Midway Restaurants
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Holly Hill Inn
$$$$•Farm-to-table•4.8(1,456)Enjoy a unique dining experience at Holly Hill Inn, where our seasonal prix fixe menu is filled with dishes created from locally raised ingredients and heritage Kentucky foodstuffs.
Relax in an art-filled dining room and savor a leisurely meal, enhanced by an award-winning wine list, craft cocktail menu, and curated bourbon collection. Our culinary team is led by founder and chef Ouita Michel and culinary director and executive chef Tyler McNabb.
Reservations for each service are limited so that guests may enjoy their time with us to the fullest. If you're dining with a party of more than six, please email hollyhillmidway@aol.com or call 859-846-4732 so we may assist with your reservation.
Holly Hill Inn has been featured in The New York Times, Garden and Gun, Wine Spectator and Southern Living.
For more information, visit www.hollyhillinn.com. To receive our newsletter and explore recipes and stories, visit www.hollyhillandco.com.Gibson's - Midway
$$$$•American•4.4(29)Hello and welcome to Gibson’s! Located downtown in historic Midway! Join us Tuesday thru Sunday for lunch or dinner! Chef Ray Ray puts his own unique culinary skills to the test everyday to provide the best quality food for all of our guests. We have a unique old time feel with a bit of class. Downstairs at the bar, we get down to our hometown roots on Friday and Saturday nights with Karaoke from 7pm-midnight! Come check us out and explore the beautiful City of Midway!
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See what locals rave about in Midway
- AAlejandroCentral Kentucky •6 reviews5.0Dined 2 days agoGreat food service and atmosphere. From the cocktails to dessert everything was perfect! The papaya margarita was amazing.More infoMillstone$$$$• American• Lexington•4.8
- GGwenGold7 reviews5.0Dined 3 days agoTony’s is my husband’s favorite restaurant so I knew where to take him to celebrate his 50th birthday (and my 51st since we were celebrating his a bit late). Service is always superb. We split a 12 oz barrel cut filet, which they prepared at two different temperatures for us with both cuts deliciously seasoned and cooked to perfection. Our appetizer and salad were delicious. And their bread and butter service is to die for! Lastly, our server gave us 2 desserts in honor of our special occasions. We can’t wait to go back!More infoTony's of Lexington$$$$• Steakhouse• Lexington•4.8
- KKateCentral Kentucky •6 reviews5.0Dined 4 days agoThe dishes were amazing. We were very pleased with the outstanding service. The prix fix menus was a bit of a surprise, but the meal was worth the cost. The gardens are lovely and the home creatively decorated.More infoHolly Hill Inn$$$$• Farm-to-table• Midway•4.8
- MMeredithGoldCentral Kentucky •14 reviews5.0Dined 6 days agoFabulous food and service. The crab cake and twice baked potato were delicious! Deserts were yummy!More infoHeirloom - Midway$$$$• Contemporary American• Midway•4.8
- CcindyCentral Kentucky •2 reviews5.0Dined on Jul 18, 2026The food was top notch and the server was so wonderful! Always enjoy our visit to this lovely place!More infoGibson's - Midway$$$$• American• Midway•4.4
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Discover Midway
In the past few decades, Kentucky has managed to marry the cuisine of the old south very ingenuously into a contemporary culturally diverse nation. Midway hosts railroad tracks that meander right down Main Street, where restaurants are flanked by antique stores, clothing boutiques and artisan shops. Local eateries offer wine tastings, Italian cuisine, fresh bakery items and a lot more. Enjoy elegant and casual dining in some of Midway's favorite establishments featuring a range of diverse options. Diners can choose Greek gyros, seafood capellini or fried chicken with mashed potatoes. Enjoy excellent vegetarian options like chilled carrot and orange soup and warmed spinach salad.
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