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Café on the Park

369 W Vine St, Radisson Plaza Hotel Lexington, Lexington, KY 40507 · 859-281-3773

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Avg. Entrée: $$$16 - $30
Reservations: Recommended
Dress: BCBC: Business Casual
Outdoor Dining:

DOWNTOWN. With expansive windows looking out on Triangle Park, this comfortable hotel restaurant attracts downtown professionals and folks frequenting Rupp Arena. Greenery and brass accents enliven the airy space, which is as good for a business lunch as a romantic dinner. Lunch offers pastas, salads, and sandwiches (including a delicious hot brown!), along with a weekly pasta bar that pulls in regular crowds. The dinner menu features steaks, seafood, and other hot entrees.They offer a Sunday buffet as well.

Cheapside Bar & Grill

131 Cheapside, Lexington, KY 40507 · 859-254-0046

User Rating:  Rating: 5 / 5   (Rate It)

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Avg. Entrée: $$1 - $15
Dress: BC, CBC: Business Casual
C: Casual
Outdoor Dining:

DOWNTOWN. Pub ambience colors this local mainstay, especially in the front room, dominated by a large bar, wood paneling, and memorabilia from days past. The back room looks out on the patio and features exposed brick and artwork. Both venues attract frequent downtown crowds, who come for well-prepared pub fare and great draught and bottled beers. Sample a tavern battered halibut sandwich or maybe a smoked turkey reuben or a steak hoagie. Salads, soups, and daily hot entrees make appearances too, along with beef and veggie burgers. Their version of the hot brown, the "downtown brown," features grilled chicken strips beneath the cheese and bacon.

Columbia Steak House

201 N Limestone, Lexington, KY 40507 · 859-253-3135

User Rating:  Rating: 2 / 5   (Rate It)

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Avg. Entrée: $$$16 - $30
Reservations: Available
Dress: BCBC: Business Casual
Outdoor Dining: None

This restaurant, the flagship of the local chain, is a time-tested destination for a pleasant dinner, whether it be business-related or just among friends. Of the steaks, the filet is the premiere cut, although practically anything you order is certain to be tasty – even lamb fries (testicles), a dish for the adventurous. The signature Diego salad boasts cold iceberg lettuce marinated in seasoned ice water, spun dry, and topped with tangy blue cheese dressing. Other options include chicken, fish, ribs, and sandwiches, including the famed hot brown. In business since 1946.

deSha's

101 N Broadway, Victorian Square, Lexington, KY 40507 · 859-259-3771

User Rating:  Rating: 2 / 5   (Rate It)

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Avg. Entrée: $$$16 - $30
Reservations: Available
Dress: BCBC: Business Casual
Outdoor Dining: None

DOWNTOWN. An historic building, right across from Triangle Park, sets the scene for this downtown mainstay, whose interior boasts a traditional, genteel Victorian charm. Amid jewel-toned appointments, diners indulge in prime rib, one of the city's best hot browns, roasted pork loin, Maryland crab cakes, Kentucky outback shrimp (grilled, then dressed in spicy tomato sauce), and sugar spiced char-grilled salmon (glazed with raspberry almond butter). Private rooms and a full bar add to the restaurant's appeal.

Dudley's

380 S Mill St, Lexington, KY 40508 · 859-252-1010

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Avg. Entrée: $$$16 - $30
Reservations: Recommended
Dress: BCBC: Business Casual
Outdoor Dining:

DOWNTOWN. Occupying a one-time school house, this long-lived local favorite sits not far from either downtown or the UK campus and attracts a professional crowd. Along with the cozy dining room, it boasts an outdoor patio, and a great bar. The menu features roasted salmon, coriander-glazed chicken, veal Milanese, Australian lamb rib chops, and grilled pork. Pastas and steaks are also available, and the restaurant serves dinner quite late, a boon to folks with busy schedules. The hot brown at Dudley's goes by the name "The Downtown Debbie Brown." Look for it on the lunch and brunch menus.

Hall's on the River

1225 Athens-Boonesboro Rd, Winchester, KY 40391 · 859-527-6620

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WINCHESTER. It's hard to beat sharing food and conversation in the great outdoors, especially when intriguing regional dishes and a beautiful riverside locale come into the picture. That's just what you can expect to find at Hall's, which takes its heritage and its hospitality seriously. Seafood options range from snow crab legs and sea scallops to catfish and grouper filets, not to mention frog legs (if you consider them part of the genre). Locally inspired selections include chicken livers, lamb fries (look it up!), country ham, and the hot brown, a hefty sandwich that unites turkey, bacon, ham, and a luscious cream sauce. Add a tall glass of Hall's Lemonade (spiked with vodka), and you'll feel right at home on the deck.

Jonathan at Gratz Park

120 W 2nd St, Gratz Park Inn, Lexington, KY 40507 · 859-252-4949

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Avg. Entrée: $$$16 - $30
Reservations: Recommended
Dress: B, BCB: Business
BC: Business Casual
Outdoor Dining: None

Named for chef Jonathan Lundy, this charming restaurant has a refined, Old World feel, thanks to its presence in the Gratz Park Inn. Deep, ochre-toned walls and polished woodwork surround diners, who delight in the kitchen's "redefined regional cuisine." The hip, upscale menu includes lobster and dumplings, black-eyed pea-crusted sea scallops, coffee-seared pork chops, fried oyster-stuffed filet mignon, and barbecued yellowfin tuna. A wonderfully cozy bar makes a terrific hangout for the professional crowd, and private events are welcomed. Jonathan's hot brown is a welcome standard at lunch and Sunday brunch.

Ramsey's Diner

496 E High St, Lexington, KY 40507 · 859-259-2708

User Rating:  Rating: 5 / 5   (Rate It)

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Avg. Entrée: $$1 - $15
Reservations: Available
Dress: CC: Casual
Outdoor Dining:

Although Ramsey's has several locations in town, this one – set in a big, white house – is the original. Everything's casual, nothing matches, and folks love it that way. People come from all over to indulge in big portions of incredible, home-cooked food, and the much-loved signature dish is the hot brown: toast, turkey, bacon, tomato, and cream sauce, broiled to perfection. You can also sample old-school fare like chicken and dumplings, pot roast, and plenty of good vegetables. Brunch is a weekend tradition in the area, and hot biscuits and frosty, bottled Cokes are reason enough to visit.

Stella's Kentucky Deli

143 Jefferson St, Lexington, KY · 859-255-3354

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Outdoor Dining: None

While lots of high-end restaurants are promoting locally sourced foods, more casual eateries often find it difficult to compete. Not so Stella's. The easygoing place proves that premium foods don't have to come at premium prices. Fresh produce, baked-nearby breads, and local beef, lamb, and cheese figure into the menu, as seen in the classic hot brown sandwich and the seasonal fried green tomato BLT. Fair trade organic coffees and local ginger ale can also be had. Plan for crowds at lunch time.

Winchell's Restaurant & Bar

348 Southland Dr, Lexington, KY 40503 · 859-278-9424

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Outdoor Dining: None

Native sons, high school friends, and CIA compatriots from way back, “Abe” Lansdale and Graham Waller own and operate this easygoing enterprise. While the bar/restaurant concept is familiar, these guys kick things up a substantial notch with their experienced take on down-home comfort foods. From fried catfish to chicken livers, almond-crusted trout to barbecued pork, all your soul-soothing favorites are here – along with that Lexington mainstay, the cheese-laden hot brown. Friendly bar scene too.

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