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Best Historic Restaurants in Maitland

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19 restaurants available nearby

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A photo of AVA MediterrAegean restaurant
4.8
Exceptional(2558)
Price: Expensive
• Mediterranean • Winter Park
Booked 90 times today
AVA MediterrAegean is a modern Greek Agora, a multi-sensory transporting venue bringing dining experience and pleasure together in a refined and spirited atmosphere.Meaning life, water, island, bird in Greek, AVA is a celebration of splendor, freedom, escapism and joy, where genuine hospitality, delectable food and vibrant atmosphere combine to entertain the senses and transport guests to celebrate the night away.Deeply rooted in the Mediterranean, AVA lives by its mantra “PAREA”, from Greek, meaning a group of friends, who gather to share life experiences, philosophies, values and ideas.Lunch | Brunch | Dinner.
A photo of Christner's Prime Steak and Lobster restaurant
4.8
Exceptional(4963)
Price: Very Expensive
• Steak • Winter Park
Booked 54 times today
The Christner family invites you to join them at Orlando's favorite, award winning steakhouse. Opened in 1993, Christner's is truly a family business where the Christner family maintains an informal flavor of warm, hands-on, personal hospitality. Reservations for Private Rooms must be made in advance by calling the restaurant directly at 407.645.4443.Corkage: $35 per bottle that is not on our wine list. No more that 2 bottles of wine per reservation, regardless of size of the party.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
4.8
Exceptional(2393)
Price: Very Expensive
• Steakhouse • Winter Park
Booked 40 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 Ômo by Jônt restaurant
4.9
Exceptional(177)
Price: Very Expensive
• Japanese • Winter Park
Booked 3 times today
We are a team of young and inspired professionals taking down the walls between kitchen and guests and taking you on a culinary adventure. Immerse yourself in a progressive tasting menu focusing on the simple, yet luxurious, ingredients around the world with deep inspiration from Japanese cuisine.We challenge the seasons, navigate beyond the limits of time and break with tradition— getting playful with process and tricky with techniques at the intersection of place and possibility.At Ômo we offer a unique and exclusive experience to only 16 guest at a time. The journey starts in the living room with a welcome drink and snacks, then you are transported into the main counter overlooking the kitchen where you will enjoy all the savory bites in an interactive environment. At the end, you will transition to the pastry parlor to continue your experience with sweet bites and after dinner drinks.
A photo of Lamp & Shade Craft Kitchen and Cocktails restaurant
4.6
Exceptional(259)
Price: Expensive
• Asian • Downtown Orlando
Booked 29 times today
Lamp & Shade Craft Kitchen and Cocktails is Mills area’s newest dining and nightlife concept. Playfully yet eloquently named, Lamp & Shade Craft Kitchen and Cocktails got its inspiration from the idea to ‘hangout and throw some shade in conversation’ while paying homage to the history of its building, previously The Lamp Shade Fair, well-known by locals for over 50 years. The Asian-influenced tapas style menu showcases seasonal and local provisions of the Orlando community in innovative dishes that Executive Chef for Thriving Hospitality, Ryan Stewart, has meticulously developed.Lamp & Shade's comprehensive beverage program features riffs on tiki classics tying back to the influential Asian roots of cocktails, pairing nicely with Chef’s selection of Asian inspired faire.
A photo of Enzo's on the Lake restaurant
4.9
Exceptional(3203)
Price: Expensive
• Italian • Longwood
Booked 24 times today
Enzo's on the Lake is the perfect place for an evening of cocktails, fine food and wine, delicious desserts and very special hospitality. In 1980, Enzo's on the Lake opened as a lovely secluded lakefront restaurant, built in the style of an Italian villa. The restaurant is dedicated to the idea of simple yet sophisticated cuisine: family owned, crafted with love. The freshest fish, meats, fruits and vegetables that can be obtained are woven into a menu that emphasizes a unique culinary heritage. An antipasto bar welcomes you to the excitement of the dining room overlooking the lake. There is a full service european style bar, private dining areas for meetings and parties, and lakeside gardens and dock. We look forward to serving you!
