Best Date Night Restaurants in Maitland

What a wonderful addition to the winter park dining scene! We loved the Chapman!

Bar 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!

Went 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!

Had 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!

all 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 instruments