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Best Historic Restaurants in South Orlando

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4 restaurants available nearby

A photo of KRES CHOPHOUSE restaurant
1. KRES CHOPHOUSE
4.8
Exceptional(4929)
Price: Expensive
• Steak • Downtown Orlando
Booked 54 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 Pine & Oak Tavern restaurant
2. Pine & Oak Tavern
4.6
Exceptional(38)
Price: Moderate
• American • Waterford Lakes
Booked 3 times today
Welcome to Pine and Oak Tavern, where golf and gastronomy unite to create a distinctive dining experience. Nestled within the historic Rio Pinar clubhouse, our restaurant emerges as the perfect fusion of culinary excellence and scenic beauty.Enjoy modern American cuisine in the elegant yet comfortable atmosphere at Pine & Oak!Created by the founders of Delaney's Tavern, Pine & Oak offers a new twist on our Chef Anthony award-winning dishes, touching all corners of the globe. With amazing views and a spectacular setting, it's the perfect place to bring that special someone or the entire family. We're more than confident that the flavors and offerings at Pine & Oak will leave you craving for more.We look forward to becoming a cherished part of your dining traditions, making every visit a celebration of great food, friendship, and the beauty of Rio Pinar Golf Course.
A photo of The District Gastrobar restaurant
3. The District Gastrobar
3.9
Excellent(160)
Price: Moderate
• American • Downtown Orlando
Booked 4 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 Charley’s Steak House-Orlando, FL restaurant
4. Charley’s Steak House-Orlando, FL
4.7
Exceptional(6111)
Price: Very Expensive
• Steakhouse • I Drive / Sand Lake
Booked 35 times today
Charley's Steak House is owned by the Woodsby family and has operated in Florida since 1974. Charley’s serves only three-year-old USDA prime and choice Angus steers, aging them four to six weeks for tenderness & flavor and hand-cutting the steaks daily to ensure consistent quality. The steaks are then flame-broiled over Florida citrus and oak wood in a custom-built pit at 1200º searing in the tantalizing taste that has made Charley’s the #1 steakhouse in America every year since 2007! Charley’s philosophy of providing only the finest extends from the kitchen to the wine cellar. The wine list approaches 1000 selections from scores of exceptional wineries around the globe. Charley’s has been recognized with numerous awards including “Best of Award of Excellence” from Wine Spectator magazine, DiRōNA and Orlando Magazine’s“ Best Steak House & Best Old Favorite”. Charley’s has been creating fans from around the world for nearly 40 years. We look forward to having you become a fan soon!

See what locals rave about

From verified diners like you
From verified diners like you
  • Sheryl
    Baltimore / Maryland •2 reviews
    5.0
    Dined 1 day ago
    Everything was wonderful for my son's graduation dinner. Only complaint would be the parking. We had to park 2-3 blocks away in the AC Hotel lot and walk to the restaurant. It would be helpful if they provided better parking instructions or a valet option - wj9ch is what I expected. I am used to valet when I dine so this was quite frustrating after being at a college graduation all afternoon.
    More info
    KRES CHOPHOUSEPrice: Expensive• Steak• Downtown Orlando
    •
    4.8
  • Ricardo
    Atlanta Metro •1 review
    5.0
    Dined 3 days ago
    Wonderful experience while visiting Orlando - definitely going back to try the other menu items I didn’t get to this time!
    More info
    The District GastrobarPrice: Moderate• American• Downtown Orlando
    •
    3.9
  • Michellevip
    Orlando / Central Florida East •31 reviews
    5.0
    Dined 5 days ago
    Another OUTSTANDING dining experience at Charley's. Establishment is always kept impeccably clean. Service is always spectacular and the food is divine. They brought us out a new Rose that they have added to the menu and it was delicious. We were greeted very kindly upon entry and immediately seated for our reservation. Ambience is elegant yet relaxed and not pretentious. I had the salmon and it is literally the best salmon I have had in life. That aioli sauce is gold! I highly recommend. I will definitely keep coming back because this steakhouse is divine!
    More info
    Charley’s Steak House-Orlando, FLPrice: Very Expensive• Steakhouse• I Drive / Sand Lake
    •
    4.7
  • OpenTable Diner
    Orlando / Central Florida East •1 review
    5.0
    Dined on Oct 14, 2024
    Great experience for the first time visiting and it’s close to home.
    More info
    Pine & Oak TavernPrice: Moderate• American• Waterford Lakes
    •
    4.6

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