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Best Date Night Restaurants in Maitland

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47 restaurants available nearby

A photo of Parea Greek Taverna restaurant
4.6
Exceptional(70)
Price: Moderate
• Greek • Maitland
Booked 25 times today
Introducing a fresh and innovative concept, Parea Greek Taverna coming soon to Maitland,
A photo of Jazz Tastings restaurant
4.8
Exceptional(630)
Price: Expensive
• American • Maitland
Booked 6 times today
• $10 Entertainment Fee Per Person on Friday, Saturday & Monday Night Jazz Jam (first Monday of the month)• • $25 Minimum Food & Beverage Purchase Per Person Monday-Thursday•• $50 Minimum Food & Beverage Purchase Per Person for on Friday & Saturday•• Friday & Saturday: Reservations available until 7:30pm, after that time we accept walk ins only!••Parties of 7 or more must purchase a group package, contact us at 407-795-1582•**If minimums are not met you will be charged the remaining balance**Weekly Deals:Happy Hour Tuesday-Thursday from 5:30pm-7pm: Half off appetizersTuesday- Burger & Brew $15, 1/2 off Wine Bottles all night!Wednesday- 1/2 off select Whiskey & Wine all night!Located in Maitland, Florida, Jazz Tastings combines the intimate atmosphere of a jazz bar with a classy menu. There is also an impressive alcohol list to enjoy along with the soothing music and great food.
A photo of AJ CHOCOLATE HOUSE restaurant
4.6
Exceptional(92)
Price: Moderate
• Dessert • Winter Park
Booked 9 times today
Now serving brunch! Every day till 3pmWith over 150 different amazing chocolate delicacies, AJ Chocolate House is truly a place to come unwind and enjoy the sweetest things life has to offer. Whether you want to get together with an old friend to enjoy great chocolates or a slice of delicate cake with a cup of coffee or hot chocolate, bring your other half for a sweet brunch with Brussels waffles or a date with chocolate fondue and a glass of wine, planning a party or an event, or simply need to find the perfect gift for a chocolate lover, as well as if you are shopping for a special occasion or corporate gifts - we are happy to welcome you to our house.
A photo of Bar Italia Winter Park restaurant
4.7
Exceptional(741)
Price: Expensive
• Italian • Winter Park
Booked 52 times today
Hello Winter Park - We are beyond excited to welcome you to Bar Italia! We will be open for dinner service only starting Monday, March 27th at 4:00pm. We will be brining lunch to you soon! Mangia! Fresh pasta, and homemade sauces in a stunning restaurant.
A photo of Christner's Prime Steak and Lobster restaurant
4.8
Exceptional(4846)
Price: Very Expensive
• Steak • Winter Park
Booked 38 times today
The Christner family invites you to join them at Orlando's favorite steakhouse. Opened in 1993, Christner's is truly a family business "we have very little turnover because our employees are part of the family"! Our customers are locals...business people... travelers...vacationers and sports stars...including many celebrities. Everyone agrees...outstanding menu...professional staff and America's Most Award Winning Steakhouse! The Christners maintain an informal flavor of warm, hands-on, personal hospitality. As Russ said, "Hey, we're just a humble little steakhouse" Enter a guest, leave a friend. Reservations for Private Rooms must be made in advance by calling the restaurant directly at 407.645.4443.Bread: Baked fresh daily and served piping hot to your table. Rip it. Break it. Just don't cut it with a knife.Beef: USDA Prime, aged corn-fed straight from the Midwest and cut to order.Lobster: Cold Water Australian
A photo of Fleming's Steakhouse - Winter Park restaurant
4.7
Exceptional(2298)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 27 times today
Your Winter Park Fleming's is located in Winter Park on the corner of Lee Road and Orlando Avenue. Fleming's in Winter Park is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail in Orlando. Whether you're celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out - we will create a safe and memorable evening in our Dining Room. If you prefer to enjoy your fine dining experience at home, you can order and pay for lunch or dinner online and then pick up curbside or select from one of our delivery partners.
