Prato in Winter Park Near Orlando

Winter Park Restaurants & Entertainment

New-world sophistication meets old-world charm in Winter Park, a picturesque city where arts and culture are part of everyday life. Here, you can spend a relaxing evening on tree-lined Park Avenue and its surrounding streets, which comprise a lush neighborhood brimming with chic bistros, fine dining, gastropubs, trendy wine rooms, museums, art galleries and specialty boutiques. Visit and you'll soon understand why the area has been dubbed the “Rodeo Drive of the South!”

Learn more: Winter Park

The Ravenous Pig
The Ravenous Pig in Winter Park Near Orlando

This city boasts a large concentration of independent restaurants, many proudly serving locally sourced menus. Several of Winter Park’s restaurants are headed by James Beard Award-nominated chefs including James and Julie Petrakis of The Ravenous Pig, as well as Brandon McGlamery of Winter Park’s Prato and Luke’s Kitchen in nearby Maitland.

Learn more: Orlando’s Top Chefs

interior dining area at blu on the avenue
blu on the avenue in Winter Park Near Orlando

But the fact is, you don’t have to look hard to find exceptional dining in Winter Park and Maitland. Other standouts that deserve any serious gourmet’s attention include Reel Fish Coastal Kitchenblu on the avenue310 Park South, The Tap Room at Dubsdread, VINIA Wine & Kitchen, and Hamilton’s Kitchen, which is located inside The Alfond Inn.

Learn more: Winter Park Virtual Tour

AVA MediterrAegean interior
Ava MediterrAegean in Winter Park Near Orlando

For international flair, make reservations at Antonio’sAVA MediterrAegean, Bulla Gastrobar, Chez Vincent, Rocco’s Italian Grille & Bar, or Umi Sushi.  And for desserts you must taste to believe, stop by The Glass Knife, headed by Executive Chef Stuart Whitfield of Walt Disney World® Resort culinary fame.

Use the listings below to discover more unforgettable dining choices and taste the best of Winter Park during your next visit to Orlando!