Old Homestead or Keen's?
I have a reservation and both but have never been to either. For a bachelor party.
i'd vote for keen's...for food by a bit, for vibe by a big margin. prime rib and chops especially good at keens.
You won't really go wrong with either one. I agree with David Sprague that Keen's gets a slight edge for food, but I think Old Homestead actually might be better for a larger group.
Can't go wrong either way both are awesome.
Best porterhouse in Manhattan (2nd in NYC to Luger) and Second best Prime Rib in NYC= Keen's
Best Prime Rib ib NYC= Old Homestead
Ambience I agree Keens is nicer and both offer very good sides. Creamed spinach are two of the best you will find. Old Homesteads fries are of the steak variety which I love, however Keens does have great fries as well. Keens also does a nice carrots with brown butter and mushrooms. Desserts are standard, with Keens having more inventive options.
People, this is a bachelor party. And I have been to them at both places. Are there strippers involved? Then you want Old Homestead, because they have a private room with a separate bathroom, so the rest of the place does not know what is going on. Keen's will put you in the Lilly Langtree Room, which has a door, but no privacy.
I think Keen's has the better food and ambiance, but Old Homestead is better if you are bringing in your own entertainment.
I love keens, but Homestead might be a little seedier, Diamond Jim Brady type of place, that suits a bachelor party.
I do disaparove of double booking reservations, though. You are keeping a reservation from someone else, and screwing one of the two places. Pick a place, then make a reservation.