A photo of Russell's on Lake Ivanhoe restaurant
4.7
Exceptional(1338)
Price: Expensive
• Contemporary American • Downtown Orlando
Booked 16 times today
Located on the historic Lake Ivanhoe, Russell's offers an upscale casual dining restaurant and bar featuring an innovative and fresh menu, all with an amazing view and atmosphere.Chef Emmanual Clement has created a varied and exciting menu based on his international experience.Some of our favorite suggestions include:Artisan Charcuterie Board, Roasted Beets & Burrata Napoleon & Octopus Escabeche (we cure our own meats)Entrees: Grilled Swordfish with Sorrel Sauce, Crispy Duck Confit & Tenderloin Au Poivre (all sauces made fresh in house)Desserts: White Chocolate Bread Pudding with Whiskey Sauce & Cranberry Crème Brulée (all our desserts are made in house)Awards:Top Tables 2020Best Burger 2021 Orlando Sentinel Foodie AwardBest Ambiance; Editor's Choice Orlando, The City's MagazineBest Brunch: Readers' Choice Orlando, The City's MagazineIf you any dietary requirements just let us know ahead of time and we will try and accommodate you.See you soon!
A photo of Foreigner Restaurant restaurant
5.0
Exceptional(3)
Price: Moderate
• Contemporary American • Winter Park
Booked 1 time today
Immerse yourself in a global culinary journey at Foreigner Restaurant, located in Orlando's Audubon Park. Led by Chef Bruno Fonseca, this intimate 10-seat venue offers a unique "Menu Confiance" experience, where you trust the chef to guide you through a multi-course feast of global flavors. Chef Fonseca transforms fresh, locally sourced ingredients into culinary masterpieces, blending Brazilian, Portuguese, Italian, and Spanish influences into a symphony of taste. The intimate setting fosters exclusivity and personal connection, as Chef Fonseca interacts with guests, sharing the inspiration behind each dish. Enjoy the elegant ambiance with limewashed walls, rustic wooden tables, and abundant natural light. The menu honors Mediterranean traditions while incorporating modern twists, creating a truly memorable dining experience. Foreigner Restaurant is more than just a meal; it's a journey of discovery and a celebration of global flavors.
A photo of Cru Quarters at The Mayflower restaurant
4.5
Awesome(43)
Price: Expensive
• Mediterranean • Winter Park
Booked 9 times today
Great food and great wine go hand-in-hand ... and at Cru Quarters by The Mayflower, we believe that it all tastes better together.Here, we've created a wine–based concept with a sophisticated, creative, eclectic menu–pushing the envelope beyond traditional fare to elevate the dining experience.Cru Quarters invites guests to discover a better way to enjoy food and wine. Our dining concept showcases cuisines inspired by wine country, prepared in an open kitchen that delights every sense.Each menu item has been carefully crafted to incorporate wine into its recipe. We've also noted the best wine pairings for every menu item to bring out the best tastes, flavors, and notes.Executive Chef - Patrick Tramontana and Director of Dining Services & Certified Sommelier - Elvis Burrows came together at The Mayflower, a distinctive senior living community, to reimagine what dining can be in retirement. This restaurant is open to the public via reservation. Dress code strictly enforced.
A photo of AC Sky Bar restaurant
4.4
Awesome(693)
Price: Moderate
• Tapas / Small Plates • Downtown Orlando
Booked 16 times today
Against the backdrop of boundless city views, guests at the hotel’s Sky Bar Rooftop Terrace can enjoy Spanish-inspired tapas and bites, artisanal cocktails, and local craft brews from its 18th floor. As one of only a few rooftop spaces in downtown Orlando -- an area celebrated for its authentic soul, live events, 19th century architecture, and under-the-radar charm –Visit us at: www.acskybar.comPOLICIES: *** After 5pm The Sky Bar is 21 and up only*****Reservations are limited to the number of guests booked, we cannot guarantee seating for additional guests. **We do not allow multiple reservations to combine to form a larger party. **We do not offer split checks for parties of 6 or more**We do not take walk in groups larger than 20 people. large groups must book a private event in advance. Visit acskybar.com for more information**18% gratuity will be added to all guest checks

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