<p>First, you need to figure out where it is that your D is meeting her friends. Central Park is BIG. I suspect that you mean that your D is meeting her future classmates at the 81st Street entrance on the EAST side. If so, you definitely do NOT want to take the 1 train! Here is a link to a map of the Park:[Central</a> Park Conservancy : Central Park Map](<a href=“http://www.centralparknyc.org/site/PageNavigator/Map]Central”>http://www.centralparknyc.org/site/PageNavigator/Map) You need to know whether your D is meeting people on the East or West Side of the Park to make your plans because that will control your itinerary to some extent. </p>
<p>I put what I understood to be your starting point and destination into [HopStop.com</a> - Subway Directions and Bus Directions for New York City (NYC)](<a href=“http://www.hopstop.com%5DHopStop.com”>http://www.hopstop.com). (Click on New York, of course.) It said the fastest way would take 37 minutes, and of that 18 would be walking. Take the 1 and I’m sure you’d add at least 10 minutes to that. Hopstop recommended taking the C train from Penn Station, getting off at 72nd Street, and then taking the road that goes through the Park to the East Side there and then up to 81st. It estimated the walk at 18 minutes. </p>
<p>Off the top of my head, I’d tell you to walk out of Penn Station and over to 34 & 6 (Ave of Americas) where Macy’s is. If you like to shop, you can go upstairs to Daffy’s, a place for good buys, do the Gap, Old Navy, etc. Get on the F train headed uptown. Get off at 42&6, at Bryant Park. If the timing is right, you might want to take the tour at the NYC Public library, which is right there. It’s an amazing building and has all sorts of neat stuff in it. (You did say offbeat). You can eat in Bryant Park, by grabbing a quick bite at a kiosk --I think it’s one of the chain called 'Wichcraft. Or you can have a fancy meal at the Bryant Park Cafe. There are sometimes cool things in the park. </p>
<p>Then walk over to Grand Central–or if you really don’t want to come up for air, at the Bryant Park Station go through the long corridor–just follow the signs–to the 7 train and take that to Grand Central. (I’d only do that if it’s pouring rain.) There are also tours of Grand Central. You might want to take one. On the lower level of Grand Central, there is a lunch place with a gazillion little restaurant booths where you can buy something to eat. There are also some interesting stores right in Grand Central–a wine store, an olive oil store, and Grand Central Market, with great but expensive foodstuffs. </p>
<p>You can catch the 4,5, or 6 (local) train at Grand Central and get off at 77th Street (local only) or 86th, an express stop, so only 2 stops from Grand Central. You’ll be on Lexington and you can walk to Fifth and the Park–which is preferable to walking through the Park as you will have to do if you stay on a West Side train from Penn Station. Others may disagree…</p>
<p>An alternative would be to stay on the F train until Rockefeller Centre. Get off there and go to the Top of the Rock for a great view. Your D might enjoy shopping in the NBC store there if you’ve never been there. You can walk East and catch the 4,5,or6 at Grand Central or walk to 51st and Lex and catch the 6 there. </p>
<p>Another possibility is to go South when you Exit Penn Station and head over to about 25th Street and Madison to Madison Square Park. Believe it or not, the lunch cafe there is one of the “hottest” places to eat in New York. You’ll have a wait in line which can be long if you hit it at the wrong time. You’ll see a lot of office workers out for lunch plus a lot of little kids in the play area. You can then walk over to Park–you’ll see the MetLife building looming in front of you. You can walk if it’s a nice day. You go through the MetLife building and you’ll be in Grand Central. Or you can hop on a 6 train at 28th and Park Ave South (it’s just the continuation of Park Avenue) and take that to Grand Central or Dylan’s and Bloomingdale’s at 59th, or have your D head straight up to 86th Street to meet her friends if they are meeting on the East Side. She’ll walk over to Fifth Avenue.</p>
<p>If you go with her, walk North and you hit “museum mile.” Lots of museums there to choose from. If you’ve never hit the Museum of the City of New York, treat yourself. </p>
<p>Personally, I don’t think Dylan’s–the candy bar Dylan Lauren owns–is that big a deal, but it’s about 60th and Third, so you could get off 4,5,or 6 at 59and Lex and walk to it. (It’s been there a number of years.) </p>
<p>I do think the map will help you make sense of these suggestions.</p>