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Third Giorgio's of Gramercy.
Via Emilia is good too, but not as intimate. Cash only -
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Ae you talking about meeting up for dinner or another time of the day? a couple places come to mind in Union square.
If you are just meeting for a couple of drinks/appetzer a nice place to meet is The House in gramercy Park. The bar downstairs has nice tables and candlelight perfect for catching up with a good friend. The last time I ate there was over a year ago and I didn't think it was that great but things may have changed since then.
Otherwise I would suggest Giorgio's of Gramercy. The foood is very good, prices are reasonable and the setting is intimate yet relaxing.