Synopsis by Mark Deming
Two people trying to sort out their love lives begin killing time together in this romantic drama. Sidney (Chris Stewart) hasn't been able to pull himself together since his girlfriend Coreen (Katrina Nelson) gave him his walking papers, and he's decided to make a last grand romantic gesture to lure her back. Sidney sends Coreen an airline ticket to New York City and asks her to meet him at the observation deck of the Empire State Building at a specific day and time. Sidney arrives in New York a few days early, and spends his time sightseeing to keep himself occupied. While dining at a coffee shop, Sidney meets Amy (Annie Woods), who like Sidney is having romantic problems. Amy has walked out on her uncaring boyfriend Michael (Don Wildman) and has chosen to go back to her hometown of San Francisco. Sidney and Amy discover they have more than a little in common, and since they have two days with little to do, they begin exploring the city together, and as they grow closer, both begin to wonder if a change of plans might be in order. New York Waiting received its world premier at the 2006 Tribeca Film Festival.