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St. Louis has much to offer to those wishing to dine outside Spring through Fall (with the exception of some miserably humid days in July or August). Whether you are looking for a casual afternoon/evening meal, or a nice "special occassion" celebration, your best finds will be located in St. Louis' various city neighborhoods.
For a late afternoon hamburger/wings and beer, most St. Louisans will not pass up the opportunity to spend some time on the beautiful courtyard style patio at McGurk's; Norton's, has a big, shady patio and is an intimate place to grab a drink and appetizer any time of the day; Broadway Oyster Bar offers some of the best cajun/creole/oysters to be found in St. Louis - stick around for the live musical acts at night.
Square One Brewery in Lafayette Square offers beautiful fountain-side dining with great casual food (especially breakfast). Bailey's Chocolate Bar is always a hit with the ladies and has a courtyard, too.
Bar Italia offers a good mix of casual/place to be seen and some good classic Italian dishes.
Vito's services up a nice mix of college plus pre-theatre dinner crowd and a great new patio. At Union Station, there are several restaurants with outdoor seating, including Landry's and the Hard Rock Cafe. it's partially covered, so the sun's not so intense. For an exlectic and artsy patio, check out the Venice Cafe in Benton Park. What it lacks in size, it definitely makes up for in character.
Some new bar/restaurants are opening in the Tower Grove area of the city (The Royale, Tin Can, etc.) - you'll find nice patios and good food/beer selection.
A couple or family looking to celebrate with an outside dining experience during the warmer months will find that St. Louis offers a variety of experiences/cuisine. The patio at Harry's Downtown - good food and the view is always great; Vin de Set is a great place to celebrate special occassions all year long, but when the weather is nice, their rooftop patio is easily one of the most romantic spots in the city and hard to beat for enjoying a special dinner.
Cafe Eau at The Chase is a great place for a late afternoon drink/sandwhich at pool-side. For a bit of a European experience, sidewalk dining Euro-style at Chez Leon is a unique experience.
Main Street St. Charles is one of the locals' favorite spots to spend time outdoors. The Winery of the Little Hills is central to the action and an immensly popular place for outdoor eating and wine-sipping. About an hour west of St. Louis and south of St. Charles, you'll find the quaint town of Augusta, which features antique shops and several wineries. Mount Pleasant and Montelle have probably the best known outdoor seating, often accompanied by live music. When the weather is pleasant, especially in the fall, you're luck to find an open seat. Also check out Chandler's, a new wine bar in defiance.