Best Date Night Restaurants in Winchester
Price
- $40 or less
- $41 to $65
- $65 or more
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21 restaurants available nearby
Price: Moderate
• American • Chesterfield
Booked 126 times today
Price: Very Expensive
• Fondue • Chesterfield
Booked 66 times today
Price: Moderate
• American • Chesterfield
Booked 69 times today
Booked 20 times today
Booked 9 times today
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See what locals rave about
From verified diners like you
From verified diners like you
- LLeonSt. Louis •2 reviews5.0Dined 1 day agoOur server #40398 / "CatM" was very good, very nice. She remembered her training and asked us after we were seated and she greeted us whether we were celebrating anything - we were, in fact, celebrating my birthday, one day after. At the end of our meal she brought us a very nice little dessert - unfortunately, that was not comped, but was added to our bill! It was only $7, but I felt a bit scammed when I reviewed the bill today! Also, there was somewhat of a delay n bringing us our dinner, which I did not really mind, my wife and I were enjoying ourselves (I was especially enjoying the "White Wine Flight" - an excellent idea!). But when our dinner came, my Filet Mignon was a bit more rare than the medium rare I ordered, which would have been fine, but it was just barely warm. It should have much warmer, even very warm. I might suggest you ask staff to inquire of guests ordering steaks how much "pink" would they like.More infoCooper's Hawk Winery & Restaurant - Town and Country, MOPrice: Moderate• American• Chesterfield•4.5
- EEmileeEdinburgh/Midlothian •5 reviews5.0Dined 2 days agoProbably one of the best meals we’ve had in a long time. Ordered the mussels for appetizer, would’ve liked some more flavor to the bread but broth was good. We split the caeser salad and it was great and a big portion even split. Our entrees were the highlight, my husband got the 8 oz ribeye and I got the Chilean sea bass special and wow, probably one of the best fish dishes I’ve ever had. The sauce on it was also amazing. The steak was perfectly cooked and seasoned well. Overall an excellent experience and we will be back, even if it is a 30 min drive for us.More infoEdgeWild Restaurant & WineryPrice: Moderate• Wine Bar• Chesterfield•4.6
- RRichard KSt. Louis •1 review5.0Dined 2 days agoGood morning team Ruth's Chris. We had the pleasure of dining at your restaurant last night. December, 21, 2024. Our server Tyler, hands down, bar none, best in the business. Coming to Ruth's Chris, for my 2nd Time. And this being my wife's 1st. This could not have been a more pleasant experience. We hope to come back soon. Thank you again for making us feel more like family than a customer. Rick & Jackie.More infoRuth's Chris Steak House - ChesterfieldPrice: Moderate• American• Chesterfield•4.6
- PPattiVIPSt. Louis •10 reviews5.0Dined 4 days agoI had the shrimp and grits and it was delicious!! I will order that again. My husband and our friend had the meatloaf. It was good but not hot. I love coming here and it’s wonderful when you can eat out on the patio. Great fried chicken here too! Always had great service!More infoBishop's PostPrice: Expensive• American• Chesterfield•4.7
- DDeniseVIPSt. Louis •32 reviews5.0Dined 7 days agoTook my niece for her birthday and the food and service was outstanding. This restaurant is quaint and very charming. Can't wait to dine here again!More infoNapoli 2Price: Moderate• Italian• Chesterfield•4.9