Best Historic Restaurants in Winter Park
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5 restaurants available nearby
How are Featured results ranked
Booked 91 times today
Price: Expensive
• Contemporary American • Downtown Orlando
Booked 14 times today
Price: Moderate
• Global, International • College Park
Booked 1 time today
See what locals rave about
From verified diners like you
From verified diners like you
- CChadwickVIPOrlando / Central Florida East •9 reviews5.0Dined 4 days agoAmazing time as always! Great food and HH specials. Love the staff!More infoKRES CHOPHOUSEPrice: Expensive• Steak• Downtown Orlando•4.8
- SSamanthaOrlando / Central Florida East •2 reviews5.0Dined on Apr 6, 2025The food was fantastic! Loved the unique flavors. All staff that we interacted with were so kind and helpful. I love that the dressings are made in house and it sounded like many of the sauces were as well. Everyone at the table loved their food. The brownie skillet was fantastic too. The only down side was that it got pretty loud once a large group of golfers came in but that is outside of their control.More infoPine & Oak TavernPrice: Moderate• American• Waterford Lakes•4.6
- SScottVIPOrlando / Central Florida East •14 reviews5.0Dined on Apr 3, 2025A very location and ambiance with great service, food and drinks, and a fun and engaging of old Orlando charm with the lakefront beauty. Always so nice to pop in for a meal, drinks with appetizers and/or dessert!More infoRussell's on Lake IvanhoePrice: Expensive• Contemporary American• Downtown Orlando•4.6
- MmichelleDetroit / Eastern Michigan •21 reviews5.0Dined on Mar 27, 2025This is an amazing space! There was a DJ. It was not crowded at all. Parking was perfect. Phenomenal food choices. Indoor seating was spacious and comfy. Outer space was spacious and comfy. Even had lawn games. I'd love to see a croquet course. Restrooms were clean and the decor was nice. I have nothing g negative to say. My group looks forward to going back.More infoThe Great Southern Box Company Food Hall and BarPrice: Moderate• Global, International• College Park•4.5
- OTOpenTable DinerNorthwest Florida •1 review5.0Dined on Mar 2, 2025Enjoyed our meal and the ambience and service are excellent.Will return next time we are going to a Magic game. Go Raptors!!!More infoThe District GastrobarPrice: Moderate• American• Downtown Orlando•3.9