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Contemporary AmericanDowntownChef Hannah Coffey
Dudley's on Short cooks seasonal contemporary American food on West Short Street, the downtown room Lexington books for anniversaries and Keeneland nights.
TipReserve by phone for parties over six; OpenTable covers smaller tables. The bar seats walk-ins.
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New AmericanEast EndChef Cole Arimes
Coles 735 Main serves Cole Arimes' locally sourced New American cooking in a circa-1938 room on East Main, with meats cured in-house for Lexington regulars.
TipClosed Sundays. The bar and gazebo open at 16:00, an hour before the dining room seats.
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ItalianDowntownChef Jonathan Lundy
ItalX rolls scratch-made pastas in Lexington's City Center, chef Jonathan Lundy's Italian room with reimagined small plates and a sommelier-built wine list.
TipLunch runs Wednesday to Sunday, a rarity downtown; dinner from 16:00 suits pre-show Rupp Arena tables.
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SteakhouseDowntown
Tony's of Lexington runs a Tony Ricci steakhouse on West Main Street, plating prime cuts and seafood a short walk from Rupp Arena's event-night crowds.
TipKitchen closes at 21:00 Sunday to Thursday; book the later Friday and Saturday seatings for a quieter room.
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SteakhouseDowntown
Jeff Ruby's Steakhouse brings the Cincinnati group's USDA Prime programme and live entertainment to West Vine Street, Lexington's flashiest big-night room.
TipThe macaroni and cheese Food Network singled out is worth the add-on; Friday service starts at 16:00.
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SteakhouseLansdowne
Malone's cuts USDA Prime steaks at its original Lansdowne room, the Lexington-born steakhouse that grew into the Bluegrass Hospitality Group's flagship.
TipLexington Legend cut portions run big; the Hamburg and Palomar rooms take pressure off weekend waits.
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SouthernLansdowne
The Merrick Inn serves Southern dinners and weekend brunch from a former horse-farm manor off Tates Creek Road, a Lexington occasion room of long standing.
TipBrunch runs Friday to Sunday 10:00-15:00; the walled patio is the seat to request from May to September.
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Contemporary AmericanDistillery DistrictChef Paula Endara
Granddam is the dining hall of Lexington's Manchester Hotel, where Top Chef alum Paula Endara cooks Ecuadorian-inflected American food from breakfast to late.
TipFree parking sits directly across Manchester Street until 18:00; brunch runs Friday to Sunday 09:00-14:00.
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SeafoodDowntown
The V at The Vine serves seafood-led fine dining from the 9th floor at 106 West Vine, a 2025 arrival with some of the best evening views in Lexington.
TipBook ahead for a window table at sunset; the coastal menu and wine pairings suit a slow two-hour dinner.
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SouthernJefferson Street
Distilled on Jefferson pairs farm-to-table Southern cooking with a deep bourbon bar on Lexington's Jefferson Street restaurant row, in business since 2014.
TipDinner only. The bourbon list rewards asking the bar for a Kentucky-only pour before you order food.
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AmericanBeaumontChef Tim Perkins
Azur Restaurant & Patio reworks American classics near Keeneland in Beaumont, a Lexington fixture since 2005 known for Tim Perkins' bourbon fried chicken.
SignatureBourbon fried chicken, Woven shrimp
TipSunday brunch runs 10:30-14:00. Ask for the patio in racing season; it books out on Keeneland weekends.
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Contemporary AmericanDowntown
Millstone cooks contemporary American food with Kentucky leanings in an 1880s Dudley Square schoolhouse, one of Lexington's most-watched newer dining rooms.
SignatureShrimp and grits, Chicken and gnocchi
TipLunch runs Wednesday to Friday only. The shrimp and grits use Weisenberger white cheddar grits from Midway.