Best Historic Restaurants in Windermere
Price
- $30 and under
- $31 to $50
- $50 and over
Cuisine
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Top Rated
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Seating Options
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3 restaurants available nearby
Price: Very Expensive
• American • Winter Garden
Booked 9 times today
Price: Very Expensive
• Steakhouse • I Drive / Sand Lake
Booked 92 times today
See what locals rave about
From verified diners like you
From verified diners like you
- RRaymondOrlando / Central Florida East •3 reviews5.0Dined 2 days agoWe 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 infoCharley’s Steak House-Orlando, FLPrice: Very Expensive• Steakhouse• I Drive / Sand Lake•4.7
- KKatieVIPDenver / Colorado •63 reviews5.0Dined 3 days agoWe 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 infoThe EdisonPrice: Expensive• American• Lake Buena Vista•4.4
- HHollyOrlando / Central Florida East •2 reviews5.0Dined 3 days agoMy 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 infoChef's Table at the EdgewaterPrice: Very Expensive• American• Winter Garden•4.7