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Best Historic Restaurants in Bay Lake

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15 restaurants available nearby

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A photo of KRES CHOPHOUSE restaurant
1. KRES CHOPHOUSE
4.9
Exceptional(5619)
$$$$
• Steak • Downtown Orlando
Booked 83 times today
The present and past pair beautifully at Kres Chophouse, a classic, top tier Steakhouse with a modern eclectic flair. This premier Steakhouse embodies the heart of Orlando's historic district, featuring chic and elegant décor within the striking architecture of a 1930's landmark. A thoughtful layout with luxurious banquettes and private dining options create an intimate dining atmosphere.Kres Chophouse specializes in house aged, hand cut prime steaks and the freshest seafood, sourcing quality ingredients that emphasize authenticity over pretension. The full bar boasts a diversified and well-curated wine list as original as the art on the walls, with a weeknight happy hour featuring half priced appetizers at the bar.Easy valet parking and the bustling nightlife of Orlando's legendary Church Street create an extraordinary dining experience for a night on the town!
A photo of Charley’s Steak House-Orlando, FL restaurant
2. Charley’s Steak House-Orlando, FL
4.7
Exceptional(6742)
$$$$
• Steakhouse • I Drive / Sand Lake
Booked 44 times today
Charley’s Steak House on Orlando’s iconic International Drive has been a Florida favorite since 1992, proudly owned by the Woodsby family. Specializing in USDA Prime and Choice Angus beef from three-year-old steers, each steak is aged 4–6 weeks, hand-cut daily by the management team, and flame-grilled over a 1,200º Florida citrus and oak wood fire for unmatched flavor. The ambiance is upscale yet inviting, with rich wood accents and a lively energy. Guests can also enjoy outdoor dining on the spacious patio, perfect for soaking in the Florida breeze. Charley’s boasts a world-class wine list with nearly 1,000 selections and has earned accolades including Wine Spectator’s “Best of Award of Excellence,” DiRōNA, and Orlando Magazine’s “Best Steak House.” Charley’s Steak House delivers top-notch service and exceptional dining experiences—come taste the difference and discover why it's considered the #1 steakhouse in America.
A photo of Chef's Table at the Edgewater restaurant
3. Chef's Table at the Edgewater
4.8
Exceptional(2783)
$$$$
• American • Winter Garden
Booked 5 times today
In historic downtown Winter Garden, a few miles from Orlando’s theme parks, an intimate gourmet dining experience awaits you. Local residents rave about it, and foodies come from all over to sample the superb cuisine and intimate service of The Chef's Table at the Edgewater. Our 3 Course Prix Fixe Dinner is priced at $74.99 per person, consists of 4 choices/course. Pricing may vary on holidays. Guests must be over the age of 8 to dine at the Chef's Table, which generally takes 2 hours.Brunch is now served on Sat & Sun at our Tasting Room. Recent awards include the Florida Trend Golden Spoon, Orlando Magazine Dining Awards, winning Best Restaurant, Best Kept Secret, Best Wine Pairing Dinner, Most Romantic Rendezvous, & Best Chef's Table. For diners wanting a more casual evening, our Tasting Room serves brunch, small plates, large plates & craft cocktails, and does not require a reservation.Group dining features dining areas for group sizes 10-60.
A photo of The Old Jailhouse restaurant
4. The Old Jailhouse
4.6
Exceptional(708)
$$$$
• American • Sanford
Booked 9 times today
Coming Soon!
A photo of Russell's on Lake Ivanhoe restaurant
5. Russell's on Lake Ivanhoe
4.6
Exceptional(1423)
$$$$
• Contemporary American • Downtown Orlando
Booked 10 times today
Located on the historic Lake Ivanhoe, Russell's offers an upscale casual dining restaurant and bar featuring an innovative and fresh menu, all with an amazing view and atmosphere.Chef Emmanual Clement has created a varied and exciting menu based on his international experience.Some of our favorite suggestions include:Artisan Charcuterie Board, Roasted Beets & Burrata Napoleon & Octopus Escabeche (we cure our own meats)Entrees: Grilled Swordfish with Sorrel Sauce, Crispy Duck Confit & Tenderloin Au Poivre (all sauces made fresh in house)Desserts: White Chocolate Bread Pudding with Whiskey Sauce & Cranberry Crème Brulée (all our desserts are made in house)Awards:Top Tables 2020Best Burger 2021 Orlando Sentinel Foodie AwardBest Ambiance; Editor's Choice Orlando, The City's MagazineBest Brunch: Readers' Choice Orlando, The City's MagazineIf you any dietary requirements just let us know ahead of time and we will try and accommodate you.See you soon!
