Best Date Night Restaurants in Maitland
Price
- $30 and under
- $31 to $50
- $50 and over
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Award-winning
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47 restaurants available nearby
Booked 52 times today
Price: Very Expensive
• Steak • Winter Park
Booked 38 times today
Price: Very Expensive
• Steakhouse • Winter Park
Booked 27 times today
Booked 62 times today
Booked 14 times today
Price: Very Expensive
• Steakhouse • Winter Park
Booked 30 times today
Booked 29 times today
See what locals rave about
From verified diners like you
From verified diners like you
- BBrandonOrlando / Central Florida East •1 review5.0Dined 1 day agoGreat location, great food, great service, and great ambience! The house made focaccia was especially good with the citrus butter. The seasoning on the crisp bread was delicious. The shrimp and tomato bucatini was a great dish made with fresh pasta. The beef angus burger was enjoyable. The Winter Park Vice is a good mocktail and the Pineapple Flip Whip was a sweet, frothy alcoholic drink. The chocolate decadence is a delicious dessert. The decor is modern, elegant and has a touch to Winter Park history. I can’t wait to go back and try other dishes.More infoThe ChapmanPrice: Expensive• Contemporary American• Winter Park•4.7
- LLisaOrlando / Central Florida East •1 review5.0Dined 2 days agoBar Italia was incredible and will be one of our new favorite date night spots. The atmosphere was great, and the food and service even better. If you’re looking for quality Italian food, this is the place!More infoBar Italia Winter ParkPrice: Expensive• Italian• Winter Park•4.7
- DDouglasOrlando / Central Florida East •33 reviews5.0Dined 4 days agoWent to Flemings the day before Valentine's thinking it would be mostly empty but it was quite busy. We love Flemings.Make it there twice a year nowadays. The best ribeye out of any of the prime steakhouse's we have been to. The prices have jumped a bit so it was quite expensive. With all the people , it was noisy in there so it was a bit hard to heard each other at some point during the dinner...but we will be back in 6 months!More infoFleming's Steakhouse - Winter ParkPrice: Very Expensive• Steakhouse• Winter Park•4.7
- VVanessaOrlando / Central Florida East •1 review5.0Dined 5 days agoHad an amazing experience at Parea Greek Taverna with the family! The vibe is warm and inviting, with a cozy, Mediterranean feel that makes you want to stay a while. The food was delicious. Spanakopita was creamy and flavorful perfectly baked. The calamari with Greek aioli was light, crispy, and fresh. We also had the Shrimp Mykonos and Chicken Souvlaki with Phyllis potatoes, and both were incredible. The chicken was charred just right, super juicy, and full of flavor. Huge shoutout to Sarah, our server, who was so patient and helped us navigate the menu. She had wonderful recommendations and really made the experience even better. Definitely a spot worth checking out if you love good Greek food and great service!More infoParea Greek TavernaPrice: Moderate• Greek• Maitland•4.6
- DdavidVIPNew York City •18 reviews5.0Dined 5 days agoall was good would like to see some Classic jazz onec in while its pretty much same all the time soft jazz fusion, funk, pop great American song book / vocals would be a welcome change with non-electric instrumentsMore infoJazz TastingsPrice: Expensive• American• Maitland•4.8