CLE Urban Winery is the perfect happy hour locale. The staff know their stuff and the wine really is great!
Try the rose - either as a wine slushie or in its simple wine form. It's something very special if you like sweet wine :)
Andd... may I suggest bringing pizza from Dewey's over to add to your experience? I love wine spot because they welcome outside food into their environment. They truly believe in indulging their patrons and doing everything they can to ensure you're having a great experience.
OH - AND you can rent their space for free! My friend had a party here and they were incredibly accommodating. Beautiful space + friendly staff + TASTY wine = great party!