Old Town has a new kid on the block. I've been to 5th and Wine twice now and I must confess I love this place.
Happy hour specials are fantastic -- $5 wines and $1 bruschetta (per piece), among other fantastic appetizer deals. Speaking as a Postino loyalist, this place will give it a run for its money. Postino doesn't include food in its happy hour menu, and Postino's happy hour ends much earlier (5:00 I think).
The first thing I noticed is how the owners know what they are doing. As a new place, it's important to generate positive buzz with quality food/drink, great service, and pleasant atmosphere. On both visits my servers went above and beyond the call of duty.
Great wine selection, too -- and some wines by the glass are $5 regularly.