spaghetti with meatballs robust and classic. The red velvet strawberry cake was otherworldly and the classic vanilla ice cream was a creamy gelato that stole the show! Definitely recommend!
    More info
    Frank and Dino'sPrice: Expensive• Italian• Lexington
    •
    4.7

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