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Best Historic Restaurants in Windermere

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3 restaurants available nearby

A photo of The Edison restaurant
4.4
Awesome(3658)
Price: Expensive
• American • Lake Buena Vista
Booked 37 times today
The Edison is a lavish Industrial Gothic-style destination for classic American fare, hand crafted -cocktails, exciting nightlife, and world-class entertainment. Thoughtfully re-imagined from a historic power plant, The Edison operates as a landmark restaurant, with three bars and many cozy lounges nestled in this multi-level venue. During the day, the Edison provides a playful dining family -style experience, but after 10 pm it transforms into an Adult-only venue focused on craft cocktails and Cabaret entertainment unique in Central Florida. Every night features a live band , singers and dancing and on Thursdays, Fridays and Saturdays costumed dancers, variety acts and a DJ make The Edison a real electric hot spot.
A photo of Chef's Table at the Edgewater restaurant
4.7
Exceptional(2749)
Price: Very Expensive
• American • Winter Garden
Booked 9 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 Charley’s Steak House-Orlando, FL restaurant
4.7
Exceptional(6249)
Price: Very Expensive
• Steakhouse • I Drive / Sand Lake
Booked 92 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
  • Raymond
    Orlando / Central Florida East •3 reviews
    5.0
    Dined 2 days ago
    We have been to this location many times. It's always great. Our server Ivan yesterday was the best server we have had at any restaurant. Very knowledgeable of the menu and very professional. We were there celebrating my wife's birthday and he made it very special. We truly enjoyed it.
    More info
    Charley’s Steak House-Orlando, FLPrice: Very Expensive• Steakhouse• I Drive / Sand Lake
    4.7
  • KatieVIP
    Denver / Colorado •63 reviews
    5.0
    Dined 3 days ago
    We loved the music!!!! All our food was delicious! Reasonably priced! And our server was great! We will defiantly be back!!! Some of our favorites… calamari, fried pickles, craft cocktails and the burgers!
    More info
    The EdisonPrice: Expensive• American• Lake Buena Vista
    4.4
  • Holly
    Orlando / Central Florida East •2 reviews
    5.0
    Dined 3 days ago
    My husband and I had an absolutely outstanding dining experience last night. From start to finish, everything was top-notch—the food, the service, and especially the wine pairing. Our server, Jeff, truly elevated the evening. Not only was he incredibly knowledgeable and attentive, but he’s also a Certified Sommelier, which made our wine experience exceptional. We opted for the wine pairing to complement our meal, and I’m so glad we did. Every selection was perfectly matched, enhancing each course beautifully. The food itself was phenomenal—each dish expertly prepared with bold flavors and perfect execution. You can tell the kitchen takes pride in both quality and presentation. If you’re looking for a restaurant that delivers a flawless culinary experience, this is it. Amazing service, exquisite food, and a wine pairing you won’t regret. Highly recommend! 🍷
    More info
    Chef's Table at the EdgewaterPrice: Very Expensive• American• Winter Garden
    4.7
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