A photo of The Chapman restaurant
4.7
Exceptional(112)
Price: Expensive
• Contemporary American • Winter Park
Booked 62 times today
Nestled in the heart of Winter Park, The Chapman enjoys a prime location on the charming and vibrant Park Avenue, surrounded by the city’s rich history, upscale boutiques, and picturesque lakes. The Chapman brings a fresh perspective to fine drinking and dining, where discovery meets comfort and indulgence. Warm, stylish, and artful with a distinctive Winter Park Florida look and feel, we invite you to celebrate the best of Florida while our hospitable team strives to pamper you and make every gathering truly memorable.
A photo of Luca Turci - Winter Park restaurant
4.6
Exceptional(75)
Price: Moderate
• Italian • Winter Park
Booked 14 times today
**Welcome to LUCA TURCI - An Italian Culinary Experience**At LUCA TURCI, we take you on a culinary journey through Italy without leaving Winter Park, Florida. Our restaurant combines the rustic and cozy charm of an Italy with modern and elegant touches, creating the perfect atmosphere for any occasion, from a romantic dinner to a special celebration with friends and family.**Our Menu**We take pride in offering a diverse menu that celebrates the rich culinary of Italy. From handmade pastas and creamy risottos to fresh seafood and irresistible desserts, each dish is prepared with high-quality ingredients and a passion for authenticity. Try our house specialties, and Chef Creations.**Ambiance and Service**At LUCA TURCI, the ambiance is as important as the food. Our space is carefully designed to provide a pleasant and memorable experience. Our dedicated staff is always ready to offer exceptional service, ensuring that every visit is special.
A photo of Ruth's Chris Steak House - Winter Park restaurant
4.7
Exceptional(2697)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 30 times today
Now Open: We look forward to serving you soon.Ruth's Chris Steak House in Winter Park, FL serves the finest USDA Prime beef available, broiled at 1,800° and served on 500° plates, so your steak stays hot, juicy and delicious from first bite to last. Enjoy our New Orleans-inspired appetizers, USDA Prime steaks, fresh seafood, signature side dishes and homemade desserts. All this while you enjoy our warm, inviting atmosphere and Ruth’s Chris’ genuine hospitality. So whether you’re a regular or have just been wondering what all the buzz is about, Ruth's Chris is the perfect excuse to enjoy the perfect night out. Dinner is served nightly, reservations are suggested and private dining and offsite catering may be arranged.
A photo of Turci Pasta restaurant
4.6
Exceptional(1125)
Price: Moderate
• Italian • Downtown Orlando
Booked 29 times today
TURCI PASTA - The Best Italian Restaurant in Orlando - by YelpFresh pasta, homemade sauces, unique and authentic Italian dishes.Delicious Italian desserts like Tiramisu, Limoncello cake, fresh filled Cannoli and Gelato.Watch us cutting your pasta in front of you

See what locals rave about

From verified diners like you
From verified diners like you
  • Brandon
    Orlando / Central Florida East •1 review
    5.0
    Dined 1 day ago
    Great 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 info
    The ChapmanPrice: Expensive• Contemporary American• Winter Park
    4.7
  • Lisa
    Orlando / Central Florida East •1 review
    5.0
    Dined 2 days ago
    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!
    More info
    Bar Italia Winter ParkPrice: Expensive• Italian• Winter Park
    4.7
  • Douglas
    Orlando / Central Florida East •33 reviews
    5.0
    Dined 4 days ago
    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!
    More info
    Fleming's Steakhouse - Winter ParkPrice: Very Expensive• Steakhouse• Winter Park
    4.7
  • Vanessa
    Orlando / Central Florida East •1 review
    5.0
    Dined 5 days ago
    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!
    More info
    Parea Greek TavernaPrice: Moderate• Greek• Maitland
    4.6
  • davidVIP
    New York City •18 reviews
    5.0
    Dined 5 days ago
    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
    More info
    Jazz TastingsPrice: Expensive• American• Maitland
    4.8
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