A photo of The District Gastrobar restaurant
6. The District Gastrobar
3.7
Very Good(243)
$$$$
• American • Downtown Orlando
Booked 5 times today
The District GastroBar has an innovative design that starts in the restaurant's entrance, a well ­curated modern speak easy with a nostalgic vintage ambiance and an eclectic array of "one ­off" pieces of Prohibition and 1940 era inspired artwork. Walk past the restaurants front door, guests encounter a antique bronze tin ceiling wrapped around historic 1900 brick, custom vintage lighting, but only the adventurous will discover all that The District GastroBar has to offer. With a distinct dining room, grandiose bar layout, an open air patio and a women’s bathroom complete with a salon inspired feel and antique perfume bottles. The cuisine, much like the design, is intended to set a new course. Chef Lamond Cooper and menu creator Andre Walton have adapted to the new shared plate dining trend that has swept the nation, and with The District GastroBar menu, they have created waves on the food scene better known as GASTRONOMY!
A photo of Arabellas Italian Ristorante restaurant
7. Arabellas Italian Ristorante
4.7
Exceptional(1704)
$$$$
• Italian • Winter Haven
Booked 21 times today
Welcome to Arabellas Ristorante, located in Times Square at the heart of historic downtown Winter Haven. Arabellas offers an elevated Italian dining experience where timeless culinary tradition meets refined elegance. Chef Jay’s thoughtfully curated menus showcase the finest ingredients, artfully prepared and beautifully presented in an intimate, sophisticated setting. Guests return time and again for our signature dish, Vitella di Arabellas, a house favorite that perfectly reflects our dedication to classic Italian excellence.Proudly recognized as a 2025 OpenTable Diners’ Choice Award winner, Arabellas is known for its romantic ambiance, attentive service, and exceptional attention to detail — creating memorable evenings for celebrations, special occasions, and elegant nights out.Enjoy live piano entertainment every evening, Monday through Saturday, from open to close, enhancing the warm and luxurious atmosphere.
A photo of Kafe' Kokopelli restaurant
8. Kafe' Kokopelli
4.7
Exceptional(1449)
$$$$
• Contemporary American • Dade City
Booked 17 times today
Located in historic downtown Dade City, Kafé Kokopelli offers exceptional food in an extraordinary atmosphere. A favorite of locals and visitors alike Kafé Kokopelli strives to create a dining experience that will leave a lasting impression on our guests. Known for his creative modern american cuisine, award winning Chef/Owner Steven Queen Jr. promotes local food and farm to fork concepts at Kafé Kokopelli while changing the menu seasonally. Please visit our website for the most up to date information on events and entertainment. We look forward to serving you soon!
A photo of VINIA Wine & Kitchen restaurant
9. VINIA Wine & Kitchen
4.9
Exceptional(102)
$$$$
• Italian • Winter Park
Booked 2 times today
Recognized as one of the Most Romantic Restaurants in Orlando, VINIA Wine & Kitchen is a locally owned, family-run wine bar and restaurant in Historic Winter Park. Steps away from Park Avenue and Hannibal Square parking lot. Perfect for date night, girls' night, and private events, enjoy a complete wine-pairing dinner experience with a boutique wine list and European-style menu, accommodating all dietary preferences, including creative plant-based and gluten-free options.Embrace The VINIA Way of Life! Relax at the bar, outdoor seating, or cozy table. Enjoy small plates for Happy Hour, Live Music Thursdays, and 3-course dinner including wines, for $59!On select Spring, Fall, & Holiday dates, join THE VINIA TABLE, an elevated 5-course wine dinner experience offering both traditional and vegan menus.Founded in 2018, now proudly owned by Rafael and Marina Lima, carrying on the legacy, beloved recipes, and commitment to great wine, and food. Reservations recommended. Walk-ins welcome.
A photo of Terrace Grille restaurant
10. Terrace Grille
4.5
Awesome(970)
$$$$
• Contemporary American • Lakeland
Booked 12 times today
Lakeland's prominent upscale dining location for all generations to gather and celebrate. An elegant urban oasis in the heart of Downtown, we are recognized for our historic floor-to-ceiling arched windows, black and white patterned floors, and dramatic pecky cypress patterned ceilings. Our scratch kitchen features the freshest ingredients, local offerings, and sustainably sourced and humanely raised proteins. In our kitchen, we make every item fresh in-house daily.

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