Any can't miss restaurants or really great weekly dining deals?
Check out this thread for recommendations:
The Ravenous Pig, Four Rivers Smokehouse, and Fiddler's Green are three of my favorite restaurants in town, and all reasonably close to each other in Winter Park.
Also look into Trattoria Toscana, Shipyard Emporium and WP fish co.
Second the Ravenous Pig recommendation!
Brio's also serves very good casual dining Italian food - generous portions, good prices. Beef carpaccio, Italian wedding soup and their pastas are great.
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