Best Date Night Restaurants in Winchester

We like eating out on the patio, especially with the live music.

Great wine list. Good food choices from the menu and specials of the day. Upscale and comfortable dining facility. Server, Jack and table service by others, always attentive and happy to serve. We will return. We have dined at all of the Napoli restaurants. They are on the top of our list.

Tara was the absolute best! Love it when servers give personal opinions as well as feedback from prior tables. Really makes the final choices on what to order so much better! It’s not an inexpensive option, but it’s definitely worth the price! We over ordered on food because the college kid at home would handle what was left. Ordered shrimp cocktail, crab stuffed mushrooms, a filet, a strip steak, crab cake, shrimp, hash browns and creamed spinach. Everything was perfect! 10/10 for sure on every item! Bar items were blood orange grapefruit margaritas and an espresso martini that were both on the cocktail list and were excellent! Ordered a B52 coffee that was not on the drink menu, but was perfectly made. Also had Woodford and a glass of Justin cab that Tara recommended. Bar team makes perfect drinks! Looking forward to next time. Complemented the hostess on the way out and told her how much we enjoyed the service. She took the time to add Tara’s name to our profile so we can have the same server when available. That’s a great touch, plus we really appreciated the optional complimentary valet parking on such a cold evening! So glad we had cash on hand so we were able to take advantage of the extra service and thank them for being there with a gratuity!

We are never disappointed when we eat at Bishops Post. Our table was ready when we arrived. Our server Jasmine arrived quickly and made good suggestions. She brought our drinks and food quickly and accurately. Food was delicious, although I didn’t care for the Yorkshire pudding (hint: it isn’t pudding). The meatloaf and prime rib were perfectly done. I also liked that they left their beautiful patio lit up even though it is winter and the patio is closed. So BP remains on my list of best places to eat.

Our server Ryan was awesome. Everything went perfectly. Very appreciative of everything they did. 10/10 would recommend