Best Date Night Restaurants in Winchester
Price
Cuisine
Regions
Neighborhoods
Top Rated
Dining Options
Seating Options
Accessibility
54 restaurants available nearby
How are Featured results ranked
Booked 62 times today
See what locals rave about
From verified diners like you
From verified diners like you
- CCeliaHawaii •2 reviews5.0Dined 2 days agoI’ve been hearing about how great this restaurant is but finally went for my daughter’s 15th birthday. It was excellent! The service was perfect, and friendly. The food was all delicious, timely and hot. There was a musician performing jazz and we could still hear one another. I can’t wait to go again!More infoGiuseppe's Ristorante Italiano$$$$• Italian• Lexington•4.8
- LLawrenceCentral Kentucky •19 reviews5.0Dined 2 days agoI’m from Buffalo NY and Visiting my son and daughter in law and each time I come down we dine here. The ambiance is incredible, the drinks are great, the food is amazingly delicious and the service is outstanding! Everyone is incredible, everything is always, always on point. We DEFINITELY recommend this establishment to anyone and everyone! I’m looking forward to our next visit! Can’t say enough good things about Carson’s!More infoCarson's on Main$$$$• American• Lexington•4.8
- DDavidGoldCentral Kentucky •8 reviews5.0Dined 2 days agoMy girlfriend and I always enjoy food and service is always great and we enjoy the views. We will be returning in the futureMore infoCarson's at Andover$$$$• American• Lexington•4.7
- JjohnGoldChicago / Illinois •17 reviews5.0Dined 3 days ago⭐️⭐️⭐️⭐️⭐️ We went on a date night, and this was our first time here. We sat on the patio on a beautiful fall night overlooking the skyline of Lexington. (And although patio heaters were provided, they were not needed. Perfect weather!) Our first impression was the incredible view, but little do we know, the best was yet to come. Chef Ben Alexander prepared amazing food for us. "To die for" mussels, "slap your mama" Wagyu, roasted vegetables that would make you fall off your chair, and the masala was so creamy and delicious. From the hostess to the wait staff, so courteous and attentive. Thank you for a beautiful date night. Can't wait to come back! ⭐️⭐️⭐️⭐️⭐️More infoThe V at The Vine$$$$• Contemporary American• Lexington•4.3
- MMichelleChicago / Illinois •4 reviews5.0Dined on Oct 19, 2026This was by far one of the loveliest dining experiences I’ve ever had. What a delight to have Millstone here in the Bluegrass. We had the salmon and the braised short ribs. Both were exceptional! The cocktails were divine too. Ricky was both attentive and hospitable. We can’t wait to return!More infoMillstone$$$$• American• Lexington•4.8